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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!
      Chicago Deals From YOUR Airport:
      Hard Rock Hotel Chicago
      Hotel Details Search Dates
      Rock Inspired Downtown Chicago Hotel!
      Hard Rock Hotel Chicago
      4.0 Stars
      Chicago
      Hurry, Ends at MIDNIGHT Wednesday!
      From $109 + Free Exclusive Upgrade! Reg $219 SAVE up to 50% OFF Per Night! Free Upgrade to a Select City View King
      Nightly Rates
      Reg. $400       $109 - $199
      Package w/ Round-Trip Flights From Long Beach (LGB)
      Change Airport
      3 -Night PKGs w/ Flights
      Reg. $985       $309 - $586 Per Person
      Dana Hotel and Spa
      Hotel Details Search Dates
      Luxury Boutique in the Heart of Magnificent Mile!
      Dana Hotel and Spa
      4.0 Stars
      Chicago
      Hurry, Ends at MIDNIGHT Wednesday!
      60% OFF Upscale Posh Boutique Hotel Reg $185 Now From Only $73 Per Night Citysearch 2010 Best Boutique | FREE Wi-Fi
      Nightly Rates
      Reg. $420       $73 - $305
      Package w/ Round-Trip Flights From Long Beach (LGB)
      Change Airport
      3 -Night PKGs w/ Flights
      Reg. $943       $259 - $676 Per Person
      $10 EXCLUSIVE INSTANT Rebate EXCLUSIVE! SAVE $10 Per Booking! On Qualified Bookings! See Details
      Luxury 4.5 Star Chicago Loop Mystery
      Hotel Details Search Dates
      Four Diamond Hotel in the Heart of Downtown!
      Luxury 4.5 Star Chicago Loop Mystery
      4.5 Stars
      Chicago
      Save 60% LUXURY 4.5 Star Hotel Magnificent Chicago Loop Location ONLY $95 Valid For Travel January 1 - April 30, 2012
      Nightly Rates
      Reg. $249       $95
      Package w/ Round-Trip Flights From Long Beach (LGB)
      Change Airport
      3 -Night PKGs w/ Flights
      Reg. $758       $289 - $460 Per Person
      Congress Plaza Hotel
      Hotel Details Search Dates
      Adjacent to Grant Park and the Magnificent Mile!
      Congress Plaza Hotel
      3.0 Stars
      Chicago
      Weekend Sale: Ends at MIDNIGHT Tomorrow!
      From ONLY $79 + FREE Upgrade! Reg. $265 Now From ONLY $79 Per Night PLUS FREE Upgrade to Standard Room!
      Nightly Rates
      Reg. $265       $79 - $229
      Package w/ Round-Trip Flights From Long Beach (LGB)
      Change Airport
      3 -Night PKGs w/ Flights
      Reg. $683       $269 - $555 Per Person
      $50 INSTANT Flight Credit Save an Additional $50 Off Airfare On Qualified Bookings! See Details
      Swissotel Chicago
      Hotel Details Search Dates
      Swissotel Chicago
      4.5 Stars
      Chicago
      Luxury 4.5 Star Hotel 60% OFF! Perfect Location + On-Site Restaurants BookIt.com Exclusive - Limited Time Only!
      Nightly Rates $127 - $434
      Package w/ Round-Trip Flights From Long Beach (LGB)
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      3 -Night PKGs w/ Flights
      Reg. $1493       $299 - $794 Per Person
      $10 EXCLUSIVE INSTANT Rebate EXCLUSIVE! SAVE $10 Per Booking! On Qualified Bookings! See Details
      3 Star Downtown Chicago Mystery Hotel
      Hotel Details Search Dates
      Prime Location in the Heart of Downtown!
      3 Star Downtown Chicago Mystery Hotel
      3.0 Stars
      Chicago
      99-Hour Sale: Ends at MIDNIGHT Monday!
      HOT DEAL: 65% OFF Plus FREE Wi-Fi! Reg $185 Now Only $72 thru March 31 Two Fantastic On-Site Restaurants
      Nightly Rates
      Reg. $145       $72
      Package w/ Round-Trip Flights From Long Beach (LGB)
      Change Airport
      3 -Night PKGs w/ Flights
      Reg. $592       $239 - $420 Per Person
      The Affinia Chicago
      Hotel Details Search Dates
      Stylish Escape with a Rooftop Lounge!
