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Chicago, IL Hotel Deals

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Chicago, IL Hotel Deals

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TYPE PRICE DESTINATION DEAL
$206 Chicago, Illinois Chicago Savings! Book at The Silversmith Fr $206+/Nt
Save with Expedia, $37/night less
$99+ Chicago, Illinois Save Up To 25% on 4-Star Chicago Hotels
trivago
$187 Chicago, Illinois Book 3-Star BEST WESTERN River North in Chicago Fr $187+/Nt
Expedia
$522 Chicago, Illinois Great Rates in Chicago + Breakfast!
DealBase.com
$238 Chicago, Illinois Save in Chicago: Book 3 Nts in Sep Fr $238+/Nt
Expedia
$112+ Chicago, Illinois 4.5 Star Luxury Chicago Hotel on Sale! Starting from $112/nt
Jetsetter
$142 Chicago, Illinois Red Roof Inn Chicago Downtown Magnificent Mile in Sep: $142 & Up
Save with Expedia, $35/night less
$125+ Chicago, Illinois Chicago on Sale! Starting From $125/nt
Jetsetter
$219 Chicago, Illinois Chicago Savings! Book 3 Nts in Sep Fr $219+/Nt
Expedia
$255 Chicago, Illinois Book in Chicago: Save this Sep Fr $255+/Nt
Save with Expedia, $44/night less
$269 Chicago, Illinois Book the PUBLIC Chicago 3 Nts in Sep Fr $269+/Nt
Expedia
$217 Chicago, Illinois Sep deal: Courtyard Chicago Downtown/Magnificent Mile Fr $217+/Nt
Expedia
$214 Chicago, Illinois Chicago Savings! Book 3 Nts in Sep Fr $214+/Nt
Expedia
$284 Chicago, Illinois Chicago Savings! Book at W Chicago Lakeshore Fr $284+/Nt
Expedia
$189 Chicago, Illinois Embassy Suites Chicago Downtown Lakefront in Sep: $189 & Up
Expedia
$259 Chicago, Illinois Book 3 Nts in Chicago this Sep Fr $259+/Nt
Expedia
$259 Chicago, Illinois Chicago Savings! Book 3 Nts in Sep Fr $259+/Nt
Expedia
$229 Chicago, Illinois Book 3 Nts in Chicago this Sep Fr $229+/Nt
Save with Expedia, $40/night less
$167 Chicago, Illinois Chicago Savings! Book 3 Nts in Sep at River Fr $167+/Nt
Save with Expedia, $6/night less
$209 Chicago, Illinois Book 3 Nts in Chicago this Sep Fr $209+/Nt
Save with Expedia, $37/night less
$170 Chicago, Illinois Book 3-Star Hampton Inn & Suites Chicago - Downtown Fr $170+/Nt
Expedia
$249 Chicago, Illinois Sep deal: Allegro Chicago - a Kimpton Fr $249+/Nt
Expedia
$203 Chicago, Illinois Save Big This Sep! Book 3 Nts in Chicago Fr $203+/Nt
Expedia
$211 Chicago, Illinois Save in Chicago: Book 3 Nts in Sep Fr $211+/Nt
Save with Expedia, $52/night less
$330 Chicago, Illinois The Ritz-Carlton Chicago (A Four Seasons ) in Sep: $330 & Up
Save with Expedia, $165/night less
$237 Chicago, Illinois Save Big This Sep! Book 3 Nts in Chicago Fr $237+/Nt
Expedia
$169 Chicago, Illinois Chicago Savings! Book at The Palmer House Hilton Fr $169+/Nt
Expedia
$213 Chicago, Illinois Book 3-Star Hampton Majestic Chicago Theatre District Fr $213+/Nt
Expedia
$236 Chicago, Illinois Chicago Savings! Book at InterContinental Chicago Fr $236+/Nt
Expedia
$212 Chicago, Illinois Book in Chicago: Save this Sep Fr $212+/Nt
Save with Expedia, $11/night less
$141 Chicago, Illinois Book 3 Nts in Chicago this Sep Fr $141+/Nt
Expedia
$191 Chicago, Illinois Warwick Allerton Chicago in Sep: $191 & Up
Save with Expedia, $63/night less
