Chicago Hotels Deals from Orbitz
More Deals for Hotel Rooms |
Rate includes breakfast, Book Anytime
Includes free meals for kids, Book Anytime
Includes Breakfast and Dinner for two, Book Anytime
*To view all deals, click “View all promotions and terms” on the Courtyard Chicago Downtown/Magnificent Mile page for more information.
Courtyard by Marriott surrounds travelers with the conveniences that make business and pleasure travel easy. Relax and get ready for the day ahead in one of our guest rooms, featuring well lit work area, high speed internet and 25″ TV.
Terms Apply
$129: 3-star Chicago Marriott at Medical District/UIC + Rate includes breakfast, Book Anytime
Includes Breakfast and Dinner for two, Book Anytime
Includes free meals for kids, Book Anytime
Rate includes breakfast, Book Anytime
*To view all deals, click “View all promotions and terms” on the Chicago Marriott at Medical District/UIC page for more information.
Marriott Chicago @ Medical District/UIC, The hotel will be under renovation including guest floors and public areas beginning December 7, 2008 to February 14, 2009. Additional noise may occur between 8 am and 6 pm daily.
Terms Apply
$105: 4-star Raffaello Hotel + 24 Hour Sale - 25% off, Book by 11/17/2008
24 Hour Sale - 10% off, Travel 11/17/2008 - 12/31/2008, Book by 11/17/2008
24 Hour Sale - 15% off, Travel 11/17/2008 - 12/31/2008, Book by 11/17/2008
24 Hour Sale - 25% off, Travel 11/17/2008 - 12/31/2008, Book by 11/17/2008
*To view all deals, click “View all promotions and terms” on the Raffaello Hotel page for more information.

Raffaello Hotel Chicago’s only completely non smoking hotel, you will breathe easy knowing the air is fresh and clean. With new renovation and design update, you will enjoy the freshest and most contemporary accommodations stylishly located inside the landmark Mediterranean facade with historic lobby architecture. The hotel has balanced style, design, history and functionality by preserving the architecture but updating all amenities, services and technology. Consider the comforts you will enjoy including goose down duvets, flat panel LCD TV’s wired and wireless high speed internet access, 90 channels of free programming plus Video on Demand, Gilchrest & Soames, London Spa Collection Bath amenities, top quality linens, towels, plus service from staff that understand the goal of providing 100% guest satisfaction. The hotel also has a business center and fitness room. All rooms also feature mini bar, refrigerator and microwave.Extra person USD 25.00
Photo identification and credit card are required at check in for incidental charges. If you do not provide a credit card, a cash security deposit in the amount of $1,000.00 is required.
Valet Parking charge $45
Terms Apply
$91: 3-star Comfort Inn & Suites Downtown + Save 30% on 3 nights or more, Book by 03/01/2009
Save 20% on 1 night or more, Travel 10/30/2008 - 03/01/2009, Book by 03/01/2009
Save 30% on 3 nights or more, Travel 10/30/2008 - 03/01/2009, Book by 03/01/2009
*To view all deals, click “View all promotions and terms” on the Comfort Inn & Suites Downtown page for more information.
Our intimate boutique hotel is located in the heart of downtown Chicago, steps away from shopping on Michigan Ave, Navy Pier, McCormick Place, Merchandise Mart, restaurants, theater and the hustle of Chicago’s business district. A perfect location for the business or leisure traveler. AAA rated 3 diamond, offering many amenities such as Complimentary High Speed Internet Access, Complimentary Deluxe Continental Breakfast and Bedside CD players. Rooms have a contemporary decor with upgraded bath/soap amenities. Parking available: 25.00/night including in/out privileges. One adult 21 or older in each room. For cash paying guests a 50.00 cash deposit required upon check-in, unused portions are refunded at check out.
Terms Apply
$139: 4-star Affinia Chicago + Advance Purchase Promotion, Book Anytime
Save 10%, Book Anytime
Save 20%, Book Anytime
Save 30%, Book Anytime
Advance Purchase Promotion, Book Anytime
*To view all deals, click “View all promotions and terms” on the Affinia Chicago page for more information.