      The Affinia Chicago
      4.0 Stars
      Chicago
      Hot Right Now: Ends at MIDNIGHT Tuesday!
      Up to 50% Off 4 Star Chic Hotel Just Steps From the Magnificent Mile Rates NOW From $116 Per Night
      Nightly Rates
      Reg. $359       $116 - $323
      Package w/ Round-Trip Flights From Long Beach (LGB)
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      3 -Night PKGs w/ Flights
      Reg. $827       $279 - $687 Per Person
      $50 INSTANT Flight Credit Save an Additional $50 Off Airfare On Qualified Bookings! See Details
      The Willows Hotel
      Hotel Details Search Dates
      FREE Wi-Fi Plus FREE Breakfast
      The Willows Hotel
      3.0 Stars
      Chicago
      Hurry, Ends at MIDNIGHT Monday!
      SAVE 60% OFF + FREE BREAKFAST Complimentary Wi-Fi + Much More! Limited Time Only! Only a FEW Rooms Left!
      Nightly Rates
      Reg. $290       $115 - $145
      Package w/ Round-Trip Flights From Long Beach (LGB)
      Change Airport
      3 -Night PKGs w/ Flights
      Reg. $618       $249 - $515 Per Person
      $50 INSTANT Flight Credit Save an Additional $50 Off Airfare On Qualified Bookings! See Details
      Inn of Chicago
      Hotel Details Search Dates
      Just Blocks From Millennium Park!
      Inn of Chicago
      3.0 Stars
      Chicago
      Hot Right Now!
      HUGE SAVINGS: Save up to 70% OFF! Reg $299 Now As Low As $79 per Night FREE Wi-Fi + Contemporary On-Site Lounge!
      Nightly Rates
      Reg. $500       $79 - $249
      Package w/ Round-Trip Flights From Long Beach (LGB)
      Change Airport
      3 -Night PKGs w/ Flights
      Reg. $634       $259 - $562 Per Person
      $50 INSTANT Flight Credit Save an Additional $50 Off Airfare On Qualified Bookings! See Details
      Four Points by Sheraton Chicago Downtown
      Hotel Details Search Dates
      Stylish Rooms, Just Steps From the Magnificent Mile
      Four Points by Sheraton Chicago Downtown
      3.0 Stars
      Chicago
      48-Hour Sale!
      3-Star Magnificent Mile From $115 Reg. $199 up to 60% Savings! FREE Wi-Fi Plus Heated Indoor Pool
      Nightly Rates $97 - $595
      Package w/ Round-Trip Flights From Long Beach (LGB)
      Change Airport
      3 -Night PKGs w/ Flights
      Reg. $1269       $269 - $966 Per Person
      $50 INSTANT Flight Credit Save an Additional $50 Off Airfare On Qualified Bookings! See Details
      To See ALL Chicago Specials:
      Enter Dates in the Travel Planner Above
        
      More Fantastic Chicago Hotels & Resorts
      Check out some of our most popular hotels in Chicago, as chosen by BookIt.com® guests and content supervisors.
      hotel name promotion star rating user rating
      3 Star Downtown Chicago Mystery Hotel HOT DEAL: 65% OFF Plus FREE Wi-Fi! 3.0 Stars 1 User Rating
      3-STAR Historic Hotel Near Grant Park 65% OFF Downtown Mystery Hotel 3.0 Stars 3 User Rating
      Amalfi Hotel Chicago Chic Downtown Hotel Up to 70% OFF 3.5 Stars 5 User Rating
      Amber Inn Fabulous Location + FREE Parking! 2.0 Stars 0 User Rating
      Best Western Chicago Midway Airport Complimentary Parking + FREE Wi-Fi! 2.0 Stars 0 User Rating
      Best Western Hawthorne Terrace Hotel Complimentary Breakfast PLUS Wi-Fi! 3.0 Stars 0 User Rating
      Chicago Loop Washington Suites Luxurious Chicago Loop Suites 4.0 Stars 0 User Rating
      Chicago O`Hare Garden Hotel FREE Airport Shuttle + FREE Wi-Fi! 2.0 Stars 0 User Rating
      Chinatown Hotel Sensational Location + FREE Wi-Fi! 2.0 Stars 0 User Rating
      City Suites Hotel EXCLUSIVE! 70% OFF. Book TODAY 3.0 Stars 0 User Rating
      Comfort Inn and Suites Downtown Chicago WOW 60% Off With FREE Extras 3.0 Stars 3 User Rating
      Comfort Suites Chicago FREE Wi-Fi + FREE Full Breakfast! 3.0 Stars 0 User Rating
