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Chicago, IL Hotel Deals

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Chicago, IL Hotel Deals

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TYPE PRICE DESTINATION DEAL
$119 Chicago, Illinois $119 & Up: Hilton Chicago O'Hare Airport 4-Star Hotel in Chicago
Expedia
$112+ Chicago, Illinois 4.5 Star Luxury Chicago Hotel on Sale! Starting from $112/nt
Jetsetter
$219 Chicago, Illinois $219 & Up: Monaco Chicago - a Kimpton 4-Star Hotel in Chicago
Expedia
$125+ Chicago, Illinois Chicago on Sale! Starting From $125/nt
Jetsetter
$400 Chicago, Illinois $400 & Up: Waldorf Astoria Chicago 5-Star Hotel in Chicago
Expedia
$522 Chicago, Illinois Great Rates in Chicago + Breakfast!
DealBase.com
$279 Chicago, Illinois Aug deal: Burnham - a Kimpton Fr $279+/Nt
Expedia
$99+ Chicago, Illinois Save Up To 25% on 4-Star Chicago Hotels
trivago
$199 Chicago, Illinois Aug deal: Chicago Marriott at Medical District/UIC Fr $199+/Nt
Expedia
$169 Chicago, Illinois Aug deal: Hampton Majestic Chicago Theatre District Fr $169+/Nt
Expedia
$151 Chicago, Illinois Aug deal: Holiday Inn Chicago Mart Plaza River North Fr $151+/Nt
Expedia
$210 Chicago, Illinois Aug deal: InterContinental Chicago Fr $210+/Nt
Expedia
$172 Chicago, Illinois Aug deal: Millennium Knickerbocker Chicago Fr $172+/Nt
Save with Expedia, $31/night less
$224 Chicago, Illinois Aug deal: The Blackstone A Renaissance Fr $224+/Nt
Expedia
$209 Chicago, Illinois Aug deal: theWit - A DoubleTree by Hilton Fr $209+/Nt
Expedia
$165 Chicago, Illinois Aug deal: W Chicago Lakeshore Fr $165+/Nt
Expedia
$96 Chicago, Illinois BEST WESTERN Grant Park in Aug: $96 & Up
Save with Expedia, $24/night less
$109 Chicago, Illinois Book 3 Nts in Chicago this Aug Fr $109+/Nt
Expedia
$110 Chicago, Illinois Book 3 Nts in Chicago this Aug Fr $110+/Nt
Expedia
$162 Chicago, Illinois Book 3 Nts in Chicago this Aug Fr $162+/Nt
Expedia
$179 Chicago, Illinois Book 3 Nts in Chicago this Aug Fr $179+/Nt
Expedia
$199 Chicago, Illinois Book 3 Nts in Chicago this Aug Fr $199+/Nt
Expedia
$216 Chicago, Illinois Book 3 Nts in Chicago this Aug Fr $216+/Nt
Expedia
$394 Chicago, Illinois Book 3 Nts in Chicago this Aug Fr $394+/Nt
Save with Expedia, $98/night less
$416 Chicago, Illinois Book 3 Nts in Chicago this Aug Fr $416+/Nt
Expedia
$126 Chicago, Illinois Book 3-Star Holiday Inn Chicago O'Hare in Chicago Fr $126+/Nt
Expedia
$105 Chicago, Illinois Book 3.5-Star Club Quarters Chicago - Central Loop Fr $105+/Nt
Save with Expedia, $11/night less
$169 Chicago, Illinois Book 3.5-Star Embassy Suites Chicago Downtown Fr $169+/Nt
Expedia
$79 Chicago, Illinois Book 3.5-Star Hyatt Regency McCormick Place in Chicago Fr $79+/Nt
Expedia
$188 Chicago, Illinois Book 3.5-Star Indigo Chicago Downtown Gold Coast Fr $188+/Nt
Expedia
$256 Chicago, Illinois Book 3.5-Star Renaissance Chicago Fr $256+/Nt
Expedia
$171 Chicago, Illinois Book 3.5-Star River Fr $171+/Nt
Save with Expedia, $18/night less
$178 Chicago, Illinois Book 3.5-Star Wyndham Grand Chicago Riverfront Fr $178+/Nt
Save with Expedia, $31/night less
$169 Chicago, Illinois Book 4-Star Allegro Chicago - a Kimpton Fr $169+/Nt
Expedia
