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Chicago, IL Hotel Deals

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Chicago, IL Hotel Deals

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TYPE PRICE DESTINATION DEAL
$146 Chicago, Illinois Book 3 Nts in Chicago this Sep Fr $146+/Nt
Expedia
$112+ Chicago, Illinois 4.5 Star Luxury Chicago Hotel on Sale! Starting from $112/nt
Jetsetter
$229 Chicago, Illinois Save at 4-Star Fairmont Chicago Millennium Park: $229 & Up in Sep
Save with Expedia, $40/night less
$522 Chicago, Illinois Great Rates in Chicago + Breakfast!
DealBase.com
$239 Chicago, Illinois Small budget: Stay in Chicago this Sep Fr $239+/Nt
Expedia
$125+ Chicago, Illinois Chicago on Sale! Starting From $125/nt
Jetsetter
$243 Chicago, Illinois Save Big This Sep! Book 3 Nts in Chicago Fr $243+/Nt
Expedia
$99+ Chicago, Illinois Save Up To 25% on 4-Star Chicago Hotels
trivago
$221 Chicago, Illinois Book 3 Nts in Chicago this Sep Fr $221+/Nt
Expedia
$208 Chicago, Illinois Book 3 Nts in Chicago this Sep Fr $208+/Nt
Expedia
$242 Chicago, Illinois Chicago Savings! Book at InterContinental Chicago Fr $242+/Nt
Expedia
$169 Chicago, Illinois Chicago Savings! Book 3 Nts in Sep Fr $169+/Nt
Expedia
$203 Chicago, Illinois Hampton Inn & Suites Chicago - Downtown in Sep: $203 & Up
Expedia
$212 Chicago, Illinois Save in Chicago: Book 3 Nts in Sep Fr $212+/Nt
Save with Expedia, $11/night less
$210 Chicago, Illinois Book in Chicago: Save at the Raffaello in Sep Fr $210+/Nt
Save with Expedia, $113/night less
$132 Chicago, Illinois Book 3.5-Star Indigo Chicago Downtown Gold Coast Fr $132+/Nt
Expedia
$186 Chicago, Illinois Save at 3-Star Chicago's Essex Inn: $186 & Up in Sep
Expedia
$207 Chicago, Illinois Save in Chicago: Book 3 Nts in Sep Fr $207+/Nt
Expedia
$204 Chicago, Illinois Book 4-Star Millennium Knickerbocker Chicago Fr $204+/Nt
Save with Expedia, $35/night less
$269 Chicago, Illinois Sep deal: theWit - A DoubleTree by Hilton Fr $269+/Nt
Expedia
$174 Chicago, Illinois Small budget: Stay in Chicago this Sep Fr $174+/Nt
Expedia
$221 Chicago, Illinois Chicago Savings! Book at The James Chicago Fr $221+/Nt
Save with Expedia, $38/night less
$257 Chicago, Illinois Chicago Savings! Book at Sofitel Chicago Water Tower Fr $257+/Nt
Expedia
$156 Chicago, Illinois Chicago Savings! Book 3 Nts in Sep Fr $156+/Nt
Expedia
$112 Chicago, Illinois Book the Days Inn Chicago 3 Nts in Sep Fr $112+/Nt
Expedia
$362 Chicago, Illinois Book in Chicago: Save this Sep Fr $362+/Nt
Expedia
$236 Chicago, Illinois $236 & Up: Sheraton Chicago and Towers 4-Star Hotel in Chicago
Expedia
$279 Chicago, Illinois Special deal: 4-Star JW Marriott Chicago Fr $279+/Nt
Expedia
$306 Chicago, Illinois Chicago Savings! Book 3 Nts in Sep Fr $306+/Nt
Expedia
$99 Chicago, Illinois Book 3 Nts in Chicago this Sep Fr $99+/Nt
Expedia
$208 Chicago, Illinois Book 4-Star The Westin Michigan Avenue Chicago Fr $208+/Nt
Expedia
$219 Chicago, Illinois Special deal: 4-Star MileNorth, A Chicago Fr $219+/Nt
Expedia
$189 Chicago, Illinois Small budget: Book The Drake 3 Nts in Sep Fr $189+/Nt