      Days Inn Chicago Award Winning Boutique Hotel 3.0 Stars 5 User Rating
      Days Inn Chicago - Alsip FREE Wi-Fi + FREE Breakfast! 2.0 Stars 0 User Rating
      Fairmont Chicago - Millennium Park Eco-Friendly Award Winning Hotel! 4.0 Stars 0 User Rating
      Four Points by Sheraton Chicago Downtown - Magnificent Mile 3-Star Magnificent Mile From $115 3.0 Stars 5 User Rating
      Hostelling International Chicago - Chicago Hostel Great Location PLUS Free Breakfast! 1.5 Stars 0 User Rating
      Inn At Lincoln Park From $59: FREE Breakfast + Wi-Fi! 2.0 Stars 0 User Rating
      Inn of Chicago An Ascend Collection HUGE SAVINGS: Save up to 70% OFF! 3.0 Stars 5 User Rating
      Luxury 4.5 Star Chicago Loop Mystery Save 60% LUXURY 4.5 Star Hotel 4.5 Stars 0 User Rating
      Majestic Hotel Spectacular Boutique Style Hotel 3.0 Stars 0 User Rating
      Ohio House Motel Economical Gem Up to 70% off 1.0 Stars 2 User Rating
      Raffaello Hotel 4 Star Upscale Boutique Style Hotel 4.0 Stars 0 User Rating
      Ramada Inn Lake Shore Great Location PLUS Much More! 2.0 Stars 3 User Rating
      Ramada O`Hare Chicago - Elk Grove Indoor Heated Pool + FREE Wi-Fi! 2.0 Stars 0 User Rating
      Red Roof Inn Chicago Downtown FREE WI-FI + Much More! 2.0 Stars 0 User Rating
      Sheraton Chicago Hotel and Towers From $109 AMAZING 4 Star Downtown 4.0 Stars 4 User Rating
      Sheraton Chicago O`Hare Airport Awesome Location + FREE Shuttle! 3.5 Stars 0 User Rating
      Sutton Place Hotel Chicago 4-STAR Boutique up to HALF OFF 4.0 Stars 0 User Rating
      The Affinia Chicago Up to 50% Off 4 Star Chic Hotel 4.0 Stars 0 User Rating
      The Allerton Hotel Chicago 50% OFF | Posh Downtown Location 4.0 Stars 3 User Rating
      The James Chicago Hotel Fantastic Deal : 50% OFF 4 STAR 4.5 Stars 0 User Rating
      The Tremont Chicago Hotel at Magnificent Mile Posh Downtown Boutique Style Hotel 3.0 Stars 0 User Rating
      The Westin Chicago River North Michigan Avenue Upscale Hotel 4.0 Stars 0 User Rating
      The Westin Michigan Avenue UPSCALE 4 STAR Up to 70% Off 4.0 Stars 1 User Rating
      The Willows Hotel SAVE 60% OFF + FREE BREAKFAST 3.0 Stars 0 User Rating
      W Chicago Lakeshore 50% OFF Luxury 4 Star TODAY ONLY! 4.0 Stars 1 User Rating
      Wheeler Mansion Stunning Historic Chicago Mansion 4.0 Stars 0 User Rating
      Wyndham Chicago Downtown Hotel 4-Star Savings with Instant Rebate! 4.0 Stars 5 User Rating
      Best Western Chicago - Hillside Search To See Available Promotions 3.0 Stars 0 User Rating
      Conrad Chicago Search To See Available Promotions 5.0 Stars 5 User Rating
      Crowne Plaza Chicago Metro Search To See Available Promotions 3.5 Stars 0 User Rating
      Doubletree Guest Suites & Conference Center Chicago/Downers Search To See Available Promotions 3.0 Stars 0 User Rating
      Doubletree Hotel and Conference Center Chicago North Shore Search To See Available Promotions 0.0 Stars 0 User Rating
      Doubletree Hotel Chicago - Arlington Heights Search To See Available Promotions 4.0 Stars 0 User Rating
      Doubletree Hotel Chicago - Oak Brook Search To See Available Promotions 3.0 Stars 0 User Rating
      Doubletree Hotel Chicago Magnificent Mile Search To See Available Promotions 3.5 Stars 5 User Rating
      Doubletree Hotel Chicago O Hare Airport - Rosemont Search To See Available Promotions 3.0 Stars 0 User Rating
      Doubletree Hotel Chicago-Wood Dale/Itasca Search To See Available Promotions 3.0 Stars 0 User Rating
      Doubletree Hotel Chicago/Alsip Search To See Available Promotions 3.0 Stars 0 User Rating
      Doubletree Hotel Chicago/Schaumburg Search To See Available Promotions 3.0 Stars 0 User Rating