$156 Chicago, Illinois Book 4-Star Felix in Chicago Fr $156+/Nt
Save with Expedia, $28/night less
$169 Chicago, Illinois Book 4-Star MileNorth, A Chicago in Chicago Fr $169+/Nt
Expedia
$132 Chicago, Illinois Book 4-Star PUBLIC Chicago Fr $132+/Nt
Save with Expedia, $33/night less
$99 Chicago, Illinois Book 4-Star The Whitehall Fr $99+/Nt
Save with Expedia, $42/night less
$184 Chicago, Illinois Book 4-Star W Chicago - City Center Fr $184+/Nt
Expedia
$147 Chicago, Illinois Book in Chicago: Save this Aug Fr $147+/Nt
Save with Expedia, $37/night less
$149 Chicago, Illinois Book in Chicago: Save this Aug Fr $149+/Nt
Expedia
$169 Chicago, Illinois Book in Chicago: Save this Aug Fr $169+/Nt
Expedia
$179 Chicago, Illinois Book in Chicago: Save this Aug Fr $179+/Nt
Expedia
$194 Chicago, Illinois Book in Chicago: Save this Aug Fr $194+/Nt
Expedia
$179 Chicago, Illinois Book the dana and spa 3 Nts in Aug Fr $179+/Nt
Expedia
$218 Chicago, Illinois Book the The Silversmith 3 Nts in Aug Fr $218+/Nt
Save with Expedia, $38/night less
$173 Chicago, Illinois Chicago Downtown, Autograph Collection in Aug: $173 & Up
Save with Expedia, $73/night less
$179 Chicago, Illinois Chicago Marriott Downtown Magnificent Mile in Aug: $179 & Up
Expedia
$161 Chicago, Illinois Chicago Savings! Book at ACME Company Chicago Fr $161+/Nt
Save with Expedia, $15/night less
$150 Chicago, Illinois Chicago Savings! Book at BEST WESTERN River North Fr $150+/Nt
Expedia
$183 Chicago, Illinois Chicago Savings! Book at Buckingham Athletic Club Fr $183+/Nt
Expedia
$279 Chicago, Illinois Chicago Savings! Book at JW Marriott Chicago Fr $279+/Nt
Expedia
$203 Chicago, Illinois Chicago Savings! Book at Kinzie Fr $203+/Nt
Expedia
$332 Chicago, Illinois Chicago Savings! Book at Park Hyatt Chicago Fr $332+/Nt
Save with Expedia, $83/night less
$187 Chicago, Illinois Chicago Savings! Book at Sofitel Chicago Water Tower Fr $187+/Nt
Expedia
$169 Chicago, Illinois Chicago Savings! Book at The Palmer House Hilton Fr $169+/Nt
Expedia
$154 Chicago, Illinois Crowne Plaza Chicago Magnificent Mile in Aug: $154 & Up
Expedia
$156 Chicago, Illinois Doubletree by Hilton Chicago Magnificent Mile in Aug: $156 & Up
Expedia
$201 Chicago, Illinois Fairmont Chicago Millennium Park in Aug: $201 & Up
Save with Expedia, $35/night less
$183 Chicago, Illinois Hampton Inn & Suites Chicago - Downtown in Aug: $183 & Up
Expedia
$119 Chicago, Illinois Hilton Suites Chicago/Magnificent Mile in Aug: $119 & Up
Expedia
$103 Chicago, Illinois Holiday Inn Express Cass on Sale: Book 3 Nts in Aug Fr $103+/Nt
Expedia
$180 Chicago, Illinois Holiday Inn Express Chicago-Midway Airport in Aug: $180 & Up
Expedia
$103 Chicago, Illinois Hostelling International Chicago in Aug: $103 & Up
Expedia
$219 Chicago, Illinois Hyatt Chicago Magnificent Mile in Aug: $219 & Up
Expedia
$199 Chicago, Illinois Hyatt Regency Chicago in Aug: $199 & Up
Expedia
$173 Chicago, Illinois La Quinta Inn & Suites Chicago Downtown in Aug: $173 & Up
Expedia
$197 Chicago, Illinois Residence Inn Chicago Downtown / River North in Aug: $197 & Up
Expedia
$126 Chicago, Illinois Save at 3.5-Star Central Loop: $126 & Up in Aug
Save with Expedia, $13/night less
$211 Chicago, Illinois Save at 4-Star Sheraton Chicago and Towers: $211 & Up in Aug