Magnificent Boutique Hotel in Downtown ChicagoSteps from the Magnificent Mile, the Affinia Chicago features a prime location at the Windy City’s epicenter of shopping, entertainment, culture and business.Known for its fast pace, famous museums, amazing architecture, and action-packed sporting events, Chicago offers something for everyone and now Affinia Hotels brings Chicago visitors its own special brand of service and comfort. The Affinia Chicago offers an intimate and welcoming environment and coming soon, a host of signature amenities and hotel features for a true Affinia experience. What’s new in 2008?We’re happy to announce the completion of our eagerly anticipated multimillion dollar renovation! Not one corner, wall or fixture of this building has been untouched. All guest rooms are complete, and feature our fabulous signature Affinia bed and 6 choice pillow menu. The signature elements and service details of the distinctive Affinia collection plus a touch of our vibrant city will make your stay an unforgettable lodging experience. Our restaurant, C-House by Marcus Samuelson is now open to rave review. C-House is a modern American seafood restaurant located in Chicago’s Affinia hotel. C-House will offer breakfast, lunch, and dinner, as well as provides the hotel’s room service and banquet catering. The restaurant boasts a bar and lounge, and C-View, a year-round roof top deck, ideal for cocktails and small bites.
Terms Apply
Rate includes breakfast, Book Anytime
Includes free meals for kids, Book Anytime
Includes Breakfast and Dinner for two, Book Anytime
Escape Romance Pkg, Brkfst for 2 & Champagne, Travel 11/14/2008 - 01/04/2009, Book by 01/04/2009
*To view all deals, click “View all promotions and terms” on the The Blackstone, A Renaissance Hotel page for more information.
Discover a legend with the remarkable revival of The Blackstone, A Renaissance Luxury Hotel in Chicago, Illinois.
Terms Apply
$160: 4-star Dana Hotel and Spa + Save 15% on a 2 night stay, Book by 12/31/2008
Save 25% on 3 nights or more, Travel 09/15/2008 - 12/31/2008, Book by 12/31/2008
Save 15% on a 2 night stay, Travel 09/15/2008 - 12/31/2008, Book by 12/31/2008
*To view all deals, click “View all promotions and terms” on the Dana Hotel and Spa page for more information.
The sleek exterior facade, designed by Chicagos Eckenhoff Saunders Architects, will feature a stunning 28 foot high clear glass curtain wall offering passersby views of the goings-on inside the dana. The striking ground floor entrance will be anchored by an undulating timber wall, providing a soothing backdrop for a two-story fireplace and dana?s two primary dining offerings AJASTEAK, a contemporary Asian steak house and sake lounge, and the dana?s signature floating sushi bar. An artful juxtaposition will balance the beauty of these natural elements with state of the art technologies, including free high bandwidth internet connection and WiFi capabilities; a 37 inch HD flat screen television, and European Smart Digital cordless phones (with all local calls complimentary). Of note, the dana hotel and spa will be the first hotel in the world to provide Bowers & Wilkins Zeppelin audio equipment in guest rooms; the Zeppelin a 2007 Rolling Stone top pick allows a guest to sync his or her MP3 player, providing an ultra high fidelity outlet for your personal soundtrack. A centerpiece of the dana hotel will be its full floor dana spa and fitness center, accessible to both hotel and non hotel guests, for pampering and polish. Some six treatment rooms, including one strictly for couples, will offer the latest in relaxation techniques, including some exclusive to the dana. Its environment will be soothing, serene, and sustainable, to boot. Designed with materials including bamboo bricks and recycled glass terrazzo flooring. An adjoining private 24 hour fitness center will feature the Italian Technogym line of fitness equipment, including an entire wall of Kinesis cables, plus client comforts such as individual MP3 docking stations and televisions; a yoga stretching area; and yoga mats, pilates balls and hand weights available for in-room use.
Terms Apply
$118: 4-star InterContinental CHICAGO + Advance purchase special, Book Anytime
Advance purchase special, Book Anytime
*To view all deals, click “View all promotions and terms” on the InterContinental CHICAGO page for more information.
InterContinental Chicago is a lot like the city itself: historic but hip, refined but relaxed, cultured but comfortable. A member of Michigan Avenue®s architectural elite since 1929, our hotel is within easy reach of Chicago®s incomparable museums, stores, theatres and restaurants. Navy Pier, Shedd Aquarium and Oak Street Beach are minutes away. This hotel is committed to providing accessible facilities under the American Disabilities Act. If your accessibility needs are not met, please contact the Hotel Manager on Duty. Should you require additional information regarding accessible facilities for guests with disabilities, please call 1-800-Holiday (U.S. and Canada) or contact the hotel directly. For the hearing impaired, TDD service is available at 1-800-238-5544 within the U.S. and Canada.
Terms Apply
$107: 3-star The Silversmith Hotel Chicago + Book Your Package Now and Save!, Book by 12/31/2008
Save 10%, Travel 09/17/2008 - 12/31/2008, Book Anytime
Book Your Package Now and Save!, Travel 10/02/2008 - 12/31/2008, Book by 12/31/2008
*To view all deals, click “View all promotions and terms” on the The Silversmith Hotel Chicago page for more information.

Just when you thought the classics were history The Silversmith Hotel- an example of the Arts movement of the late 19th century- is ideally located in the heart of Chicago’s Financial/Theater District the Loop. Walking distance to the world renowned Art Institute- Millennium Park and Grant Park- Symphony Center- Sears Tower and Chicago’s finest Museums. The City of Skyscrapers- Chicago’s architecture is second to none- and the 10-story Silversmith Hotel is no exception. Designed by the celebrated firm of D.H. Burnham and Company- the exterior features upper floors of red brick and unglazed terra cotta- while the lower floors are clad in dark green highly glazed terra cotta. Architectural enthusiasts will delight in the abundant examples of designs by noted Chicago architects- such as Daniel Burnham- Louis Sullivan- Mies van der Rohe and Frank Lloyd Wright- found so close to the hotel. Explore the icons of Chicago’s shopping on State Street. Or take the short walk and experience the renowned Magnificent Mile- Michigan Avenue. A variety of culinary delights also abound ensuring every visitor a savory Taste of Chicago. The staff at The Silversmith Hotel anticipates the opportunity to welcome you and look forward to providing you with the highest level of service. Valet parking available for $42 per night plus tax with full in and out privileges.
Terms Apply
Limited Time Offer. Up to 21% off. Book now., Travel 12/01/2008 - 02/01/2009, Book by 12/12/2008
*To view all deals, click “View all promotions and terms” on the Hyatt Regency McCormick PlaceChicago page for more information.
Opened June 2, 1998, this magnificent 33-story, 800-room hotel located in downtown Chicago adjacent and connected to the convention center. Near Chicagos nightlife, Michigan Avenue shopping, theaters, museums and sporting arenas. The hotel consists of spacious accommodations with spectacular views of the Chicago skyline and Lake Michigan, healthclub, indoor pool, restaurant and bar, elegant hospitality suites and meeting facilities, and enclosed parking.
Terms Apply
$139: 3-star Chicago Marriott Downtown Magnificent Mile + Rate includes breakfast, Book Anytime
Includes Breakfast and Dinner for two, Book Anytime
Includes free meals for kids, Book Anytime
Rate includes breakfast, Book Anytime
*To view all deals, click “View all promotions and terms” on the Chicago Marriott Downtown Magnificent Mile page for more information.
Delight in a revitalized Chicago hotel at the Chicago Marriott Downtown Magnificent Mile in the heart of the Windy City. This downtown Chicago, Illinois hotel boasts elegant event space, luxurious amenities, and is in close proximity to Navy Pier.
Terms Apply
$88: 3-star Belden Stratford + 30% off 3 Night Stay, Book by 04/01/2009
20% off 2 Night Stay, Travel 10/10/2008 - 04/01/2009, Book Anytime
10% off 1 Night Stay, Travel 10/10/2008 - 04/01/2009, Book Anytime
30% off 3 Night Stay, Travel 10/10/2008 - 04/01/2009, Book Anytime
*To view all deals, click “View all promotions and terms” on the Belden Stratford page for more information.

