Chicago - Experience Big City Fun in the Windy City! Book your Chicago hotel, flight and vacation package to tour the Windy City’s attractions. Winter is a great time to take advantage of Winter Spectacular rates at Chicago's best hotels! Experience world-class cuisine and shopping along the World Famed Magnificent Mile! Ice skate in Millennium Park, catch a concert, play or musical. Traveling to the "Second City" has never been more exciting!
What is BookIt.com® Tip™?
(Travel Incentive Program)
Due to economic challenges now facing consumers AND the travel industry, BookIt.com® is offering a Travel Incentive Program (TIP™) for guest who book vacation packages now.
How Do I Get My Tip Discount?
1. When reviewing your search results, look for this icon:
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2. The Incentive amount is clearly stated with each room where TIP™ applies! (Amount will vary based upon your dates and room)
3. Select your room and on the next page, simply add on:
- ANY Rental Car
- Vacation Activites Totaling $100 or more
99-Hour Sale: Ends at MIDNIGHT Friday!
Save Up To 70% LIMITED Time Only! Exclusive Offer $10 Per Night Instant RebateFabulous On-Site Restaurant and Indoor Pool
At the Wyndham Chicago Hotel you`re in heart of everything including being at the center of an oasis of comfort. Plus, the hotel is just steps from Chicago`s Gold Coast near Lake Michigan. The 17 story glass structure stands right in the heart of downtown Chicago, where the... More
Exclusive $5 per Night INSTANT Rebate | Lowest Rates on BookIt.com
This Landmark of Chicago Hospitality has delighted travelers for over a century and has taken its place as a Midwestern point of interest that has stood the test of time. At the Congress Plaza Hotel, guests can explore the best downtown Chicago has to offer just by stepping outsi... More
Exclusive $10 per Night INSTANT Rebate | Lowest Rates on BookIt.com
99-Hour Sale: Ends at MIDNIGHT Friday!
Up to 60% OFF LUXURY 4.5-Star Hotel EXCLUSIVE Rates: From As Low As $159 NightlyAMAZING Downtown Chicago Loop Location
Perfectly located in the heart of downtown Chicago, this four and a half star mystery hotel is close to all the popular attractions, spectacular shopping and divine dining that downtown has to offer.
This four diamond mystery hotel is the epitome of elegance in every way. ... Morexceptional accommodations, guests are sure to be pleased.
Hurry, Ends at MIDNIGHT Friday!
Exclusive 70% OFF : From Only $97 BookIt.com Exclusive Deal : Limited Time OnlyLimited Rooms Available : Newly Renovated!
Amidst the vibrant Magnificent Mile, The Allerton Hotel Chicago brings historic charm and modern design together in an appealing fashion. Enjoy a modern flare like no other and relax at this home away from home. Located on Michigan Avenue, in the heart of downtown Chicago`s Magni... Morehe heart of world-class entertainment, delicious restaurants, and unmatched shopping.
Exclusive $10 per Night INSTANT Rebate | Lowest Rates on BookIt.com
99-Hour Sale: Ends at MIDNIGHT Friday!
SAVE Up to 55% Plus FREE Breakfast! Reg $239 From ONLY $89 | FREE Wi-FiGreat Location Near Shopping Dining and More!
Bordering the vibrant Lincoln Park/Lakeview neighborhoods, the Inn at Lincoln Park is within walking distance to Wrigley Field, De Paul University, Briar Street Theater, plus a vast array of restaurants, shops, bars, and theaters. Located just 15 miles from the O`Hare Internation... MoreInternational Airport, the Inn At Lincoln Park boasts a picturesque location for business and leisure travel alike.
Exclusive $10 per Night INSTANT Rebate | Lowest Rates on BookIt.com
Stay in the heart of this exciting city, just one block from Chicago`s Magnificent Mile. With a prime downtown location, superb interiors and thoughtful amenities, Four Points Sheraton is a great choice when visiting downtown Chicago.
99-Hour Sale: Ends at MIDNIGHT Friday!
50% OFF + Free Wi-Fi and Much More! Free Shuttle to Airport and Area AttractionsFREE Parking + FREE Continental Breakfast
At the Chicago O`Hare Garden Hotel guests will have the convenience of complimentary wireless internet and a complimentary airport shuttle service to make their stay in Chicago as enjoyable as possible. This boutique hotel offers 117 newly renovated guest rooms and the superb res... More so that you can indulge yourself with the finest ingredients.
Exclusive $5 per Night INSTANT Rebate | Lowest Rates on BookIt.com
With a central downtown location near Michigan Avenue, The Sutton Place Hotel is mere steps from Chicago’s best boutiques, finest dining and hottest night life. Noted for its striking architecture and contemporary design, the Four-Diamond Sutton Place Hotel offers exception... More
Exclusive $10 per Night INSTANT Rebate | Lowest Rates on BookIt.com
99-Hour Sale: Ends at MIDNIGHT Friday!
SAVE Up to 70% Plus FREE Breakfast! All Suite Hotel! Limited Rooms. Book TODAY!FREE Wi-Fi, FREE Parking and FREE Breakfast
The Comfort Suites Oakbrook Terrace is an all-suites hotel that offers free breakfast, free parking, and free wireless internet access in all rooms. This hotel is close to several shopping malls and excellent restaurants, leisure and business travelers alike will be pleased.
Located in Chicago`s Printers Row in the South Loop, Wyndham Blake is close to Grant Park, the Art Institute, Field Museum and Shedd Aquarium. Wyndham Blake Chicago, combines history, luxury and elegance to provide the ultimate stay in downtown Chicago.
Exclusive $10 per Night INSTANT Rebate | Lowest Rates on BookIt.com