Expedia
$253 Chicago, Illinois Sep deal: Wyndham Grand Chicago Riverfront Fr $253+/Nt
Save with Expedia, $30/night less
$159 Chicago, Illinois Book in Chicago: Save this Sep Fr $159+/Nt
Expedia
$347 Chicago, Illinois Save at 5-Star Four Seasons Chicago: $347 & Up in Sep
Save with Expedia, $38/night less
$126 Chicago, Illinois Save in Chicago: Book 3 Nts in Sep Fr $126+/Nt
Expedia
$176 Chicago, Illinois Chicago Savings! Book at Holiday Inn Express Cass Fr $176+/Nt
Expedia
$169 Chicago, Illinois Save in Chicago: Book 3 Nts in Sep Fr $169+/Nt
Expedia
$189 Chicago, Illinois Book 3 Nts in Chicago this Sep Fr $189+/Nt
Expedia
$254 Chicago, Illinois Save in Chicago: Book 3 Nts in Sep Fr $254+/Nt
Expedia
$245 Chicago, Illinois Chicago Savings! Book at Swissotel Chicago Fr $245+/Nt
Save with Expedia, $62/night less
$165 Chicago, Illinois Save Big This Sep! Book 3 Nts in Chicago Fr $165+/Nt
Save with Expedia, $11/night less
$206 Chicago, Illinois Small budget: Book The Silversmith 3 Nts in Sep Fr $206+/Nt
Save with Expedia, $37/night less
$330 Chicago, Illinois The Ritz-Carlton Chicago (A Four Seasons ) in Sep: $330 & Up
Save with Expedia, $165/night less
$157 Chicago, Illinois Book in Chicago: Save this Sep Fr $157+/Nt
Save with Expedia, $6/night less
$259 Chicago, Illinois dana and spa in Sep: $259 & Up
Expedia
$229 Chicago, Illinois Chicago Savings! Book 3 Nts in Sep Fr $229+/Nt
Expedia
$199 Chicago, Illinois Hyatt Regency Chicago on Sale: Book 3 Nts in Sep Fr $199+/Nt
Expedia
$179 Chicago, Illinois Small budget: Stay in Chicago this Sep Fr $179+/Nt
Expedia
$152 Chicago, Illinois Red Roof Inn Chicago Downtown Magnificent Mile in Sep: $152 & Up
Save with Expedia, $38/night less
$272 Chicago, Illinois Chicago Savings! Book 3 Nts in Sep Fr $272+/Nt
Expedia
$234 Chicago, Illinois Book 3 Nts in Chicago this Sep Fr $234+/Nt
Save with Expedia, $25/night less
$190 Chicago, Illinois Save in Chicago: Book 3 Nts in Sep Fr $190+/Nt
Expedia
$124 Chicago, Illinois Chicago Savings! Book at Holiday Inn Chicago O'Hare Fr $124+/Nt
Expedia
$193 Chicago, Illinois Book in Chicago: Save this Sep Fr $193+/Nt
Expedia
$217 Chicago, Illinois Sep deal: Courtyard Chicago Downtown/Magnificent Mile Fr $217+/Nt
Expedia
$210 Chicago, Illinois Chicago Savings! Book 3 Nts in Sep Fr $210+/Nt
Expedia
$246 Chicago, Illinois Save Big This Sep! Book 3 Nts at Kinzie Fr $246+/Nt
Expedia
$130 Chicago, Illinois Book 3-Star The Tremont Chicago at Magnificent Mile Fr $130+/Nt
Expedia
$192 Chicago, Illinois $192 & Up: Hard Rock Chicago 4-Star Hotel in Chicago
Save with Expedia, $64/night less
$134 Chicago, Illinois BEST WESTERN Grant Park in Sep: $134 & Up
Save with Expedia, $33/night less
$249 Chicago, Illinois Book in Chicago: Save this Sep Fr $249+/Nt
Expedia
$194 Chicago, Illinois Chicago Savings! Book 3 Nts in Sep Fr $194+/Nt
Expedia
$265 Chicago, Illinois $265 & Up: Conrad Chicago 4.5-Star Hotel in Chicago
Expedia
$394 Chicago, Illinois Save in Chicago: Book 3 Nts in Sep Fr $394+/Nt
Save with Expedia, $98/night less
$255 Chicago, Illinois Book in Chicago: Save this Sep Fr $255+/Nt