Expedia
$170 Chicago, Illinois Save Big This Aug! Book 3 Nts in Chicago at Raffaello Fr $170+/Nt
Save with Expedia, $91/night less
$133 Chicago, Illinois Save Big This Aug! Book 3 Nts in Chicago Fr $133+/Nt
Save with Expedia, $23/night less
$150 Chicago, Illinois Save Big This Aug! Book 3 Nts in Chicago Fr $150+/Nt
Expedia
$261 Chicago, Illinois Save Big This Aug! Book 3 Nts in Chicago Fr $261+/Nt
Expedia
$280 Chicago, Illinois Save in Chicago: Book 3 Nts in Aug at City Suites Fr $280+/Nt
Expedia
$132 Chicago, Illinois Save in Chicago: Book 3 Nts in Aug at Congress Plaza Fr $132+/Nt
Expedia
$309 Chicago, Illinois Save in Chicago: Book 3 Nts in Aug at The Willows Fr $309+/Nt
Expedia
$119 Chicago, Illinois Save in Chicago: Book 3 Nts in Aug Fr $119+/Nt
Expedia
$149 Chicago, Illinois Save in Chicago: Book 3 Nts in Aug Fr $149+/Nt
Save with Expedia, $50/night less
$156 Chicago, Illinois Save in Chicago: Book 3 Nts in Aug Fr $156+/Nt
Expedia
$216 Chicago, Illinois Small budget: Book Blake Chicago 3 Nts in Aug Fr $216+/Nt
Expedia
$235 Chicago, Illinois Small budget: Book Conrad Chicago 3 Nts in Aug Fr $235+/Nt
Expedia
$144 Chicago, Illinois Small budget: Book Days Inn Chicago 3 Nts in Aug Fr $144+/Nt
Expedia
$112 Chicago, Illinois Small budget: Stay in Chicago this Aug Fr $112+/Nt
Expedia
$197 Chicago, Illinois Small budget: Stay in Chicago this Aug Fr $197+/Nt
Save with Expedia, $9/night less
$210 Chicago, Illinois Small budget: Stay in Chicago this Aug Fr $210+/Nt
Expedia
$279 Chicago, Illinois Small budget: Stay in Chicago this Aug Fr $279+/Nt
Expedia
$127 Chicago, Illinois Special deal: 3-Star Chicago South Loop Fr $127+/Nt
Save with Expedia, $22/night less
$172 Chicago, Illinois Special deal: 3-Star Holiday Inn Chicago Downtown Fr $172+/Nt
Expedia
$195 Chicago, Illinois Special deal: 4.5-Star The James Chicago Fr $195+/Nt
Save with Expedia, $34/night less
$264 Chicago, Illinois Special deal: 5-Star Four Seasons Chicago Fr $264+/Nt
Save with Expedia, $131/night less
$179 Chicago, Illinois The Drake on Sale: Book 3 Nts in Aug Fr $179+/Nt
Expedia
$264 Chicago, Illinois The Ritz-Carlton Chicago (A Four Seasons ) in Aug: $264 & Up
Save with Expedia, $131/night less
$153 Chicago, Illinois The Westin Michigan Avenue Chicago in Aug: $153 & Up
Expedia
$101 Chicago, Illinois Warwick Allerton Chicago in Aug: $101 & Up
Save with Expedia, $67/night less
$85 Lisle, Illinois $85 & Up: Sheraton Lisle 3.5-Star Hotel in Lisle
Expedia
$119 Bolingbrook, Illinois aloft Bolingbrook on Sale: Book 3 Nts in Aug Fr $119+/Nt
Expedia
$104 Arlington Heights, Illinois Arlington Heights Savings! Book 3 Nts in Aug Fr $104+/Nt
Expedia
$102 Rosemont, Illinois Aug deal: BEST WESTERN at O'Hare Fr $102+/Nt
Save with Expedia, $18/night less
$82 Deerfield, Illinois Aug deal: Chicago Marriott Suites Deerfield Fr $82+/Nt
Save with Expedia, $27/night less
PRICEDESTINATIONDEAL
$97 New York City, New York Cheap Flights from Boston
DealBase.com
$275 New York City, New York Cheap Flights from Atlanta
DealBase.com
$207 New York City, New York Cheap Flights from Ft. Lauderdale
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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