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Chicago, IL Hotel Deals

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Chicago, IL Hotel Deals

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TYPE PRICE DESTINATION DEAL
$257 Chicago, Illinois Chicago Savings! Book at Sofitel Chicago Water Tower Fr $257+/Nt
Expedia
$522 Chicago, Illinois Great Rates in Chicago + Breakfast!
DealBase.com
$146 Chicago, Illinois $146 & Up: Hilton Chicago O'Hare Airport 4-Star Hotel in Chicago
Expedia
$125+ Chicago, Illinois Chicago on Sale! Starting From $125/nt
Jetsetter
$219 Chicago, Illinois Book 3 Nts in Chicago this Sep Fr $219+/Nt
Expedia
$99+ Chicago, Illinois Save Up To 25% on 4-Star Chicago Hotels
trivago
$255 Chicago, Illinois Special deal: 4.5-Star Conrad Chicago Fr $255+/Nt
Expedia
$112+ Chicago, Illinois 4.5 Star Luxury Chicago Hotel on Sale! Starting from $112/nt
Jetsetter
$395 Chicago, Illinois Book in Chicago: Save this Sep Fr $395+/Nt
Expedia
$209 Chicago, Illinois Chicago Savings! Book at Hyatt Regency Chicago Fr $209+/Nt
Expedia
$170 Chicago, Illinois Special deal: 3-Star BEST WESTERN River North Fr $170+/Nt
Expedia
$224 Chicago, Illinois Residence Inn Chicago Downtown / River North in Sep: $224 & Up
Expedia
$223 Chicago, Illinois Sep deal: Fairmont Chicago Millennium Park Fr $223+/Nt
Save with Expedia, $40/night less
$221 Chicago, Illinois Chicago Savings! Book at W Chicago Lakeshore Fr $221+/Nt
Expedia
$259 Chicago, Illinois Sep deal: Chicago Marriott Downtown Magnificent Mile Fr $259+/Nt
Expedia
$466 Chicago, Illinois Save in Chicago: Book 3 Nts in Sep Fr $466+/Nt
Expedia
$140 Chicago, Illinois Days Inn Chicago on Sale: Book 3 Nts in Sep Fr $140+/Nt
Expedia
$246 Chicago, Illinois Chicago Savings! Book at The Palmer House Hilton Fr $246+/Nt
Expedia
$415 Chicago, Illinois Save in Chicago: Book 3 Nts in Sep Fr $415+/Nt
Expedia
$186 Chicago, Illinois Sep deal: La Quinta Inn & Suites Chicago Downtown Fr $186+/Nt
Expedia
$195 Chicago, Illinois Special deal: 4-Star Raffaello Fr $195+/Nt
Save with Expedia, $104/night less
$189 Chicago, Illinois Save Big This Sep! Book 3 Nts in Chicago Fr $189+/Nt
Expedia
$156 Chicago, Illinois Chicago Savings! Book 3 Nts in Sep Fr $156+/Nt
Expedia
$270 Chicago, Illinois Book 3 Nts in Chicago this Sep Fr $270+/Nt
Expedia
$141 Chicago, Illinois Chicago Savings! Book 3 Nts in Sep Fr $141+/Nt
Expedia
$171 Chicago, Illinois Chicago Savings! Book 3 Nts in Sep Fr $171+/Nt
Save with Expedia, $18/night less
$160 Chicago, Illinois River on Sale: Book 3 Nts in Sep Fr $160+/Nt
Save with Expedia, $6/night less
$207 Chicago, Illinois Save Big This Sep! Book 3 Nts in Chicago Fr $207+/Nt
Save with Expedia, $22/night less
$246 Chicago, Illinois Book 3.5-Star Renaissance Chicago O'Hare Suites Fr $246+/Nt
Expedia
$164 Chicago, Illinois Book 3-Star Chicago's Essex Inn in Chicago Fr $164+/Nt
Save with Expedia, $29/night less
$170 Chicago, Illinois Save Big This Sep! Book 3 Nts in Chicago Fr $170+/Nt
Expedia
$239 Chicago, Illinois Sep deal: Buckingham Athletic Club Fr $239+/Nt
Expedia
$229 Chicago, Illinois Small budget: Stay in Chicago this Sep Fr $229+/Nt
Expedia
$226 Chicago, Illinois Chicago Savings! Book 3 Nts in Sep Fr $226+/Nt
