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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
$177 Chicago, Illinois Book Today and Save + Free Breakfast Daily
BookIt.com
$170 Chicago, Illinois Chicago Savings! Book 3 Nts in Sep Fr $170+/Nt
Expedia
$522 Chicago, Illinois Great Rates in Chicago + Breakfast!
DealBase.com
$264 Chicago, Illinois Sep deal: The Ritz-Carlton Chicago (A Four Seasons ) Fr $264+/Nt
Save with Expedia, $131/night less
$112+ Chicago, Illinois 4.5 Star Luxury Chicago Hotel on Sale! Starting from $112/nt
Jetsetter
$219 Chicago, Illinois Chicago Savings! Book 3 Nts in Sep Fr $219+/Nt
Expedia
$125+ Chicago, Illinois Chicago on Sale! Starting From $125/nt
Jetsetter
$179 Chicago, Illinois Book 3-Star Hampton Majestic Chicago Theatre District Fr $179+/Nt
Expedia
$103 Chicago, Illinois Hostelling International Chicago in Sep: $103 & Up
Expedia
$199 Chicago, Illinois Save at 4-Star The Drake: $199 & Up in Aug
Expedia
$186 Chicago, Illinois MileNorth, A Chicago in Sep: $186 & Up
Expedia
$254 Chicago, Illinois Sep deal: Chicago Downtown, Autograph Collection Fr $254+/Nt
Expedia
$194 Chicago, Illinois Aug deal: Courtyard Chicago Downtown/Magnificent Mile Fr $194+/Nt
Expedia
$142 Chicago, Illinois Book 3-Star Holiday Inn Chicago O'Hare Fr $142+/Nt
Expedia
$116 Chicago, Illinois Book the ACME Company Chicago 3 Nts in Sep Fr $116+/Nt
Save with Expedia, $20/night less
$162 Chicago, Illinois Book 3-Star Hampton Inn & Suites Chicago - Downtown Fr $162+/Nt
Expedia
$189 Chicago, Illinois Book in Chicago: Save this Sep Fr $189+/Nt
Expedia
$149 Chicago, Illinois Small budget: Stay in Chicago this Aug Fr $149+/Nt
Expedia
$257 Chicago, Illinois Save at 4-Star PUBLIC Chicago: $257 & Up in Sep
Save with Expedia, $15/night less
$113 Chicago, Illinois Holiday Inn Chicago Mart Plaza River North in Aug: $113 & Up
Expedia
$249 Chicago, Illinois Save Big This Aug! Book 3 Nts in Chicago Fr $249+/Nt
Expedia
$199 Chicago, Illinois Book 4-Star Hyatt Regency Chicago in Chicago Fr $199+/Nt
Expedia
$198 Chicago, Illinois Wyndham Grand Chicago Riverfront in Sep: $198 & Up
Save with Expedia, $35/night less
$190 Chicago, Illinois Doubletree by Hilton Chicago Magnificent Mile in Sep: $190 & Up
Expedia
$347 Chicago, Illinois Four Seasons Chicago in Sep: $347 & Up
Save with Expedia, $38/night less
$279 Chicago, Illinois Book in Chicago: Save this Sep Fr $279+/Nt
Expedia
$149 Chicago, Illinois Book in Chicago: Save this Sep Fr $149+/Nt
Expedia
$154 Chicago, Illinois Crowne Plaza Chicago Magnificent Mile in Aug: $154 & Up
Expedia
$89 Chicago, Illinois Book 3-Star Holiday Inn Express Cass Fr $89+/Nt
Expedia
$112 Chicago, Illinois Book 3 Nts in Chicago this Aug Fr $112+/Nt
Expedia
$263 Chicago, Illinois Save at 4-Star The Blackstone A Renaissance: $263 & Up in Sep
Expedia
$215 Chicago, Illinois Book 4-Star The Whitehall in Chicago Fr $215+/Nt
Save with Expedia, $7/night less
$169 Chicago, Illinois Book 3 Nts in Chicago this Sep Fr $169+/Nt
