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Chicago, IL Hotel Deals

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Chicago, IL Hotel Deals

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TYPE PRICE DESTINATION DEAL
$215 Chicago, Illinois Chicago Savings! Book at Conrad Chicago Fr $215+/Nt
Expedia
$112+ Chicago, Illinois 4.5 Star Luxury Chicago Hotel on Sale! Starting from $112/nt
Jetsetter
$229 Chicago, Illinois Book 3-Star Hampton Majestic Chicago Theatre District Fr $229+/Nt
Expedia
$522 Chicago, Illinois Great Rates in Chicago + Breakfast!
DealBase.com
$194 Chicago, Illinois Small budget: Stay in Chicago this Oct Fr $194+/Nt
Expedia
$125+ Chicago, Illinois Chicago on Sale! Starting From $125/nt
Jetsetter
$162 Chicago, Illinois Book 3.5-Star Club Quarters Chicago - Central Loop Fr $162+/Nt
Save with Expedia, $11/night less
$99+ Chicago, Illinois Save Up To 25% on 4-Star Chicago Hotels
trivago
$184 Chicago, Illinois Hard Rock Chicago in Oct: $184 & Up
Save with Expedia, $32/night less
$385 Chicago, Illinois $385 & Up: Four Seasons Chicago 5-Star Hotel in Chicago
Expedia
$245 Chicago, Illinois Oct deal: Sofitel Chicago Water Tower Fr $245+/Nt
Expedia
$112 Chicago, Illinois Book the Days Inn Chicago 3 Nts in Oct Fr $112+/Nt
Expedia
$306 Chicago, Illinois Oct deal: Renaissance Chicago Fr $306+/Nt
Expedia
$126 Chicago, Illinois Red Roof Inn Chicago Downtown Magnificent Mile in Oct: $126 & Up
Save with Expedia, $31/night less
$133 Chicago, Illinois Book 3 Nts in Chicago this Oct Fr $133+/Nt
Save with Expedia, $23/night less
$152 Chicago, Illinois Save in Chicago: Book 3 Nts in Oct at The Whitehall Fr $152+/Nt
Save with Expedia, $37/night less
$207 Chicago, Illinois Book in Chicago: Save this Oct Fr $207+/Nt
Expedia
$170 Chicago, Illinois Save at 4-Star Burnham - a Kimpton: $170 & Up in Oct
Save with Expedia, $29/night less
$367 Chicago, Illinois Book 5-Star Trump International & Tower Chicago Fr $367+/Nt
Save with Expedia, $92/night less
$208 Chicago, Illinois Save Big This Oct! Book 3 Nts in Chicago Fr $208+/Nt
Save with Expedia, $51/night less
$325 Chicago, Illinois Chicago Savings! Book at W Chicago - City Center Fr $325+/Nt
Expedia
$127 Chicago, Illinois Save in Chicago: Book 3 Nts in Oct Fr $127+/Nt
Expedia
$186 Chicago, Illinois Chicago Savings! Book at MileNorth, A Chicago Fr $186+/Nt
Expedia
$143 Chicago, Illinois Book 3 Nts in Chicago this Oct Fr $143+/Nt
Expedia
$184 Chicago, Illinois Book 3 Nts in Chicago this Oct Fr $184+/Nt
Expedia
$195 Chicago, Illinois Special deal: 4-Star PUBLIC Chicago Fr $195+/Nt
Expedia
$109 Chicago, Illinois Chicago Savings! Book at Travelodge Chicago Downtown Fr $109+/Nt
Expedia
$263 Chicago, Illinois Save Big This Oct! Book 3 Nts in Chicago Fr $263+/Nt
Expedia
$415 Chicago, Illinois Book in Chicago: Save this Oct Fr $415+/Nt
Expedia
$203 Chicago, Illinois Chicago Savings! Book at Radisson Blu Aqua Fr $203+/Nt
Expedia
$190 Chicago, Illinois Save in Chicago: Book 3 Nts in Oct Fr $190+/Nt
Expedia
$259 Chicago, Illinois Small budget: Stay in Chicago this Oct Fr $259+/Nt
Expedia
$250 Chicago, Illinois Chicago Savings! Book at Swissotel Chicago Fr $250+/Nt
Expedia