The Belden Stratford is a renowned Lincoln Park landmark. Beautifully refurbished and enhanced with the accoutrements of luxury living. The Belden is located across from the Flower Conservatory and Lincoln Park Zoo. Puts you steps from the lake and public transportation.
Terms Apply
$87: 3-star Holiday Inn CHICAGO-MART PLAZA (RIVERVIEW) + Advance purchase special, Book Anytime
Advance purchase special, Book Anytime
*To view all deals, click “View all promotions and terms” on the Holiday Inn CHICAGO-MART PLAZA (RIVERVIEW) page for more information.
Welcome to Holiday Inn Chicago Mart Plaza! Downtown Chicago hotel offering the best view of Chicago. River North, the Loop, Michigan Avenue, the Magnificent Mile, the Merchandise Mart; the landmarks that draw millions to Downtown Chicago each year are right outside the Holiday Inn Chicago Mart Plaza Hotel. Stroll to countless restaurants and shops in the Chicago’s River North area, or conduct business in Chicago Loop’s dynamic business center. Plan a quick trip to Downtown Chicago’s Magnificent Mile, Millennium Park , or Navy Pier. Holiday Inn Chicago Mart Plaza Hotel puts you in the heart of the Downtown Chicago. Fifteen stories above the action, it’s a high-rise haven of relaxation, convenience, and unbeatable service. At the Holiday Inn Chicago Mart Plaza Hotel each of our 521 guest rooms and suites are spacious, beautifully furnished with awe-inspiring city and river views. The Holiday Inn Chicago Mart Plaza Hotel offers 16 meeting rooms with nearly 25,000 square feet of modern, flexible function space, complete with the latest audio/ visual technology and high-speed Internet access. The Holiday Inn Chicago Mart Plaza Hotel is located 3 miles to/ from Chicago’s McCormick Convention Center. This hotel is committed to providing accessible facilities under the American Disabilities Act. If your accessibility needs are not met, please contact the Hotel Manager on Duty. Should you require additional information regarding accessible facilities for guests with disabilities, please call 1-800-Holiday (U.S. and Canada) or contact the hotel directly. For the hearing impaired, TDD service is available at 1-800-238-5544 within the U.S. and Canada.
Terms Apply
$161: 4-star Hotel Sax Chicago + Book Now and Save 10%, Book by 12/31/2008
Book Now and Save 10%, Travel 10/02/2008 - 12/31/2008, Book by 12/31/2008
*To view all deals, click “View all promotions and terms” on the Hotel Sax Chicago page for more information.