Expedia
$279 Chicago, Illinois Book 3 Nts in Chicago this Sep Fr $279+/Nt
Expedia
$231 Chicago, Illinois Book in Chicago: Save this Sep Fr $231+/Nt
Expedia
$219 Chicago, Illinois Small budget: Stay in Chicago this Sep Fr $219+/Nt
Expedia
$189 Chicago, Illinois Book in Chicago: Save this Sep Fr $189+/Nt
Save with Expedia, $34/night less
$319 Chicago, Illinois Book 4-Star JW Marriott Chicago Fr $319+/Nt
Expedia
$188 Chicago, Illinois Book 3.5-Star Indigo Chicago Downtown Gold Coast Fr $188+/Nt
Expedia
$172 Chicago, Illinois Save Big This Aug! Book 3 Nts in Chicago Fr $172+/Nt
Save with Expedia, $31/night less
$110 Chicago, Illinois Chicago Savings! Book at BEST WESTERN Grant Park Fr $110+/Nt
Save with Expedia, $27/night less
$209 Chicago, Illinois Chicago Savings! Book 3 Nts in Sep Fr $209+/Nt
Expedia
$246 Chicago, Illinois Book in Chicago: Save at the Blake Chicago in Sep Fr $246+/Nt
Expedia
$215 Chicago, Illinois Book 4-Star W Chicago - City Center Fr $215+/Nt
Expedia
$132 Chicago, Illinois River on Sale: Book 3 Nts in Aug Fr $132+/Nt
Save with Expedia, $14/night less
$199 Chicago, Illinois Small budget: Stay in Chicago this Aug Fr $199+/Nt
Expedia
$356 Chicago, Illinois Chicago Savings! Book 3 Nts in Sep Fr $356+/Nt
Save with Expedia, $89/night less
$253 Chicago, Illinois Book the Kinzie 3 Nts in Sep Fr $253+/Nt
Expedia
$172 Chicago, Illinois Book in Chicago: Save this Aug Fr $172+/Nt
Expedia
$169 Chicago, Illinois Book 3-Star Residence Inn Chicago Downtown in Chicago Fr $169+/Nt
Expedia
$280 Chicago, Illinois City Suites in Sep: $280 & Up
Expedia
$319 Chicago, Illinois Park Hyatt Chicago in Sep: $319 & Up
Expedia
$129 Chicago, Illinois Save in Chicago: Book 3 Nts in Aug Fr $129+/Nt
Save with Expedia, $14/night less
$275 Chicago, Illinois Chicago Savings! Book 3 Nts in Sep Fr $275+/Nt
Expedia
$126 Chicago, Illinois Book 4-Star Warwick Allerton Chicago Fr $126+/Nt
Save with Expedia, $42/night less
$149 Chicago, Illinois Small budget: Stay in Chicago this Aug Fr $149+/Nt
Save with Expedia, $50/night less
$193 Chicago, Illinois Save in Chicago: Book 3 Nts in Aug Fr $193+/Nt
Expedia
$181 Chicago, Illinois Book in Chicago: Save at the The James Chicago in Sep Fr $181+/Nt
Save with Expedia, $32/night less
$109 Chicago, Illinois Book 3 Nts in Chicago this Sep Fr $109+/Nt
Expedia
$183 Chicago, Illinois Chicago's Essex Inn in Sep: $183 & Up
Expedia
$269 Chicago, Illinois Chicago Savings! Book at Renaissance Chicago Fr $269+/Nt
Expedia
$148 Chicago, Illinois Red Roof Inn Chicago Downtown Magnificent Mile in Sep: $148 & Up
Save with Expedia, $37/night less
$200 Chicago, Illinois Book in Chicago: Save this Sep Fr $200+/Nt
Expedia
$181 Chicago, Illinois Chicago Savings! Book 3 Nts in Aug Fr $181+/Nt
Expedia
$305 Chicago, Illinois $305 & Up: Conrad Chicago 4.5-Star Hotel in Chicago
Expedia
$218 Chicago, Illinois Book the The Silversmith 3 Nts in Sep Fr $218+/Nt
Save with Expedia, $38/night less
$96 Chicago, Illinois Save in Chicago: Book 3 Nts in Sep Fr $96+/Nt