$154 Chicago, Illinois Book 3.5-Star Club Quarters Chicago - Central Loop Fr $154+/Nt
Expedia
$233 Chicago, Illinois Save Big This Sep! Book 3 Nts at Kinzie Fr $233+/Nt
Expedia
$203 Chicago, Illinois Chicago Savings! Book 3 Nts in Sep Fr $203+/Nt
Save with Expedia, $36/night less
$237 Chicago, Illinois Chicago Savings! Book at Sheraton Chicago and Towers Fr $237+/Nt
Expedia
$191 Chicago, Illinois Crowne Plaza Chicago - The Metro in Sep: $191 & Up
Expedia
$383 Chicago, Illinois Sep deal: Waldorf Astoria Chicago Fr $383+/Nt
Expedia
$213 Chicago, Illinois Holiday Inn Chicago Mart Plaza River North in Sep: $213 & Up
Expedia
$223 Chicago, Illinois Sep deal: dana and spa Fr $223+/Nt
Expedia
$249 Chicago, Illinois Book in Chicago: Save this Sep Fr $249+/Nt
Expedia
$306 Chicago, Illinois The Westin Chicago River North in Sep: $306 & Up
Expedia
$130 Chicago, Illinois Book 3.5-Star Indigo Chicago Downtown Gold Coast Fr $130+/Nt
Expedia
$141 Chicago, Illinois Sep deal: Congress Plaza Fr $141+/Nt
Expedia
$309 Chicago, Illinois Small budget: Stay in Chicago this Sep Fr $309+/Nt
Expedia
$190 Chicago, Illinois Holiday Inn Express Chicago-Midway Airport in Sep: $190 & Up
Expedia
$138 Chicago, Illinois Chicago Savings! Book at Chicago South Loop Fr $138+/Nt
Save with Expedia, $25/night less
$241 Chicago, Illinois Save at 4-Star Raffaello: $241 & Up in Sep
Save with Expedia, $130/night less
$362 Chicago, Illinois Save in Chicago: Book 3 Nts in Sep Fr $362+/Nt
Expedia
$196 Chicago, Illinois Book the Holiday Inn Express Cass 3 Nts in Sep Fr $196+/Nt
Expedia
$295 Chicago, Illinois Chicago Savings! Book at Conrad Chicago Fr $295+/Nt
Expedia
$239 Chicago, Illinois Radisson Blu Aqua on Sale: Book 3 Nts in Sep Fr $239+/Nt
Expedia
$219 Chicago, Illinois $219 & Up: Comfort Suites Michigan Avenue 3-Star Hotel in Chicago
Expedia
$224 Chicago, Illinois Residence Inn Chicago Downtown / River North in Sep: $224 & Up
Expedia
$218 Chicago, Illinois Save in Chicago: Book 3 Nts in Sep Fr $218+/Nt
Expedia
$189 Chicago, Illinois Save Big This Sep! Book 3 Nts in Chicago Fr $189+/Nt
Expedia
$136 Chicago, Illinois Chicago Savings! Book at Travelodge Chicago Downtown Fr $136+/Nt
Expedia
$208 Chicago, Illinois Save at 4.5-Star Omni Chicago: $208 & Up in Sep
Save with Expedia, $51/night less
$133 Chicago, Illinois Book 3 Nts in Chicago this Sep Fr $133+/Nt
Expedia
$134 Chicago, Illinois BEST WESTERN Grant Park in Sep: $134 & Up
Save with Expedia, $33/night less
$153 Chicago, Illinois Chicago Savings! Book at Chicago's Essex Inn Fr $153+/Nt
Save with Expedia, $26/night less
$260 Chicago, Illinois $260 & Up: Monaco Chicago - a Kimpton 4-Star Hotel in Chicago
Expedia
$163 Chicago, Illinois Chicago Savings! Book at Holiday Inn Chicago Downtown Fr $163+/Nt
Expedia
$174 Chicago, Illinois Book 3 Nts in Chicago this Sep Fr $174+/Nt
Expedia
$192 Chicago, Illinois Book 4-Star The Whitehall Fr $192+/Nt
Save with Expedia, $47/night less
$421 Chicago, Illinois Book in Chicago: Save this Sep Fr $421+/Nt
Save with Expedia, $105/night less
$169 Chicago, Illinois $169 & Up: Hilton Chicago O'Hare Airport 4-Star Hotel in Chicago
Expedia