Prepare to be WOW’ed with unsurpassed style and energy. The hotel pulsates with music, exotic architecture and decor, and activity. Whether you’re staying for business or pleasure, you’ll enjoy exploring the many dining and entertainment options. Catch a show at the House of Blues Venue; a cruise on the Chicago River, a show at the Chicago Theatre or a hearty dinner at one of the many restaurants just steps away from the hotel. A friendly and professional staff caters to the individual needs of each guest in an eclectic, inviting atmosphere.
Terms Apply
Includes Breakfast and Dinner for two, Book Anytime
Includes breakfast buffet daily for 2 people, Book Anytime
Includes breakfast buffet daily for 1 person, Book Anytime
Includes free meals for kids, Book Anytime
Rate includes breakfast, Book Anytime
*To view all deals, click “View all promotions and terms” on the Courtyard by Marriott Chicago Downtown/River North page for more information.
Among downtown Chicago hotels, the Courtyard Chicago Downtown/River North stands out as a haven of urban sophistication. Featuring comfortable accommodations and mid-size meeting space, this downtown Chicago hotel is perfect for business or pleasure.
Terms Apply
$134: 4-star The Westin Chicago River North + Save 10% on your stay, Book by 03/01/2009
Limited time offer - book now to save 20% or more, Travel 11/13/2008 - 03/01/2009, Book by 11/17/2008
Save 35% on your stay, Book Anytime
Save 15% on your stay, Book Anytime
Save 25% on your stay, Book Anytime
Save 20% on your stay, Book Anytime
Save 30% on your stay, Book Anytime
Save 10% on your stay, Book Anytime
*To view all deals, click “View all promotions and terms” on the The Westin Chicago River North page for more information.
The Westin Chicago River North allows guests a chance to experience relaxation and renewal while maintaining access to all of their favorite city activities. In the heart of Chicago’s theater and financial district, guests are in the center of things with a stunning view of the Chicago River. We are also just down the road from the city’s best shopping on Michigan Avenue.
We have everything you need to enjoy a relaxing stay. Exercise in our new WestinWORKOUT ym, and relax with a massage from one of our certified therapists. Hosting up to 1,000 is no problem in one of our spacious event facilities. Our full-service business center is perfect for taking care of any last-minute details, include a copy and printing center.
The 424 guest rooms, including 17 suites, at our downtown Chicago hotel raise the bar on excellence. Each room comes with our signature Heavenly Bed o ensure your best night’s sleep, and our well-appointed marble bathrooms have plush robes to help you relax. All guest rooms come with High Speed Internet Access.
Terms Apply
Limited time offer - book now to save 20% or more, Travel 11/13/2008 - 03/01/2009, Book by 11/17/2008
Save 35% on your stay, Book Anytime
Save 10% on your stay, Book Anytime
Save 20% on your stay, Book Anytime
Save 15% on your stay, Book Anytime
Save 30% on your stay, Book Anytime
Save 25% on your stay, Book Anytime
American Girl Package, Travel 07/02/2008 - 12/31/2008, Book by 12/30/2008
*To view all deals, click “View all promotions and terms” on the Four Points by Sheraton Chicago Downtown/Magnificent Mile page for more information.
Magnificent Mile. Four Points by Sheraton Chicago Downtown is just off of Magnificent Mile. Shopping, sights and food sounds magnificent to us. Not a home run with the kids? Try an outing to the Bears? Soldier Field, the Cubs Wrigley Field, or to nearby Museum Campus.
Straightforward Comfort. The indoor heated pool and whirlpool. The high-speed Internet access. The fitness room. Don?t forget the bottled water in your room. All free. Have fun with the kids, ease your body and mind after a long day of meetings, and feel like you?re at home.
Sleep in Late. Give the alarm clock a rest, and sleep a little later in our Four Points by Sheraton Four Comfort Bed. Stay in bed and watch some TV or an in-room movie. Order room service. It?s a great way to spend the morning. You should do this more often.
Terms Apply
$80: 3-star Central Loop Hotel + Sunday 15% promotion, Book Anytime
Sunday 15% promotion, Book Anytime
*To view all deals, click “View all promotions and terms” on the Central Loop Hotel page for more information.

The Central Loop Hotel is located in the heart of the historic Loop, Chicago’s business and cultural district, making the location ideal for both business and leisure travelers. The hotel is located only a few short blocks from legendary sites such as the Sears Tower, Civic Opera House, the Art Institute, River Front, Grant Park and the “Magnificent Mile”, at the edge of Chicago’s theatre district.The Central Loop Hotel features state-of-the-art rooms that range from single rooms to suites with kitchenettes. Guest rooms present custom-designed furnishings, comfortable beds, down duvets and plush pillow top mattresses. In-room business amenities include free high-speed internet access and the latest design work stations with ergonomic chairs, task lighting and more. Corporate apartments are also available for extended stays.Guests of the Central Loop Hotel can also enjoy complimentary chilled, purified bottled water on every floor, free use of a computer and printer, a fitness room and a lounge. A 24-hour guest services/concierge desk is available to help find dining locations, suggest activities, etc. We invite you to stay with us and experience the hospitality of the Central Loop Hotel.
Terms Apply
Includes Breakfast and Dinner for two, Book Anytime
Includes free meals for kids, Book Anytime
Rate includes breakfast, Book Anytime
Escape Romance Pkg, Brkfst for 2 & Champagne, Travel 11/14/2008 - 01/04/2009, Book by 01/04/2009
*To view all deals, click “View all promotions and terms” on the Renaissance Chicago Hotel page for more information.
As the premier Chicago luxury hotel, the Renaissance is an urban sanctuary embodying the sophisticated ambiance of a uniquely upscale hotel.
Terms Apply
$127: 4-star W Chicago - City Center + Save 25% on your stay, Book by 03/01/2009
Limited time offer - book now to save 20% or more, Travel 11/13/2008 - 03/01/2009, Book by 11/17/2008
Save 35% on your stay, Book Anytime
Save 15% on your stay, Book Anytime
Save 20% on your stay, Book Anytime
Save 10% on your stay, Book Anytime
Save 30% on your stay, Book Anytime
Save 25% on your stay, Book Anytime
*To view all deals, click “View all promotions and terms” on the W Chicago - City Center page for more information.
Welcome to that toddlin’ town. Set in the middle of the famed Chicago Loop, W Chicago - City Center is close to the Sears Tower, the Chicago Art Institute, music at Millennium Park, and the theater district. Step out he Windy City surrounds you. Our technology, creative cuisine and innovative spaces will help you make your meeting memorable and your event extraordinary. Work the body and unwork the mind at SWEAT, our 24/7 fitness center. Or indulge in an in-room shiatsu session. Retreat from the bustle of Chi-town into the serenity of our 369 guest rooms. Dive into the comfort of our signature pillowtop mattresses, 350-thread-count sheets and down comforters. Connect with High Speed Internet Access ll rooms are wired. Need anything else? Just call our whatever/whenever desk. With all W Chicago - City Center offers, you might never want to leave.
Terms Apply
$89: 4-star Sheraton Chicago Hotel & Towers + Save 30% on your stay, Book by 03/01/2009
Limited time offer - book now to save 20% or more, Travel 11/13/2008 - 03/01/2009, Book by 11/17/2008
Save 35% on your stay, Book Anytime
Save 15% on your stay, Book Anytime
Save 20% on your stay, Book Anytime
Save 10% on your stay, Book Anytime
Save 25% on your stay, Book Anytime
Save 30% on your stay, Book Anytime
*To view all deals, click “View all promotions and terms” on the Sheraton Chicago Hotel & Towers page for more information.
The Sheraton Chicago Hotel& Towers is Chicago’s premier downtown riverfront hotel. We are just off Michigan Avenue and within a short walk of Navy Pier, museums, shopping, and entertainment. Our hotel offers spectacular views of the Chicago River, Lake Michigan, or the city skyline.
Enjoy deluxe accommodations featuring the Sheraton Sweet Sleeper(SM) Bed, in-room safes, coffee makers, mini-bars, and cable television with movies and video games. Six distinctive restaurants and lounges, including the acclaimed Shula’s Steak House, will satisfy your appetite.
Work away the day’s pressures in our complete health club with modern exercise equipment. Enjoy a relaxing swim in the indoor pool. Or try a rejuvenating massage or sauna.
Experience Chicago’s finest at Sheraton Chicago Hotel & Towers!
Terms Apply
$80: 3-star Club Quarters Wacker at Michigan + Save 15% on Sunday, Book Anytime
Save 15% on Sunday, Book Anytime
*To view all deals, click “View all promotions and terms” on the Club Quarters Wacker at Michigan page for more information.

