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Chicago, IL Hotel Deals

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Chicago, IL Hotel Deals

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TYPE PRICE DESTINATION DEAL
$99+ Chicago, Illinois Save Up To 25% on 4-Star Chicago Hotels
trivago
$109 Chicago, Illinois Book 4-Star The Palmer House Hilton in Chicago Fr $109+/Nt
Expedia
$112+ Chicago, Illinois 4.5 Star Luxury Chicago Hotel on Sale! Starting from $112/nt
Jetsetter
$109 Chicago, Illinois Save Big This Aug! Book 3 Nts in Chicago Fr $109+/Nt
Expedia
$522 Chicago, Illinois Great Rates in Chicago + Breakfast!
DealBase.com
$170 Chicago, Illinois Chicago Savings! Book 3 Nts in Aug Fr $170+/Nt
Expedia
$125+ Chicago, Illinois Chicago on Sale! Starting From $125/nt
Jetsetter
$112 Chicago, Illinois Save Big This Aug! Book 3 Nts in Chicago Fr $112+/Nt
Expedia
$167 Chicago, Illinois Book Today and Save + Free Breakfast Daily
BookIt.com
$119 Chicago, Illinois Book 3 Nts in Chicago this Aug Fr $119+/Nt
Expedia
$197 Chicago, Illinois Chicago Savings! Book 3 Nts in Aug Fr $197+/Nt
Expedia
$347 Chicago, Illinois Save at 5-Star Four Seasons Chicago: $347 & Up in Aug
Save with Expedia, $38/night less
$89 Chicago, Illinois Chicago Savings! Book at Holiday Inn Express Cass Fr $89+/Nt
Expedia
$215 Chicago, Illinois Save at 4-Star The Whitehall: $215 & Up in Aug
Save with Expedia, $7/night less
$129 Chicago, Illinois Club Quarters Chicago - Central Loop in Aug: $129 & Up
Save with Expedia, $14/night less
$159 Chicago, Illinois Hilton Suites Chicago/Magnificent Mile in Aug: $159 & Up
Expedia
$189 Chicago, Illinois Save at 4-Star Raffaello: $189 & Up in Aug
Save with Expedia, $102/night less
$211 Chicago, Illinois $211 & Up: Sheraton Chicago and Towers 4-Star Hotel in Chicago
Expedia
$136 Chicago, Illinois Small budget: Stay in Chicago this Aug Fr $136+/Nt
Save with Expedia, $23/night less
$132 Chicago, Illinois Save Big This Aug! Book 3 Nts in Chicago Fr $132+/Nt
Save with Expedia, $14/night less
$231 Chicago, Illinois Book 3 Nts in Chicago this Aug Fr $231+/Nt
Expedia
$132 Chicago, Illinois Small budget: Book Congress Plaza 3 Nts in Aug Fr $132+/Nt
Expedia
$266 Chicago, Illinois Book 5-Star The Peninsula Chicago in Chicago Fr $266+/Nt
Save with Expedia, $133/night less
$199 Chicago, Illinois Aug deal: Embassy Suites Chicago Downtown Lakefront Fr $199+/Nt
Expedia
$142 Chicago, Illinois Small budget: Stay in Chicago this Aug Fr $142+/Nt
Expedia
$116 Chicago, Illinois Aug deal: ACME Company Chicago Fr $116+/Nt
Save with Expedia, $20/night less
$249 Chicago, Illinois Book 4-Star Burnham - a Kimpton Fr $249+/Nt
Expedia
$96 Chicago, Illinois Aug deal: The Tremont Chicago at Magnificent Mile Fr $96+/Nt
Expedia
$378 Chicago, Illinois Book 5-Star Trump International & Tower Chicago Fr $378+/Nt
Save with Expedia, $94/night less
$218 Chicago, Illinois Save in Chicago: Book 3 Nts in Aug Fr $218+/Nt
Save with Expedia, $38/night less
$189 Chicago, Illinois Chicago Savings! Book 3 Nts in Aug Fr $189+/Nt
Expedia
$148 Chicago, Illinois Book 3 Nts in Chicago this Aug Fr $148+/Nt
Save with Expedia, $37/night less