$253 Chicago, Illinois Fairmont Chicago Millennium Park in Oct: $253 & Up
Expedia
$179 Chicago, Illinois Oct deal: Hilton Suites Chicago/Magnificent Mile Fr $179+/Nt
Expedia
$112 Chicago, Illinois Indigo Chicago Downtown Gold Coast in Oct: $112 & Up
Expedia
$353 Chicago, Illinois Park Hyatt Chicago on Sale: Book 3 Nts in Oct Fr $353+/Nt
Expedia
$143 Chicago, Illinois Chicago Savings! Book 3 Nts in Oct Fr $143+/Nt
Expedia
$236 Chicago, Illinois Book in Chicago: Save this Oct Fr $236+/Nt
Expedia
$221 Chicago, Illinois Save Big This Oct! Book 3 Nts at W Chicago Lakeshore Fr $221+/Nt
Expedia
$383 Chicago, Illinois Chicago Savings! Book at Waldorf Astoria Chicago Fr $383+/Nt
Expedia
$189 Chicago, Illinois Crowne Plaza Chicago Magnificent Mile in Oct: $189 & Up
Expedia
$492 Chicago, Illinois Book the The Peninsula Chicago 3 Nts in Oct Fr $492+/Nt
Expedia
$218 Chicago, Illinois Oct deal: Wyndham Grand Chicago Riverfront Fr $218+/Nt
Save with Expedia, $38/night less
$206 Chicago, Illinois Save in Chicago: Book 3 Nts in Oct at The Silversmith Fr $206+/Nt
Save with Expedia, $37/night less
$133 Chicago, Illinois Chicago Savings! Book 3 Nts in Oct Fr $133+/Nt
Save with Expedia, $71/night less
$239 Chicago, Illinois Book 4-Star Hyatt Regency Chicago in Chicago Fr $239+/Nt
Expedia
$239 Chicago, Illinois Save at 4-Star Sheraton Chicago and Towers: $239 & Up in Oct
Expedia
$126 Chicago, Illinois Chicago Savings! Book 3 Nts in Oct at Congress Plaza Fr $126+/Nt
Expedia
$199 Chicago, Illinois Book in Chicago: Save this Oct Fr $199+/Nt
Expedia
$138 Chicago, Illinois Chicago Savings! Book 3 Nts in Oct Fr $138+/Nt
Save with Expedia, $25/night less
$203 Chicago, Illinois Book in Chicago: Save this Oct Fr $203+/Nt
Expedia
$215 Chicago, Illinois Book in Chicago: Save this Oct Fr $215+/Nt
Expedia
$173 Chicago, Illinois Save Big This Oct! Book 3 Nts in Chicago Fr $173+/Nt
Expedia
$226 Chicago, Illinois Book 3 Nts in Chicago this Oct Fr $226+/Nt
Expedia
$103 Chicago, Illinois Oct deal: Hostelling International Chicago Fr $103+/Nt
Expedia
$179 Chicago, Illinois Homewood Suites by Hilton Chicago Downtown in Oct: $179 & Up
Expedia
$147 Chicago, Illinois Book 3 Nts in Chicago this Oct Fr $147+/Nt
Expedia
$161 Chicago, Illinois Chicago Savings! Book at ACME Company Chicago Fr $161+/Nt
Save with Expedia, $28/night less
$216 Chicago, Illinois Book 3.5-Star Kinzie Fr $216+/Nt
Expedia
$116 Chicago, Illinois Save in Chicago: Book 3 Nts in Oct Fr $116+/Nt
Save with Expedia, $79/night less
$170 Chicago, Illinois Book 3 Nts in Chicago this Oct Fr $170+/Nt
Expedia
$169 Chicago, Illinois Book 3.5-Star Embassy Suites Chicago Downtown Fr $169+/Nt
Expedia
$189 Chicago, Illinois Book 3.5-Star Crowne Plaza Chicago - The Metro Fr $189+/Nt
Expedia
$219 Chicago, Illinois $219 & Up: InterContinental Chicago 4.5-Star Hotel in Chicago
Expedia
$246 Chicago, Illinois Book 4-Star JW Marriott Chicago Fr $246+/Nt
Expedia
$167 Chicago, Illinois Book in Chicago: Save this Oct Fr $167+/Nt
Expedia
$149 Chicago, Illinois Small budget: Stay in Chicago this Oct Fr $149+/Nt
Expedia
$140 Chicago, Illinois Chicago Savings! Book at Holiday Inn Express Cass Fr $140+/Nt
Expedia
$257 Chicago, Illinois Millennium Knickerbocker Chicago in Oct: $257 & Up