Club Quarters, Wacker at Michigan is a private, full service hotel in the center of downtown Chicago and located right on the Chicago River. This landmark tower has been fully restored to its historic grandeur and offers spectacular views of the skyline, including the floodlit landmarks - Wrigley Building and Tribune Tower, immediately across the river. Just one block north of Club Quarters is the Magnificent Mile, famous for shopping. The hotel is a convenient walk Chicago’s Theater District, the Chicago Cultural Center, music at Millennium Park, Navy Pier and Marina City. Ideal for both business and leisure travelers with 24 hour concierge services and fitness facility. Other amenities include free high-speed Internet access, free chilled bottled water, and comfortable beds with luxury linens. Private Club Room with complimentary newspapers, magazines, coffee and tea. Rooms are comfortable, elegantly styled and beautifully appointed, with all modern conveniences.
Terms Apply
$69: 3-star Ambassador East Hotel + Save 30%, Book by 12/04/2008
Save 10%, Travel 09/04/2008 - 03/05/2009, Book by 12/04/2008
Save 20%, Travel 09/04/2008 - 03/05/2009, Book by 12/04/2008
Save 30%, Travel 09/04/2008 - 03/05/2009, Book by 12/04/2008
*To view all deals, click “View all promotions and terms” on the Ambassador East Hotel page for more information.

A Gold coast standard, the Ambassador East Hotel offers luxury and intimacy within a short walk of both Chicago’s Magnificent Mile and lake front. The Ambassador East is a historic hotel nestled in the heart of Chicago’s Gold Coast. The AAA 4 diamond, Ambassador East is an inviting historical landmark that blends modern conveniences with classic architecture in a peaceful residential neighborhood. Room service available 7 days a week 5am to 11pm
The Ambassador East Hotel is a Pet Friendly hotel for dogs under 25 pounds. We charge $50.00 per day cleaning fee. We are 100% non smoking, additional cleaning fees will apply for guests who smoke in any rooms.
Terms Apply
$84: 4-star Amalfi Hotel Chicago + Stay 3 Nights, Save 35%, Book by 01/05/2009
Save Now, Book Anytime
Stay 1 night & Save 15% off, Travel 11/24/2008 - 01/31/2009, Book by 01/05/2009
Stay 2 nights, Save 25%, Travel 11/24/2008 - 01/31/2009, Book by 01/05/2009
Stay 3 Nights, Save 35%, Travel 11/24/2008 - 01/31/2009, Book by 01/05/2009
*To view all deals, click “View all promotions and terms” on the Amalfi Hotel Chicago page for more information.

Amalfi Hotel located in Chicago’s River North features complimentary executive breakfast served each morning, evening cocktail reception in the Amalfi Lounge and high-speed Internet access. Amalfi is the newest luxury hotel to grace the Chicago’s River North District. Located within walking distance of The House of Blues, Michigan Avenue, Navy Pier and The Financial Loop District, the hotel features 215 luxury rooms designed with the distinguished traveler in mind. Come and experience something unique to Chicago…A Hotel designed around the guest experience.
Terms Apply
$80: 3-star Club Quarters Central Loop + Save 15% on Sunday, Book Anytime
Save 25% on Sunday!, Book Anytime
20% off of Sunday with Friday or Saturday stay!, Book Anytime
Save 15% on Sunday, Book Anytime
*To view all deals, click “View all promotions and terms” on the Club Quarters Central Loop page for more information.