Expedia
$283 Chicago, Illinois Special deal: 4-Star The Westin Chicago River North Fr $283+/Nt
Expedia
$315 Chicago, Illinois Book 4-Star Radisson Blu Aqua Fr $315+/Nt
Expedia
$253 Chicago, Illinois Chicago Savings! Book at dana and spa Fr $253+/Nt
Expedia
$109 Chicago, Illinois Book 4-Star The Palmer House Hilton in Chicago Fr $109+/Nt
Expedia
$182 Chicago, Illinois Book 3 Nts in Chicago this Sep Fr $182+/Nt
Expedia
$136 Chicago, Illinois Chicago South Loop in Sep: $136 & Up
Save with Expedia, $23/night less
$105 Chicago, Illinois Book 3 Nts in Chicago this Sep Fr $105+/Nt
Save with Expedia, $11/night less
$462 Chicago, Illinois Save Big This Sep! Book 3 Nts in Chicago Fr $462+/Nt
Expedia
$475 Chicago, Illinois Book 5-Star The Peninsula Chicago in Chicago Fr $475+/Nt
Expedia
$204 Chicago, Illinois Book in Chicago: Save this Sep Fr $204+/Nt
Save with Expedia, $35/night less
$189 Chicago, Illinois Save in Chicago: Book 3 Nts in Aug Fr $189+/Nt
Save with Expedia, $102/night less
$246 Chicago, Illinois Chicago Savings! Book at Hard Rock Chicago Fr $246+/Nt
Expedia
$150 Chicago, Illinois Book 3-Star BEST WESTERN River North Fr $150+/Nt
Expedia
$211 Chicago, Illinois Aug deal: Sheraton Chicago and Towers Fr $211+/Nt
Expedia
$175 Chicago, Illinois Small budget: Stay in Chicago this Aug Fr $175+/Nt
Expedia
$199 Chicago, Illinois Aug deal: Embassy Suites Chicago Downtown Lakefront Fr $199+/Nt
Expedia
$164 Chicago, Illinois Small budget: Stay in Chicago this Aug Fr $164+/Nt
Expedia
$119 Chicago, Illinois Book 4-Star Hilton Chicago O'Hare Airport in Chicago Fr $119+/Nt
Expedia
$257 Chicago, Illinois Chicago Savings! Book at Sofitel Chicago Water Tower Fr $257+/Nt
Expedia
$179 Chicago, Illinois Save Big This Aug! Book 3 Nts at Hilton Chicago Fr $179+/Nt
Expedia
$232 Chicago, Illinois Sep deal: InterContinental Chicago Fr $232+/Nt
Expedia
$161 Chicago, Illinois Aug deal: Homewood Suites by Hilton Chicago Downtown Fr $161+/Nt
Expedia
$299 Chicago, Illinois Chicago Savings! Book at Monaco Chicago - a Kimpton Fr $299+/Nt
Expedia
$199 Chicago, Illinois $199 & Up: Comfort Suites Michigan Avenue 3-Star Hotel in Chicago
Expedia
$168 Chicago, Illinois Chicago Savings! Book at Holiday Inn Chicago Downtown Fr $168+/Nt
Expedia
$132 Chicago, Illinois Book in Chicago: Save at the Congress Plaza in Aug Fr $132+/Nt
Expedia
$126 Rosemont, Illinois Book 3.5-Star Sheraton Chicago O'Hare Fr $126+/Nt
Expedia
$101 Northbrook, Illinois Book 3.5-Star Hilton Northbrook Fr $101+/Nt
Expedia
$89 Itasca, Illinois Save in Itasca: Book 3 Nts in Sep Fr $89+/Nt
Expedia
$133 Bloomingdale, Illinois Book 3 Nts in Bloomingdale this Sep Fr $133+/Nt
Expedia
$119 Oakbrook Terrace, Illinois Book 3-Star Hilton Garden Inn Oakbrook Terrace Fr $119+/Nt
Expedia
$117 Addison, Illinois Addison Savings! Book at Hilton Garden Inn Addison Fr $117+/Nt
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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