Expedia
$208 Chicago, Illinois Book the Omni Chicago 3 Nts in Sep Fr $208+/Nt
Save with Expedia, $51/night less
$392 Chicago, Illinois Chicago Savings! Book at Four Seasons Chicago Fr $392+/Nt
Save with Expedia, $43/night less
$236 Chicago, Illinois Save Big This Sep! Book 3 Nts in Chicago Fr $236+/Nt
Expedia
$186 Chicago, Illinois Book the Comfort Suites Michigan Avenue 3 Nts in Sep Fr $186+/Nt
Expedia
$190 Chicago, Illinois Sep deal: Homewood Suites by Hilton Chicago Downtown Fr $190+/Nt
Expedia
$189 Chicago, Illinois Sep deal: The Whitehall Fr $189+/Nt
Save with Expedia, $47/night less
$166 Chicago, Illinois Chicago Savings! Book 3 Nts in Sep at Central Loop Fr $166+/Nt
Expedia
$233 Chicago, Illinois Hampton Majestic Chicago Theatre District in Sep: $233 & Up
Expedia
$153 Chicago, Illinois Book the Warwick Allerton Chicago 3 Nts in Sep Fr $153+/Nt
Save with Expedia, $82/night less
$141 Chicago, Illinois Book in Chicago: Save this Sep Fr $141+/Nt
Expedia
$183 Chicago, Illinois Book 3 Nts in Chicago this Sep Fr $183+/Nt
Expedia
$186 Chicago, Illinois Book in Chicago: Save this Sep Fr $186+/Nt
Expedia
$138 Chicago, Illinois Book 3.5-Star Club Quarters Chicago - Central Loop Fr $138+/Nt
Expedia
$203 Chicago, Illinois Special deal: 4-Star Allegro Chicago - a Kimpton Fr $203+/Nt
Expedia
$241 Chicago, Illinois Chicago Savings! Book 3 Nts in Sep Fr $241+/Nt
Expedia
$259 Chicago, Illinois Chicago Savings! Book 3 Nts in Sep Fr $259+/Nt
Expedia
$110 Chicago, Illinois Save in Chicago: Book 3 Nts in Sep Fr $110+/Nt
Save with Expedia, $27/night less
$216 Chicago, Illinois Kinzie in Sep: $216 & Up
Expedia
$157 Chicago, Illinois Book 3 Nts in Chicago this Sep Fr $157+/Nt
Expedia
$204 Chicago, Illinois Chicago Savings! Book 3 Nts in Sep Fr $204+/Nt
Save with Expedia, $35/night less
$269 Chicago, Illinois $269 & Up: Hyatt Chicago Magnificent Mile 4-Star Hotel in Chicago
Expedia
$216 Chicago, Illinois Chicago Savings! Book at MileNorth, A Chicago Fr $216+/Nt
Expedia
$179 Chicago, Illinois Book 3.5-Star Hilton Suites Chicago/Magnificent Mile Fr $179+/Nt
Expedia
$243 Chicago, Illinois Sep deal: Chicago Downtown, Autograph Collection Fr $243+/Nt
Expedia
$139 Chicago, Illinois Save Big This Sep! Book 3 Nts in Chicago Fr $139+/Nt
Expedia
$141 Chicago, Illinois Save Big This Sep! Book 3 Nts in Chicago Fr $141+/Nt
Expedia
$152 Chicago, Illinois Red Roof Inn Chicago Downtown Magnificent Mile in Sep: $152 & Up
Save with Expedia, $38/night less
$206 Chicago, Illinois Book in Chicago: Save this Sep Fr $206+/Nt
Expedia
$230 Chicago, Illinois Chicago Savings! Book at Sheraton Chicago and Towers Fr $230+/Nt
Expedia
$229 Chicago, Illinois Book 4-Star Palomar Chicago, a Kimpton in Chicago Fr $229+/Nt
Expedia
$198 Chicago, Illinois Save in Chicago: Book 3 Nts in Sep Fr $198+/Nt
Expedia
$299 Chicago, Illinois Special deal: 4-Star JW Marriott Chicago Fr $299+/Nt
Expedia
$229 Chicago, Illinois Save at 3-Star Residence Inn Chicago Downtown: $229 & Up in Sep
Expedia
$141 Chicago, Illinois Book 3-Star Chicago South Loop Fr $141+/Nt
Save with Expedia, $25/night less
$235 Chicago, Illinois The James Chicago in Sep: $235 & Up
Save with Expedia, $41/night less