Club Quarters is a private, full service hotel located in the center of the Central Loop (Chicago’s downtown district). Just off LaSalle Street near Chicago’s historic department stores, it is a convenient walk to the Symphony Center, the Art Institute of Chicago, music and Millennium Park, the Sears Tower and Grant Park. At the edge of Chicago’s Theater District with Broadway in Chicago, a strip of theaters in which Broadway shows are performed. Ideal for both business and leisure travelers with 24 hour concierge services and fitness facility. Other amenities include free high-speed Internet access, free chilled bottled water, and comfortable beds with luxury linens and pillowtop mattresses.Rooms are comfortable, elegantly styled and beautifully appointed, with all modern conveniences.
Terms Apply
$125: 4-star W Chicago - Lakeshore + Save 30% on your stay, Book by 03/31/2009
Limited time offer - book now to save 20% or more, Travel 11/13/2008 - 03/01/2009, Book by 11/17/2008
Save 35% on your stay, Book Anytime
Save 25% or more, Travel 10/28/2008 - 03/31/2009, Book by 11/24/2008
Save 15% on your stay, Book Anytime
Save 20% on your stay, Book Anytime
Save 25% on your stay, Book Anytime
Save 10% on your stay, Book Anytime
Save 30% on your stay, Book Anytime
*To view all deals, click “View all promotions and terms” on the W Chicago - Lakeshore page for more information.
The W Chicago - Lakeshore offers a birds-eye (think seagull) view of things. Situated along Lake Shore Drive near the Navy Pier, it’s the only hotel in Chicago directly overlooking Lake Michigan, and also provides easy access to the beach itself. So bring your flip-flops (weather permitting) and after you’ve hit the beach, head for home (that’s us). The W Chicago - Lakeshore surrounds guests with impeccable service and distinctive style. From the luxurious down-stuffed beds in each of our 520 deluxe guest rooms and suites, to the versatile meeting spaces equipped with the latest technological wizardry, and High Speed Internet Access in all guest and meeting rooms, we’ve overlooked nothing. Relax in our soothing, Zen-like Living Room. Head for the roof-top lounge to drink in astonishing lake and city views and sizzling nightlife. Enjoy an intimate dinner for two at our signature restaurant. Or retreat to your spacious room, fully-stocked with every comfort, including our own W “Munchie” box, a snacker’s utopia. And if you need anything else, our Whatever/Whenever desk is on duty 24/7. Whether you’re here for business or pleasure, we’re prepared to help you enjoy the best of both worlds. And with a prime lake view location, we’re convenient to the best of everything in the city, from the festivities of Navy Pier to the premiere shopping of Michigan Avenue. Have a blast!
Terms Apply
$75: 3-star Tremont Hotel + Save 30% on your stay, Book by 03/01/2009
Limited time offer - book now to save 20% or more, Travel 11/13/2008 - 03/01/2009, Book by 11/17/2008
Save 10% on your stay, Book Anytime
Save 20% on your stay, Book Anytime
Save 25% on your stay, Book Anytime
Save 15% on your stay, Book Anytime
Save 35% on your stay, Book Anytime
Save 30% on your stay, Book Anytime
*To view all deals, click “View all promotions and terms” on the Tremont Hotel page for more information.
The Tremont Hotel is just off North Michigan Avenue, the famed Magnificent Mile. Our hotel is within easy access of Chicago’s business district, yet offers walking convenience to the finest shopping, dining, theatre and nightlife in Chicago.
Come and explore Chicago’s finest at the Tremont Hotel!
Terms Apply
$85: 3-star Inn of Chicago Magnificent Mile + Book your Package Now and Save!, Book by 03/01/2009
Save 10% on your stay, Book Anytime
Save 20% on a 2 night stay, Book Anytime
Save 30% on a 3 night stay, Book Anytime
Stay 5+ nights receive 15% off, Travel 10/03/2007 - 12/31/2008, Book Anytime
Stay 1+ night receive 10% off, Travel 03/28/2008 - 12/31/2008, Book Anytime
Book your Package Now and Save!, Travel 10/01/2008 - 03/01/2009, Book by 03/01/2009
Book your Package Now and Save!, Travel 10/01/2008 - 03/01/2009, Book by 03/01/2009
Book your Package Now and Save!, Travel 11/01/2008 - 03/01/2009, Book by 03/01/2009
Book your Package Now and Save!, Travel 11/01/2008 - 03/01/2009, Book by 03/01/2009
Book your Package Now and Save!, Travel 11/01/2008 - 03/01/2009, Book by 03/01/2009
*To view all deals, click “View all promotions and terms” on the Inn of Chicago Magnificent Mile page for more information.