      Doubletree Hotel Libertyville - Mundelein Search To See Available Promotions 3.5 Stars 0 User Rating
      Embassy Suites Chicago - Downtown Search To See Available Promotions 3.0 Stars 0 User Rating
      Embassy Suites Chicago - Downtown/Lakefront Search To See Available Promotions 3.0 Stars 0 User Rating
      Embassy Suites Chicago - Lombard/Oak Brook Search To See Available Promotions 3.0 Stars 1 User Rating
      Embassy Suites Chicago - North Shore/Deerfield Search To See Available Promotions 3.0 Stars 0 User Rating
      Embassy Suites Chicago - O'Hare Rosemont Search To See Available Promotions 3.0 Stars 0 User Rating
      Embassy Suites Chicago - Schaumburg/Woodfield Search To See Available Promotions 3.0 Stars 0 User Rating
      Hampton Inn & Suites Addison Search To See Available Promotions 0.0 Stars 0 User Rating
      Hampton Inn & Suites Chicago Deer Park Search To See Available Promotions 0.0 Stars 0 User Rating
      Hampton Inn & Suites Chicago-Downtown Search To See Available Promotions 3.0 Stars 0 User Rating
      Hampton Inn & Suites Chicago-Libertyville Search To See Available Promotions 0.0 Stars 0 User Rating
      Hampton Inn & Suites Chicago-North Shore/Skokie Search To See Available Promotions 0.0 Stars 0 User Rating
      Hampton Inn & Suites Chicago/Aurora Search To See Available Promotions 0.0 Stars 0 User Rating
      Hampton Inn & Suites Chicago/Hoffman Estates Search To See Available Promotions 0.0 Stars 0 User Rating
      Hampton Inn & Suites Chicago/St. Charles Search To See Available Promotions 0.0 Stars 0 User Rating
      Hampton Inn & Suites Valparaiso Search To See Available Promotions 0.0 Stars 0 User Rating
      Hampton Inn and Suites Chicago Southland-Matteson Search To See Available Promotions 2.5 Stars 0 User Rating
      Hampton Inn and Suites Munster Search To See Available Promotions 0.0 Stars 0 User Rating
      Hampton Inn and Suites Peru Search To See Available Promotions 3.0 Stars 0 User Rating
      Hampton Inn Bradley/Kankakee Search To See Available Promotions 3.0 Stars 0 User Rating
      Hampton Inn Chicago Elgin / I-90 Search To See Available Promotions 3.0 Stars 0 User Rating
      Hampton Inn Chicago-Carol Stream Search To See Available Promotions 3.0 Stars 0 User Rating
      Hampton Inn Chicago-Midway Airport Search To See Available Promotions 3.0 Stars 0 User Rating
      Hampton Inn Chicago-O Hare International Airport Search To See Available Promotions 3.0 Stars 0 User Rating
      Hampton Inn Chicago/Crestwood Search To See Available Promotions 3.0 Stars 0 User Rating
      Hampton Inn Chicago/Gurnee Search To See Available Promotions 3.0 Stars 0 User Rating
      Hampton Inn Chicago/Naperville Search To See Available Promotions 3.0 Stars 0 User Rating
      Hampton Inn Chicago/Tinley Park Search To See Available Promotions 3.0 Stars 0 User Rating
      Hampton Inn Chicago/Westchester (Oak Brook) Search To See Available Promotions 3.0 Stars 0 User Rating
      Hampton Inn Freeport Search To See Available Promotions 3.0 Stars 0 User Rating
      Hampton Inn Joliet - I-55 Search To See Available Promotions 3.0 Stars 0 User Rating
      Hampton Inn Joliet - I-80 Search To See Available Promotions 3.0 Stars 0 User Rating
      Hampton Inn Majestic Chicago Theatre District Search To See Available Promotions 3.0 Stars 4 User Rating
      Hampton Inn Merrillville Search To See Available Promotions 3.0 Stars 0 User Rating
      Hampton Inn Ottawa (Starved Rock Area) Search To See Available Promotions 3.0 Stars 0 User Rating
      Hampton Inn Portage Search To See Available Promotions 3.0 Stars 0 User Rating
      Hampton Inn Rockford Search To See Available Promotions 3.0 Stars 0 User Rating
      Hampton Inn Yorkville Search To See Available Promotions 3.0 Stars 0 User Rating