Save with Expedia, $46/night less
$190 Chicago, Illinois Save in Chicago: Book 3 Nts in Oct Fr $190+/Nt
Expedia
$110 Chicago, Illinois Book in Chicago: Save this Oct Fr $110+/Nt
Save with Expedia, $27/night less
$221 Chicago, Illinois Chicago Savings! Book at The James Chicago Fr $221+/Nt
Save with Expedia, $38/night less
$189 Chicago, Illinois $189 & Up: The Palmer House Hilton 4-Star Hotel in Chicago
Expedia
$159 Chicago, Illinois Save in Chicago: Book 3 Nts in Oct Fr $159+/Nt
Expedia
$239 Chicago, Illinois Save in Chicago: Book 3 Nts in Oct Fr $239+/Nt
Expedia
$150 Chicago, Illinois Book the BEST WESTERN River North 3 Nts in Oct Fr $150+/Nt
Expedia
$163 Chicago, Illinois Save Big This Oct! Book 3 Nts in Chicago Fr $163+/Nt
Save with Expedia, $28/night less
$326 Chicago, Illinois Save in Chicago: Book 3 Nts in Oct Fr $326+/Nt
Expedia
$219 Chicago, Illinois Oct deal: La Quinta Inn & Suites Chicago Downtown Fr $219+/Nt
Expedia
$143 Chicago, Illinois Chicago Savings! Book at Blake Chicago Fr $143+/Nt
Expedia
$161 Chicago, Illinois Save in Chicago: Book 3 Nts in Oct Fr $161+/Nt
Save with Expedia, $28/night less
$147 Chicago, Illinois Save in Chicago: Book 3 Nts in Oct Fr $147+/Nt
Save with Expedia, $9/night less
$229 Chicago, Illinois Chicago Savings! Book at Palomar Chicago, a Kimpton Fr $229+/Nt
Expedia
$195 Chicago, Illinois Monaco Chicago - a Kimpton on Sale: Book 3 Nts in Oct Fr $195+/Nt
Save with Expedia, $35/night less
$219 Chicago, Illinois Book in Chicago: Save this Oct Fr $219+/Nt
Expedia
$179 Chicago, Illinois Save Big This Oct! Book 3 Nts in Chicago at The Drake Fr $179+/Nt
Expedia
$236 Chicago, Illinois Book 3.5-Star Buckingham Athletic Club Fr $236+/Nt
Expedia
$169 Chicago, Illinois Book 3-Star Comfort Suites Michigan Avenue Fr $169+/Nt
Expedia
$81 Addison, Illinois Addison Savings! Book at Hampton Inn & Suites Addison Fr $81+/Nt
Expedia
$80 Arlington Heights, Illinois Small budget: Stay in Arlington Heights this Oct Fr $80+/Nt
Expedia
$145 Bedford Park, Illinois Oct deal: Hilton Garden Inn Chicago Midway Airport Fr $145+/Nt
Expedia
$136 Bedford Park, Illinois Hampton Inn Chicago-Midway Airport in Oct: $136 & Up
Expedia
$156 Bloomingdale, Illinois Oct deal: Residence Inn Chicago Bloomingdale Fr $156+/Nt
Expedia
$54 Bridgeview, Illinois Book 3 Nts in Bridgeview this Oct Fr $54+/Nt
Expedia
$83 Burbank, Illinois BEST WESTERN Inn & Suites - Midway Airport in Oct: $83 & Up
Save with Expedia, $21/night less
$80 Countryside, Illinois Oct deal: BEST WESTERN Chicagoland - Countryside Fr $80+/Nt
Save with Expedia, $11/night less
$96 Crestwood, Illinois Oct deal: Holiday Inn Express Crestwood Fr $96+/Nt
Expedia
$108 Des Plaines, Illinois Oct deal: Hilton Garden Inn Chicago O'Hare Airport Fr $108+/Nt
Expedia
$109 Downers Grove, Illinois Save Big This Oct! Book 3 Nts in Downers Grove Fr $109+/Nt
Expedia
PRICEDESTINATIONDEAL
$145 New York City, New York Cheap Flights from Washington, DC
DealBase.com
$215 New York City, New York American Airlines US Flight Deals
DealBase.com
$324 New York City, New York Cheap Flights from San Francisco
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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