In the heart of the magnificent mile, you will enjoy the newly renovated guest rooms and lobby. The rooms are bright and luxurious with fine linens and plush bedding. Inn of Chicago Magnificent Mile lobby invites old architecture with a modern life. It is a great place to meet up with clients or friends.The Inn of Chicago Magnificent Mile is a newly renovated, full service hotel located just one-half block east of North Michigan Avenue, Chicago’s “Magnificent Mile”. We are steps from Navy Pier and conveniently located to business and financial centers, nightlife, fine dining, art museums and unsurpassed world-class shopping. All of our guest rooms include coffee makers, hairdryers, iron and ironing boards and Internet access. The hotel features a spectacular 22nd floor Skyline Terrace, fitness center, gift shop and 357 guest rooms and suites. Full service meeting and catering facilities are available for groups up to 150 people in one of 4 meeting rooms. Thus, making the Inn of Chicago Magnificent Mile the BEST VALUE in downtown Chicago.
The guest MUST be 21 years or older to check in.
The Inn of Chicago Magnificent Mile is a 100% non-smoking hotel.
Terms Apply
$98: 3-star Congress Plaza Hotel at Grant Park + Save 10%, Book by 02/28/2009
Stay 3+ nights receive 15% off, Travel 03/02/2008 - 12/31/2008, Book by 12/31/2008
Stay 2 + nights receive 10% off, Travel 03/02/2008 - 12/31/2008, Book by 12/31/2008
Save 10% on your stay, Travel 09/23/2008 - 11/27/2008, Book by 11/27/2008
1+ night receive 15% off, Travel 06/24/2008 - 11/28/2008, Book by 11/28/2008
Stay 3+ nights receive 20% off, Travel 06/04/2008 - 11/28/2008, Book Anytime
Save 10%, Travel 12/05/2008 - 02/28/2009, Book by 02/28/2009
*To view all deals, click “View all promotions and terms” on the Congress Plaza Hotel at Grant Park page for more information.

The Congress Plaza Hotel & convention center is perfect for the value driven guest looking for a convenient downtown location with spectacular views of Grant Park, Buckingham Fountain and Lake Michigan. It is just short walk to the New Millennium Park, The Art Institute of Chicago, Museum Campus, Symphony Center, and the Sears Tower. The city business districts, shopping and restaurants, as well as downtown theaters and universities are also just minutes away. Chicago O’Hare International Airport (15 miles) and Midway Airport (11 miles) are easily accessible.
The Congress Plaza Hotel & convention center was originally designed and built in 1893 to accommodate visitors to the Columbian World’s Exposition. There are a total of 840 guest rooms, including 50 deluxe suites, many of which overlook the beautiful waters of Lake Michigan.
Travel Advisory: The Hotel and Restaurant Employees Union Local 1 is currently conducting a strike against The Congress Plaza Hotel. Guests may encounter picketers outside the hotel.Starting September 15 2006 , overnite valet parking will be $32.00 and self will be $27.00.
Terms Apply
$109: 4-star The Westin Michigan Avenue Chicago + Save 25% on your stay, Book by 03/01/2009
Limited time offer - book now to save 20% or more, Travel 11/13/2008 - 03/01/2009, Book by 11/17/2008
Save 35% on your stay, Book Anytime
Save 10% on your stay, Book Anytime
Save 30% on your stay, Book Anytime
Save 20% on your stay, Book Anytime
Save 15% on your stay, Book Anytime
Save 25% on your stay, Book Anytime
*To view all deals, click “View all promotions and terms” on the The Westin Michigan Avenue Chicago page for more information.
Boasting Chicago’s best address in the heart of downtown, The Westin Michigan Avenue Chicago is on the Magnificent Mile just across the street from Bloomingdale’s and the upscale shops of Water Tower Place. Tour the waterfront ‘ Grant Park and Navy Pier are minutes away or venture into the bustling Loop to take care of business. Meeting planners will appreciate The Westin Michigan Avenue’s newly renovated, Pinnacle Award-winning meeting space. At day’s end, unwind with a sauna or massage in the WestinWORKOUT Powered by Reebok Gym, then sample contemporary favorites at The Grill on The Alley.
Net High Speed Internet Access is available in all guest and meeting rooms.
Terms Apply
$90: 4-star The Whitehall Hotel + Stay 3 Nights, Save 35%, Book by 12/31/2008
20% off 3 nights or more, Travel 11/02/2008 - 12/30/2008, Book Anytime
Stay 2 nights, SAVE 5%, Travel 10/02/2008 - 12/31/2008, Book by 12/31/2008
Stay 4 Nights and save 15%, Travel 10/02/2008 - 12/31/2008, Book by 12/31/2008
Stay 3 Nights and Save 10%, Travel 10/02/2008 - 12/31/2008, Book by 12/31/2008
Stay 1 night, Save 10%, Travel 10/02/2008 - 12/31/2008, Book by 12/31/2008
Stay 2 Nights, Save 25%, Travel 10/02/2008 - 12/31/2008, Book by 12/31/2008
Stay 3 Nights, Save 35%, Travel 10/02/2008 - 12/31/2008, Book by 12/31/2008
*To view all deals, click “View all promotions and terms” on the The Whitehall Hotel page for more information.

The Whitehall Hotel remains a landmark destination in downtown Chicago, offering a very European sense of grace and grandeur. Thanks to meticulous restorations. In perfect harmony with the old world charm are modern conveniences such as a fitness center and 24-hour room service. In-room features include three multi-line telephones with voicemail, personal computer capabilities, and a fax machine. Step outside and you’ll find that the hotel is ideally located in the heart of the Gold Coast, nestled amid the Magnificent Mile’s shops, restaurants, theaters, entertainment, and the business district. The Whitehall Hotel, Downtown Chicago’s Truly Independent Boutique Hotel, proudly and successfully endures the test of time. The hotel will exceed your expectations and invite you to explore The Whitehall Hotel today.
Terms Apply
$79: 4-star The Allerton Hotel Chicago, Magnificent Mile + Save 15% on a 5 night stay, Book Anytime
Save 10% on a 3 night stay, Book Anytime
Save 15% on a 5 night stay, Book Anytime
*To view all deals, click “View all promotions and terms” on the The Allerton Hotel Chicago, Magnificent Mile page for more information.

