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Chicago, IL Hotel Deals

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TYPE PRICE DESTINATION DEAL
$122 Chicago, Illinois Get 4 Free Movie Passes worth $48: Book in Chicago Fr $122+/Nt
Hotels.com
$98 Chicago, Illinois The Heart of Chicago! The Hotel Blake From $98/Night
Orbitz
$119 Chicago, Illinois Up to 30% Off Hotel Rates in Chicago From $119/Nt.!
getaroom.com
Save Chicago, Illinois Book the Conrad Chicago & receive a welcome amenity!
Five Star Alliance
$104 Chicago, Illinois Fourth night FREE: Millennium Knickerbocker Fr $104+/Nt
Hotels.com
$81 Chicago, Illinois 4 Stars in Chicago! The Whitehall Hotel From $81/Night
Orbitz
$112 Chicago, Illinois 25% off Chicago Deluxe Whitehall 4 Star Hotel;Today Only!
getaroom.com
$153 Chicago, Illinois Chicago: Hotel Sax Fr $153/Nt, Save 30%
Perfect Escapes
$112 Chicago, Illinois Third night FREE: Inn of Fr $112+/Nt
Hotels.com
$83 Chicago, Illinois Deep Dish Deals - Chicago's Whitehall Hotel From $83
Orbitz
$103 Chicago, Illinois 4-Star Chicago! The Allerton Hotel Fr $103/Nt!
getaroom.com
$225 Chicago, Illinois Escape to Chicago: Sofitel Fr $225/Nt W/ Breakfast
Perfect Escapes
$128 Chicago, Illinois Get 4 Free Movie Passes worth $48: Marriott O'Hare Fr $128+/Nt
Hotels.com
Save Chicago, Illinois Book the Sofitel Water Tower & receive a seasonal amenity!
Five Star Alliance
$149 Chicago, Illinois Chicago Whitehall Hotel From $149 Thru 8/31!
getaroom.com
$311 Chicago, Illinois One More Night at Trump Chicago! Rooms From $311
Perfect Escapes
$133 Chicago, Illinois Fourth night FREE: The James Hotel Fr $133+/Nt
Hotels.com
$225 Chicago, Illinois Weekend Escapes at the Sofitel Chicago! From $225/Night
Perfect Escapes
$107 Chicago, Illinois $107 & Up: City Suites Hotel Fr $107+/Nt
Hotels.com
$225 Chicago, Illinois Go on a Weekend Escape to Chicago! From $225/Night
Perfect Escapes
$184 Chicago, Illinois Fourth night FREE: Hard Rock Hotel Fr $184+/Nt
Hotels.com
$169 Chicago, Illinois Affinia Chicago Fr $169/Nt W/ Free American Breakfast
Perfect Escapes
$237 Chicago, Illinois Fourth night FREE: Trump International Hotel Fr $237+/Nt
Hotels.com
$159 Chicago, Illinois Go Beyond Breakfast at Affinia Chicago! From $159/Night
Perfect Escapes
$89 Chicago, Illinois Stay one night, save 15%: The Silversmith Hotel Fr $89+/Nt
Hotels.com
$139 Chicago, Illinois Beyond Breakfast at Affinia Chicago: From $139/Night
Perfect Escapes
$263 Chicago, Illinois 5-Star The Peninsula Fr $263+/Nt
Hotels.com
$108 Chicago, Illinois 3-Star Four Points Fr $108+/Nt
Hotels.com
$135 Chicago, Illinois Fourth night FREE: Comfort Inn Fr $135+/Nt
Hotels.com
$144 Chicago, Illinois Get 4 Free Movie Passes worth $48: Book in Chicago Fr $144+/Nt
Hotels.com
$124 Chicago, Illinois Get 4 Free Movie Passes worth $48: Book in Chicago Fr $124+/Nt
Hotels.com
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Chicago Travel Tips

A shiny metropolis where complete strangers ask you if you need directions? Only in the Midwest. Take in loads of friendliness, not to mention cool architecture and major museums.
  • It's a great view … if you're a girl. One of the best views of the city is from the ladies' room in the Hancock Building's Signature Lounge. Tough luck, gentlemen.
  • You can make your mark, just don't use profanity. Gino's East Pizza bakes pies-to-die-for and features patron-placed graffiti all over its walls and tables.
  • Fond o' fondue, are you? Us too. Visit Geja's Cafe in Lincoln Park, a romantically-lit grotto with an astounding array of dip-able dining that also features flamenco and classical guitarists.
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