$179 Chicago, Illinois Save in Chicago: Book 3 Nts in Sep at Hilton Chicago Fr $179+/Nt
Expedia
$222 Chicago, Illinois Small budget: Book PUBLIC Chicago 3 Nts in Sep Fr $222+/Nt
Expedia
$256 Chicago, Illinois Save at 4-Star The Blackstone A Renaissance: $256 & Up in Sep
Expedia
$240 Chicago, Illinois Chicago Savings! Book at Swissotel Chicago Fr $240+/Nt
Save with Expedia, $60/night less
$323 Chicago, Illinois Save in Chicago: Book 3 Nts in Sep Fr $323+/Nt
Expedia
$178 Chicago, Illinois Hampton Inn & Suites Chicago - Downtown in Sep: $178 & Up
Expedia
$79 Chicago, Illinois Sep deal: Hyatt Regency McCormick Place Fr $79+/Nt
Expedia
$266 Chicago, Illinois Book the InterContinental Chicago 3 Nts in Sep Fr $266+/Nt
Expedia
$183 Chicago, Illinois Book 4-Star Felix in Chicago Fr $183+/Nt
Save with Expedia, $32/night less
$208 Chicago, Illinois Small budget: Stay in Chicago this Sep Fr $208+/Nt
Expedia
$307 Chicago, Illinois Book 4-Star Radisson Blu Aqua in Chicago Fr $307+/Nt
Expedia
$132 Chicago, Illinois Chicago Savings! Book at Holiday Inn Chicago O'Hare Fr $132+/Nt
Expedia
$103 Chicago, Illinois Chicago Savings! Book 3 Nts in Sep Fr $103+/Nt
Expedia
$204 Chicago, Illinois Save Big This Sep! Book 3 Nts in Chicago Fr $204+/Nt
Expedia
$184 Chicago, Illinois Book 3.5-Star Embassy Suites Chicago Downtown Fr $184+/Nt
Expedia
$192 Chicago, Illinois Chicago Savings! Book 3 Nts in Sep at dana and spa Fr $192+/Nt
Save with Expedia, $34/night less
$275 Chicago, Illinois Book 4-Star theWit - A DoubleTree by Hilton Fr $275+/Nt
Expedia
$219 Chicago, Illinois Embassy Suites Chicago Downtown Lakefront in Sep: $219 & Up
Expedia
$193 Chicago, Illinois Book in Chicago: Save at the Hard Rock Chicago in Sep Fr $193+/Nt
Expedia
$421 Chicago, Illinois Book 5-Star Trump International & Tower Chicago Fr $421+/Nt
Save with Expedia, $105/night less
$330 Chicago, Illinois The Ritz-Carlton Chicago (A Four Seasons ) in Sep: $330 & Up
Save with Expedia, $165/night less
$127 Chicago, Illinois Book the Blake Chicago 3 Nts in Sep Fr $127+/Nt
Expedia
$187 Chicago, Illinois Chicago Savings! Book at Burnham - a Kimpton Fr $187+/Nt
Save with Expedia, $32/night less
$163 Chicago, Illinois Chicago Savings! Book at Holiday Inn Express Cass Fr $163+/Nt
Expedia
$81 Addison, Illinois Sep deal: Hampton Inn & Suites Addison Fr $81+/Nt
Expedia
$110 Addison, Illinois Hilton Garden Inn Addison on Sale: Book 3 Nts in Sep Fr $110+/Nt
Expedia
$92 Arlington Heights, Illinois Book 3 Nts in Arlington Heights this Sep Fr $92+/Nt
Expedia
$128 Bedford Park, Illinois Book 3 Nts in Bedford Park this Sep Fr $128+/Nt
Expedia
$133 Bloomingdale, Illinois Bloomingdale Savings! Book 3 Nts in Sep Fr $133+/Nt
Expedia
$143 Bloomingdale, Illinois Book 3 Nts in Bloomingdale this Sep Fr $143+/Nt
Expedia
$132 Bolingbrook, Illinois Book 3-Star aloft Bolingbrook in Bolingbrook Fr $132+/Nt
Expedia
PRICEDESTINATIONDEAL
$145 New York City, New York Cheap Flights from Washington, DC
DealBase.com
$308 New York City, New York Cheap Flights from Minneapolis
DealBase.com
$215 New York City, New York Cheap Flights from Dallas
DealBase.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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