$147 Chicago, Illinois Chicago Savings! Book at Days Inn Chicago Fr $147+/Nt
Expedia
$209 Chicago, Illinois Book in Chicago: Save this Sep Fr $209+/Nt
Expedia
$153 Chicago, Illinois Special deal: 3.5-Star Blake Chicago Fr $153+/Nt
Expedia
$186 Chicago, Illinois Save in Chicago: Book 3 Nts in Sep Fr $186+/Nt
Expedia
$282 Chicago, Illinois $282 & Up: Sofitel Chicago Water Tower 4.5-Star Hotel in Chicago
Expedia
$104 Chicago, Illinois Book 3 Nts in Chicago this Sep Fr $104+/Nt
Expedia
$169 Chicago, Illinois Book in Chicago: Save at the Central Loop in Sep Fr $169+/Nt
Expedia
$229 Chicago, Illinois Chicago Savings! Book 3 Nts in Sep Fr $229+/Nt
Expedia
$209 Chicago, Illinois Book 3 Nts in Chicago this Sep Fr $209+/Nt
Expedia
$221 Chicago, Illinois Save in Chicago: Book 3 Nts in Sep Fr $221+/Nt
Save with Expedia, $38/night less
$179 Chicago, Illinois Save in Chicago: Book 3 Nts in Sep Fr $179+/Nt
Expedia
$269 Chicago, Illinois Sep deal: theWit - A DoubleTree by Hilton Fr $269+/Nt
Expedia
$243 Chicago, Illinois Chicago Savings! Book at MileNorth, A Chicago Fr $243+/Nt
Expedia
$276 Chicago, Illinois Book the The Blackstone A Renaissance 3 Nts in Sep Fr $276+/Nt
Expedia
$483 Chicago, Illinois Chicago Savings! Book at The Peninsula Chicago Fr $483+/Nt
Expedia
$229 Chicago, Illinois $229 & Up: Residence Inn Chicago Downtown 3-Star Hotel in Chicago
Expedia
$283 Chicago, Illinois Save in Chicago: Book 3 Nts in Sep Fr $283+/Nt
Expedia
$183 Chicago, Illinois Save in Chicago: Book 3 Nts in Sep Fr $183+/Nt
Expedia
$216 Chicago, Illinois Sep deal: Hard Rock Chicago Fr $216+/Nt
Expedia
$170 Chicago, Illinois Small budget: Stay in Chicago this Sep Fr $170+/Nt
Expedia
$180 Chicago, Illinois Sep deal: Crowne Plaza Chicago Magnificent Mile Fr $180+/Nt
Expedia
$236 Chicago, Illinois Book 3 Nts in Chicago this Sep Fr $236+/Nt
Expedia
$254 Chicago, Illinois Chicago Downtown, Autograph Collection in Sep: $254 & Up
Expedia
$392 Chicago, Illinois Four Seasons Chicago on Sale: Book 3 Nts in Sep Fr $392+/Nt
Save with Expedia, $43/night less
$199 Chicago, Illinois Hyatt Regency Chicago in Sep: $199 & Up
Expedia
$144 Chicago, Illinois Special deal: 3-Star Holiday Inn Chicago O'Hare Fr $144+/Nt
Expedia
$229 Chicago, Illinois Special deal: 4-Star The Drake Fr $229+/Nt
Expedia
$94 Burbank, Illinois BEST WESTERN Inn & Suites - Midway Airport in Sep: $94 & Up
Save with Expedia, $23/night less
$99 Westchester, Illinois Hampton Inn Chicago/Westchester (Oak Brook) in Sep: $99 & Up
Expedia
$613 Evanston, Illinois Save Big This Sep! Book 3 Nts in Evanston Fr $613+/Nt
Save with Expedia, $46/night less
$112 Rosemont, Illinois Rosemont Savings! Book at Hyatt Regency O'Hare Fr $112+/Nt
Expedia
$99 Oakbrook Terrace, Illinois Book 3-Star Hilton Garden Inn Oakbrook Terrace Fr $99+/Nt
Expedia
$97 Addison, Illinois Book 3 Nts in Addison this Sep Fr $97+/Nt
Expedia
PRICEDESTINATIONDEAL
$145 New York City, New York Cheap Flights from Washington, DC
DealBase.com
$323 New York City, New York Cheap Flights from San Diego
DealBase.com
$196 New York City, New York Cheap Flights from Tampa
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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