Expedia
$191 Chicago, Illinois Warwick Allerton Chicago in Sep: $191 & Up
Save with Expedia, $63/night less
$229 Chicago, Illinois Sep deal: Palomar Chicago, a Kimpton Fr $229+/Nt
Expedia
$239 Chicago, Illinois Small budget: Stay in Chicago this Sep Fr $239+/Nt
Expedia
$189 Chicago, Illinois Sep deal: Embassy Suites Chicago Downtown Lakefront Fr $189+/Nt
Expedia
$299 Chicago, Illinois Small budget: Book Renaissance Chicago 3 Nts in Sep Fr $299+/Nt
Expedia
$249 Chicago, Illinois Chicago Marriott Downtown Magnificent Mile in Sep: $249 & Up
Expedia
$256 Chicago, Illinois The Blackstone A Renaissance in Sep: $256 & Up
Expedia
$180 Chicago, Illinois Crowne Plaza Chicago Magnificent Mile in Sep: $180 & Up
Expedia
$186 Chicago, Illinois Small budget: Stay in Chicago this Sep Fr $186+/Nt
Save with Expedia, $47/night less
$492 Chicago, Illinois Chicago Savings! Book at The Peninsula Chicago Fr $492+/Nt
Expedia
$139 Chicago, Illinois Book the Travelodge Chicago Downtown 3 Nts in Sep Fr $139+/Nt
Expedia
$289 Chicago, Illinois Save in Chicago: Book 3 Nts in Sep Fr $289+/Nt
Expedia
$169 Chicago, Illinois Book in Chicago: Save at the Central Loop in Sep Fr $169+/Nt
Expedia
$179 Chicago, Illinois Book 3 Nts in Chicago this Sep Fr $179+/Nt
Expedia
$229 Chicago, Illinois Small budget: Stay in Chicago this Sep Fr $229+/Nt
Expedia
$200 Chicago, Illinois Residence Inn Chicago Downtown / River North in Sep: $200 & Up
Expedia
$260 Chicago, Illinois Chicago Savings! Book 3 Nts in Sep Fr $260+/Nt
Expedia
$209 Chicago, Illinois Book 3 Nts in Chicago this Sep Fr $209+/Nt
Expedia
$186 Chicago, Illinois Doubletree by Hilton Chicago Magnificent Mile in Sep: $186 & Up
Expedia
$383 Chicago, Illinois Book the Waldorf Astoria Chicago 3 Nts in Sep Fr $383+/Nt
Expedia
$178 Chicago, Illinois Save Big This Sep! Book 3 Nts in Chicago Fr $178+/Nt
Expedia
$209 Chicago, Illinois Book 3 Nts in Chicago this Sep Fr $209+/Nt
Save with Expedia, $37/night less
$190 Chicago, Illinois Book 3 Nts in Chicago this Sep Fr $190+/Nt
Expedia
$173 Chicago, Illinois Blake Chicago in Sep: $173 & Up
Expedia
$138 Chicago, Illinois Save Big This Sep! Book 3 Nts in Chicago Fr $138+/Nt
Save with Expedia, $25/night less
$259 Chicago, Illinois Book in Chicago: Save this Sep Fr $259+/Nt
Expedia
$239 Chicago, Illinois Howard Johnson Inn Downtown Chicago in Sep: $239 & Up
Expedia
$88 Deerfield, Illinois Save Big This Sep! Book 3 Nts at Hyatt Deerfield Fr $88+/Nt
Save with Expedia, $21/night less
$99 Downers Grove, Illinois Save Big This Sep! Book 3 Nts in Downers Grove Fr $99+/Nt
Expedia
$97 Willowbrook, Illinois Small budget: Stay in Willowbrook this Sep Fr $97+/Nt
Save with Expedia, $26/night less
$163 Bloomingdale, Illinois Sep deal: Residence Inn Chicago Bloomingdale Fr $163+/Nt
Expedia
$102 Westchester, Illinois Hampton Inn Chicago/Westchester (Oak Brook) in Sep: $102 & Up
Expedia
$166 Itasca, Illinois Special deal: 4-Star Westin Chicago Northwest Fr $166+/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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