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      Home  > Destinations  > United States  > Illinois  > Chicago 
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      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!
      Wyndham Chicago Downtown Hotel HOT Downtown Location - Surrounded by World Famous Shopping
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      $579 - $999
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      $126 - $326
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      99-Hour Sale: Ends at MIDNIGHT Friday! Save Up To 70% LIMITED Time Only! Exclusive Offer $10 Per Night Instant Rebate Fabulous On-Site Restaurant and Indoor Pool
      Our Rating: Guest Rating: 8.0
      out of a possible 10
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      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
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      Congress Plaza Hotel Adjacent to Grant Park and the Magnificent Mile!
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      $539 - $999
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      $89 - $239
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      Hurry, Ends at MIDNIGHT Tonight! 70% OFF! HOT Grant Park Location! Reg. $279 Now From ONLY $89 Per Night PLUS FREE Upgrade to Standard Room!
      Our Rating: Guest Rating: 6.7
      out of a possible 10
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      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
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      Luxury 4.5 Star Chicago Loop Mystery Four Diamond Hotel in the Heart of Downtown!
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      $599 - $1049
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      $159 - $179
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      99-Hour Sale: Ends at MIDNIGHT Friday! Up to 60% OFF LUXURY 4.5-Star Hotel EXCLUSIVE Rates: From As Low As $159 Nightly AMAZING Downtown Chicago Loop Location
      Our Rating: Guest Rating: 8.3
      out of a possible 10
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      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. ... More
        
        
      The Allerton Hotel Chicago Magnificent Mile Chicago Hotel - Superb Sophistication!
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      $579 - $1149
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      $97 - $403
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      Hurry, Ends at MIDNIGHT Friday! Exclusive 70% OFF : From Only $97 BookIt.com Exclusive Deal : Limited Time Only Limited Rooms Available : Newly Renovated!
      Our Rating: Guest Rating: 8.0
      out of a possible 10
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      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... More
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      Inn At Lincoln Park Boutique Hotel with FREE Breakfast, Steps to Lincoln Park
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      $114 - $189
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      99-Hour Sale: Ends at MIDNIGHT Friday! SAVE Up to 55% Plus FREE Breakfast! Reg $239 From ONLY $89 | FREE Wi-Fi Great Location Near Shopping Dining and More!
      Our Rating: Guest Rating: 10.0
      out of a possible 10
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      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... More
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      Four Points by Sheraton Chicago Downtown - Magnificent Mile Stylish Rooms, Just Steps From the Magnificent Mile
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      $699 - $1299
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      $175 - $595
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      Amazing 3-Star Downtown Hotel Reg. $299 up to 50% Savings! FREE Wi-Fi Plus Heated Indoor Pool
      Our Rating: Guest Rating: 9.0
      out of a possible 10
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      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.
      Chicago O`Hare Garden Hotel Boutique Style Hotel in the O`Hare Airport Area
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      $379 - $619
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      $41 - $42
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      99-Hour Sale: Ends at MIDNIGHT Friday! 50% OFF + Free Wi-Fi and Much More! Free Shuttle to Airport and Area Attractions FREE Parking + FREE Continental Breakfast
      Our Rating: Guest Rating: 5.3
      out of a possible 10
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      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
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      Sutton Place Hotel Chicago 4-Diamond Award Winning Chicago Luxury
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      $139 - $514
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      Hot Right Now! 4-STAR Boutique up to HALF OFF Central Downtown Location Near Michigan Ave. Plus Bookit.com EXCLUSIVE Nightly Rebates
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      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
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      Comfort Suites Oakbrook Terrace An All-Suite Hotel
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      $439 - $899
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      $74 - $93
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      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
      Our Rating: Guest Rating: 10.0
      out of a possible 10
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      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.
      Wyndham Blake Chicago A Downtown Landmark of Luxury
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      $559 - $1149
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      $109 - $449
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      EXCLUSIVE : FREE Upgrade Plus Wi-Fi Reg $299 SAVE Up to 60% thru May 31st Upscale Amenities + FREE Wireless Internet
      Our Rating: Guest Rating: 9.0
      out of a possible 10
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      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
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