      Hilton Chicago Search To See Available Promotions 4.0 Stars 5 User Rating
      Hilton Chicago O Hare Airport Search To See Available Promotions 4.0 Stars 0 User Rating
      Hilton Chicago/Indian Lakes Resort Search To See Available Promotions 0.0 Stars 0 User Rating
      Hilton Chicago/Northbrook Search To See Available Promotions 4.0 Stars 0 User Rating
      Hilton Garden Inn Addison Search To See Available Promotions 3.0 Stars 0 User Rating
      Hilton Garden Inn Chicago Downtown/Magnificent Mile Search To See Available Promotions 3.0 Stars 5 User Rating
      Hilton Garden Inn Chicago North Shore/Evanston Search To See Available Promotions 3.0 Stars 0 User Rating
      Hilton Garden Inn Chicago OHare Airport Search To See Available Promotions 3.0 Stars 5 User Rating
      Hilton Garden Inn Chicago/Midway Airport Search To See Available Promotions 3.0 Stars 0 User Rating
      Hilton Garden Inn Chicago/Oakbrook Terrace Search To See Available Promotions 3.0 Stars 0 User Rating
      Hilton Garden Inn Chicago/Tinley Park Search To See Available Promotions 3.0 Stars 0 User Rating
      Hilton Garden Inn Hoffman Estates Search To See Available Promotions 3.0 Stars 0 User Rating
      Hilton Garden Inn Lake Forest Mettawa Search To See Available Promotions 3.0 Stars 0 User Rating
      Hilton Garden Inn Naperville/Warrenville Search To See Available Promotions 3.0 Stars 5 User Rating
      Hilton Garden Inn Schaumburg Search To See Available Promotions 3.0 Stars 0 User Rating
      Hilton Lisle/Naperville Search To See Available Promotions 3.0 Stars 0 User Rating
      Hilton Oak Lawn Search To See Available Promotions 3.0 Stars 0 User Rating
      Hilton Orrington/Evanston Search To See Available Promotions 0.0 Stars 0 User Rating
      Hilton Rosemont Chicago O'Hare Search To See Available Promotions 4.0 Stars 0 User Rating
      Hilton Suites Chicago/Magnificent Mile Search To See Available Promotions 3.0 Stars 5 User Rating
      Hilton Suites Chicago/Oak Brook Search To See Available Promotions 3.0 Stars 5 User Rating
      Holiday Inn Chicago Mart Plaza - Riverview Search To See Available Promotions 4.0 Stars 0 User Rating
      Homewood Suites by Hilton Chicago - Schaumburg Search To See Available Promotions 3.0 Stars 0 User Rating
      Homewood Suites by Hilton Chicago-Downtown Search To See Available Promotions 4.0 Stars 0 User Rating
      Homewood Suites by Hilton Chicago-Lincolnshire Search To See Available Promotions 0.0 Stars 0 User Rating
      Homewood Suites by Hilton Orland Park Search To See Available Promotions 3.0 Stars 0 User Rating
      Hotel Indigo Chicago Gold Coast Search To See Available Promotions 3.5 Stars 0 User Rating
      Logan Square Apartments Search To See Available Promotions 4.0 Stars 0 User Rating
      Magnificent Mile Superior Suites Search To See Available Promotions 4.0 Stars 0 User Rating
      Margarita European Inn Search To See Available Promotions 2.0 Stars 0 User Rating
      Millennium Park Suites Search To See Available Promotions 4.0 Stars 0 User Rating
      O`hare Inn and Suites Search To See Available Promotions 2.0 Stars 0 User Rating
      Omni Chicago Hotel Search To See Available Promotions 4.0 Stars 0 User Rating
      Peninsula Chicago Search To See Available Promotions 5.0 Stars 0 User Rating
      The Drake Hotel Search To See Available Promotions 4.0 Stars 0 User Rating
      The Palmer House Search To See Available Promotions 4.0 Stars 5 User Rating
      The Talbott Hotel Search To See Available Promotions 4.0 Stars 0 User Rating
      The Wit A Doubletree Hotel Search To See Available Promotions 4.0 Stars 0 User Rating
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