$105 Chicago, Illinois Chicago Savings! Book 3 Nts in Aug at Central Loop Fr $105+/Nt
Save with Expedia, $11/night less
$150 Chicago, Illinois Book 3-Star BEST WESTERN River North Fr $150+/Nt
Expedia
$254 Chicago, Illinois Aug deal: Chicago Downtown, Autograph Collection Fr $254+/Nt
Expedia
$243 Chicago, Illinois Book in Chicago: Save this Aug Fr $243+/Nt
Expedia
$299 Chicago, Illinois Save in Chicago: Book 3 Nts in Aug Fr $299+/Nt
Expedia
$149 Chicago, Illinois Save Big This Aug! Book 3 Nts in Chicago Fr $149+/Nt
Save with Expedia, $50/night less
$263 Chicago, Illinois Book 4-Star The Blackstone A Renaissance in Chicago Fr $263+/Nt
Expedia
$186 Chicago, Illinois Save at 4-Star MileNorth, A Chicago: $186 & Up in Aug
Expedia
$204 Chicago, Illinois Aug deal: Fairmont Chicago Millennium Park Fr $204+/Nt
Save with Expedia, $35/night less
$189 Chicago, Illinois Book 3 Nts in Chicago this Aug Fr $189+/Nt
Save with Expedia, $34/night less
$222 Chicago, Illinois Chicago Savings! Book at Sofitel Chicago Water Tower Fr $222+/Nt
Expedia
$127 Chicago, Illinois Book in Chicago: Save this Aug Fr $127+/Nt
Save with Expedia, $22/night less
$215 Chicago, Illinois Book 4-Star W Chicago - City Center in Chicago Fr $215+/Nt
Expedia
$179 Chicago, Illinois Special deal: 3.5-Star Hyatt Regency McCormick Place Fr $179+/Nt
Expedia
$164 Chicago, Illinois Small budget: Stay in Chicago this Aug Fr $164+/Nt
Expedia
$257 Chicago, Illinois Aug deal: PUBLIC Chicago Fr $257+/Nt
Save with Expedia, $15/night less
$162 Chicago, Illinois Hampton Inn & Suites Chicago - Downtown in Aug: $162 & Up
Expedia
$217 Chicago, Illinois Save in Chicago: Book 3 Nts in Aug Fr $217+/Nt
Expedia
$190 Chicago, Illinois Book in Chicago: Save this Aug Fr $190+/Nt
Expedia
$193 Chicago, Illinois Small budget: Stay in Chicago this Aug Fr $193+/Nt
Expedia
$199 Chicago, Illinois Save in Chicago: Book 3 Nts in Aug at The Drake Fr $199+/Nt
Expedia
$181 Chicago, Illinois Chicago Savings! Book at W Chicago Lakeshore Fr $181+/Nt
Expedia
$149 Chicago, Illinois Book 4-Star The Westin Michigan Avenue Chicago Fr $149+/Nt
Expedia
$179 Chicago, Illinois Aug deal: Hampton Majestic Chicago Theatre District Fr $179+/Nt
Expedia
$319 Chicago, Illinois Book 4-Star JW Marriott Chicago Fr $319+/Nt
Expedia
$280 Chicago, Illinois Aug deal: City Suites Fr $280+/Nt
Expedia
$259 Chicago, Illinois Book 3.5-Star Renaissance Chicago Fr $259+/Nt
Expedia
$199 Chicago, Illinois Book the Hyatt Regency Chicago 3 Nts in Aug Fr $199+/Nt
Expedia
$126 Chicago, Illinois Save at 4-Star Warwick Allerton Chicago: $126 & Up in Aug
Save with Expedia, $42/night less
$188 Chicago, Illinois Book 3.5-Star Indigo Chicago Downtown Gold Coast Fr $188+/Nt
Expedia
$189 Chicago, Illinois Book 3 Nts in Chicago this Aug Fr $189+/Nt
Expedia
$150 Chicago, Illinois Chicago Savings! Book 3 Nts in Aug Fr $150+/Nt
Save with Expedia, $37/night less
$168 Chicago, Illinois Book 3-Star Holiday Inn Chicago Downtown Fr $168+/Nt
Expedia
$166 Chicago, Illinois Chicago Savings! Book at Buckingham Athletic Club Fr $166+/Nt
Expedia
$182 Chicago, Illinois Chicago Savings! Book 3 Nts in Aug Fr $182+/Nt
Expedia
$181 Chicago, Illinois Chicago Savings! Book at The James Chicago Fr $181+/Nt