As one of the first high-rises to grace Chicago’s fashionable Michigan Avenue, The Allerton Hotel Chicago became synonymous with high style, luxurious hotel accommodations and impeccable service. Today, the hotel has kept the commitment to treat every guest like a celebrity and continues to make each stay at The Allerton Hotel Chicago as comfortable and rewarding as their predecessors did more than 80 years ago. Of all Magnificent Mile Chicago hotels, The Allerton Hotel Chicago’s historic Italian Renaissance style will dazzle you. The 443 guest rooms, including 84 suites, are perfect for your next Chicago meeting, banquet or wedding. The Allerton Hotel Chicago offers a variety of impressive, natural lit meeting rooms able to accommodate your group of 10 to 200. The Renaissance Ballroom located on the 23rd floor offers a stunning view of Michigan Avenue and Downtown Chicago. If you are looking for a luxury hotel in downtown Chicago, stay with us and experience our exquisite service and our great location. Welcome to The Allerton Hotel Chicago!
Terms Apply
Promotional rates. Book early for great deals!, Travel 03/04/2008 - 12/30/2008, Book by 12/30/2008
Limited Time Offer. Up to 21% off. Book now., Travel 12/01/2008 - 02/01/2009, Book by 12/12/2008
*To view all deals, click “View all promotions and terms” on the Hyatt Regency Chicago page for more information.
Rising above the Chicago River, Hyatt Regency Chicago lays adjacent to the Chicago Loop business district and the Magnificent Mile shopping and dining areas. This breathtaking hotel features 2,018 guestrooms including 119 suites, 337 new Deluxe rooms, and an exclusive Regency Club. All guestrooms feature wireless Internet access at a modern workstation. This full service hotel offers an extensive business center, a complimentary fitness center, six food and beverage outlets, wireless Internet access in public areas, and convenient indoor access to all shops and services in Illinois Center. The famous Big Bar is a perfect place to relax and enjoy a cocktail without leaving the hotel. Stetson’s Chophouse, located on the hotel’s first floor, was voted one of the top ten steakhouses in the city by the Chicago Tribune. Pizza at Connie’s Ristorante and the casual elegance of Networks Bar & Grill allow for a variety of dining venues in the hotel. Hyatt Regency Chicago continues to receive national awards for excellence in cuisine and hospitality.
Terms Apply
$86: 3-star Seneca Hotel + Save 10%, Book by 04/01/2009
Save 30%, Travel 09/14/2008 - 04/01/2009, Book Anytime
Save 20%, Travel 09/14/2008 - 04/01/2009, Book Anytime
Save 10%, Travel 09/14/2008 - 04/01/2009, Book Anytime
*To view all deals, click “View all promotions and terms” on the Seneca Hotel page for more information.

The Seneca Hotel & Suites is an intimate escape just a block off of Michigan Avenue… Chicago’s Magnificent Mile. Here, you’ll discover a quaint European style hotel that is treasured by those who prefer a quiet tree-lined street and an elegant spacious suite. The Seneca’s location is exceptional for all that Chicago has to offer. Parking is available for a fee. For shopping, you’re in the shadow of Water Tower Place and the John Hancock Center and just a short walk from Neiman-Marcus, Bloomingdale’s and the Oak Street boutiques. For entertainment, The Art Institute, Museum of Contemporary Art, Oak Street Beach, Navy Pier and Rush Street’s night life are all nearby. And for dining endless restaurants from wold renowned bistros to Chicago style pizzaare all nearby. At the Seneca you will be in the middle of everything, yet away from it all.
Terms Apply
$106: 4-star The Talbott Hotel + Save 30%, Book by 12/30/2008
Save 25%, Travel 11/16/2008 - 11/21/2008, Book by 11/20/2008
Save 20%, Travel 11/16/2008 - 11/21/2008, Book by 11/20/2008
25% Savings, Travel 11/23/2008 - 11/28/2008, Book by 11/27/2008
20% Savings, Travel 11/23/2008 - 11/28/2008, Book by 11/27/2008
Save 30%, Travel 12/08/2008 - 12/31/2008, Book by 12/30/2008
*To view all deals, click “View all promotions and terms” on the The Talbott Hotel page for more information.

The new Talbott Hotel in the heart of the Gold Coast offers spacious rooms with complimentary amenities including wireless internet and access to Equinox Fitness. Located steps from Chicago’s Magnificent Mile and Rush Street, the heart of Chicago’s night life. Voted as an Orbitz Best of the Best hotel, The Talbott Hotel is recognized as a leader in both leisure and business travel. It offers impeccable service with its concierge stall, all Les Clefs d’Or members, to assist with your evening plans or sightseeing.
After a day of excitement, relax and unwind in your oversized guest room. The elegant marble bath stocked with fine Aveda Bath and Spa products in your guest room or Bvlgari in your suite. Dry off with a plush towel, and sink into a terrycloth robe while enjoying a program on your 42″ flat screen television. Nightly turndown service; we will refresh your room, turn down your bed and leave you with delectable chocolate. In the winter months you can request complimentary brownies delivered to your room each evening after 5pm. You will be fully rested and ready to start another day of exploration after sleeping in one of our plush pillow top beds with luxurious linens, down pillows and comforter. Another day of relaxation and luxury awaits you tomorrow? Imagine the rest?
* Certified “Green Seal” Hotel.
* 100% of the hotels electrical carbon footprint is offset by Wind Energy.
* Four Diamond Rated by AAA.
* Must be 21 to check in.
Terms Apply