Save with Expedia, $32/night less
$219 Chicago, Illinois Hyatt Chicago Magnificent Mile in Aug: $219 & Up
Expedia
$172 Chicago, Illinois Save Big This Aug! Book 3 Nts in Chicago Fr $172+/Nt
Expedia
$100 Chicago, Illinois Aug deal: Hostelling International Chicago Fr $100+/Nt
Expedia
$315 Chicago, Illinois Chicago Savings! Book at Radisson Blu Aqua Fr $315+/Nt
Expedia
$170 Chicago, Illinois Save Big This Aug! Book 3 Nts in Chicago Fr $170+/Nt
Save with Expedia, $29/night less
$462 Chicago, Illinois Chicago Savings! Book at Waldorf Astoria Chicago Fr $462+/Nt
Expedia
$144 Chicago, Illinois Chicago Savings! Book at InterContinental Chicago Fr $144+/Nt
Expedia
$199 Chicago, Illinois Chicago Savings! Book 3 Nts in Aug Fr $199+/Nt
Expedia
$319 Chicago, Illinois $319 & Up: Park Hyatt Chicago 5-Star Hotel in Chicago
Expedia
$246 Chicago, Illinois Hard Rock Chicago in Aug: $246 & Up
Expedia
$145 Chicago, Illinois Chicago Savings! Book 3 Nts in Aug Fr $145+/Nt
Expedia
$169 Chicago, Illinois Aug deal: Residence Inn Chicago Downtown Fr $169+/Nt
Expedia
$223 Chicago, Illinois Chicago Marriott Downtown Magnificent Mile in Aug: $223 & Up
Expedia
$156 Chicago, Illinois Chicago Savings! Book at Hilton Chicago Fr $156+/Nt
Expedia
$149 Chicago, Illinois Small budget: Stay in Chicago this Aug Fr $149+/Nt
Expedia
$264 Chicago, Illinois The Ritz-Carlton Chicago (A Four Seasons ) in Aug: $264 & Up
Save with Expedia, $131/night less
$199 Chicago, Illinois Small budget: Stay in Chicago this Aug Fr $199+/Nt
Expedia
$305 Chicago, Illinois Chicago Savings! Book 3 Nts in Aug Fr $305+/Nt
Expedia
$169 Chicago, Illinois Book in Chicago: Save this Aug Fr $169+/Nt
Expedia
$253 Chicago, Illinois Save in Chicago: Book 3 Nts in Aug at dana and spa Fr $253+/Nt
Expedia
$256 Chicago, Illinois Book in Chicago: Save this Aug Fr $256+/Nt
Expedia
$200 Chicago, Illinois Save in Chicago: Book 3 Nts in Aug Fr $200+/Nt
Expedia
$279 Chicago, Illinois Palomar Chicago, a Kimpton in Aug: $279 & Up
Expedia
$154 Chicago, Illinois Aug deal: Crowne Plaza Chicago Magnificent Mile Fr $154+/Nt
Expedia
$172 Chicago, Illinois Millennium Knickerbocker Chicago in Aug: $172 & Up
Save with Expedia, $31/night less
$116 Chicago, Illinois Save Big This Aug! Book 3 Nts in Chicago Fr $116+/Nt
Expedia
$120 Rosemont, Illinois Rosemont Savings! Book at Sheraton Chicago O'Hare Fr $120+/Nt
Expedia
$136 Evanston, Illinois Small budget: Stay in Evanston this Aug Fr $136+/Nt
Expedia
$89 Itasca, Illinois Hyatt Place Itasca in Aug: $89 & Up
Expedia
$115 Oak Brook, Illinois Book 4-Star The Hyatt Lodge at McDonald's Campus Fr $115+/Nt
Save with Expedia, $29/night less
$66 Schiller Park, Illinois Aug deal: O'Hare Inn & Suites Fr $66+/Nt
Save with Expedia, $43/night less
$136 Bedford Park, Illinois Hampton Inn Chicago-Midway Airport in Aug: $136 & Up
Expedia
PRICEDESTINATIONDEAL
$121 New York City, New York Cheap Flights from Washington, DC
DealBase.com
$237 New York City, New York Cheap Flights from St. Louis
DealBase.com
$169 New York City, New York Cheap Flights from Charlotte
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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