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Chicago, IL Hotel Deals

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Chicago, IL Hotel Deals

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TYPE PRICE DESTINATION DEAL
$173 Chicago, Illinois Chicago Savings! Book 3 Nts in Sep at Kinzie Fr $173+/Nt
Expedia
$522 Chicago, Illinois Great Rates in Chicago + Breakfast!
DealBase.com
$252 Chicago, Illinois PUBLIC Chicago in Aug: $252 & Up
Expedia
$99+ Chicago, Illinois Save Up To 25% on 4-Star Chicago Hotels
trivago
$211 Chicago, Illinois Aug deal: Sheraton Chicago and Towers Fr $211+/Nt
Expedia
$167 Chicago, Illinois Book Today and Save + Free Breakfast Daily
BookIt.com
$157 Chicago, Illinois Chicago Savings! Book at InterContinental Chicago Fr $157+/Nt
Expedia
$112+ Chicago, Illinois 4.5 Star Luxury Chicago Hotel on Sale! Starting from $112/nt
Jetsetter
$172 Chicago, Illinois Book 3-Star Holiday Inn Chicago Downtown Fr $172+/Nt
Expedia
$125+ Chicago, Illinois Chicago on Sale! Starting From $125/nt
Jetsetter
$394 Chicago, Illinois Book 5-Star Trump International & Tower Chicago Fr $394+/Nt
Save with Expedia, $98/night less
$149 Chicago, Illinois $149 & Up: River 3.5-Star Hotel in Chicago
Save with Expedia, $10/night less
$283 Chicago, Illinois City Suites in Sep: $283 & Up
Expedia
$132 Chicago, Illinois Book in Chicago: Save at the Congress Plaza in Aug Fr $132+/Nt
Expedia
$223 Chicago, Illinois Book the MileNorth, A Chicago 3 Nts in Aug Fr $223+/Nt
Expedia
$197 Chicago, Illinois Special deal: 4-Star The Westin Chicago River North Fr $197+/Nt
Expedia
$299 Chicago, Illinois Book in Chicago: Save this Aug Fr $299+/Nt
Expedia
$209 Chicago, Illinois Chicago Savings! Book at W Chicago - City Center Fr $209+/Nt
Expedia
$150 Chicago, Illinois Book 3-Star BEST WESTERN River North Fr $150+/Nt
Expedia
$154 Chicago, Illinois Red Roof Inn Chicago Downtown Magnificent Mile in Sep: $154 & Up
Save with Expedia, $38/night less
$179 Chicago, Illinois Special deal: 3-Star Comfort Suites Michigan Avenue Fr $179+/Nt
Expedia
$183 Chicago, Illinois Small budget: Stay in Chicago this Aug Fr $183+/Nt
Expedia
$264 Chicago, Illinois Save in Chicago: Book 3 Nts in Aug Fr $264+/Nt
Save with Expedia, $115/night less
$462 Chicago, Illinois Chicago Savings! Book at Waldorf Astoria Chicago Fr $462+/Nt
Expedia
$133 Chicago, Illinois Chicago Savings! Book 3 Nts in Aug Fr $133+/Nt
Save with Expedia, $23/night less
$275 Chicago, Illinois Book the theWit - A DoubleTree by Hilton 3 Nts in Sep Fr $275+/Nt
Expedia
$123 Chicago, Illinois Book the The Whitehall 3 Nts in Aug Fr $123+/Nt
Save with Expedia, $22/night less
$209 Chicago, Illinois $209 & Up: The Palmer House Hilton 4-Star Hotel in Chicago
Expedia
$105 Chicago, Illinois Aug deal: Club Quarters Chicago - Central Loop Fr $105+/Nt
Save with Expedia, $11/night less
$183 Chicago, Illinois Book 3.5-Star Buckingham Athletic Club in Chicago Fr $183+/Nt
Expedia
$199 Chicago, Illinois Small budget: Stay in Chicago this Aug Fr $199+/Nt
Expedia
$199 Chicago, Illinois Chicago Savings! Book 3 Nts in Aug Fr $199+/Nt
Expedia
$121 Chicago, Illinois Special deal: 3-Star ACME Company Chicago Fr $121+/Nt
Save with Expedia, $22/night less
$149 Chicago, Illinois Small budget: Stay in Chicago this Aug Fr $149+/Nt
Expedia
$188 Chicago, Illinois Small budget: Stay in Chicago this Sep Fr $188+/Nt
Expedia
$129 Chicago, Illinois Book in Chicago: Save this Sep Fr $129+/Nt
Save with Expedia, $14/night less
$154 Chicago, Illinois Book 4-Star W Chicago Lakeshore Fr $154+/Nt
Expedia
$170 Chicago, Illinois Book 3-Star Holiday Inn Chicago O'Hare in Chicago Fr $170+/Nt
Expedia
$178 Chicago, Illinois Chicago Savings! Book 3 Nts in Aug Fr $178+/Nt
Save with Expedia, $31/night less
$136 Chicago, Illinois Small budget: Stay in Chicago this Sep Fr $136+/Nt
Save with Expedia, $23/night less
$200 Chicago, Illinois Book 3 Nts in Chicago this Sep Fr $200+/Nt
Expedia
$195 Chicago, Illinois Book 3 Nts in Chicago this Sep Fr $195+/Nt
Save with Expedia, $34/night less
$116 Chicago, Illinois $116 & Up: Holiday Inn Express Cass 3-Star Hotel in Chicago
Expedia
$129 Chicago, Illinois Small budget: Stay in Chicago this Sep Fr $129+/Nt
Expedia
$179 Chicago, Illinois Book in Chicago: Save this Sep Fr $179+/Nt
Expedia
$104 Chicago, Illinois Book 3.5-Star Indigo Chicago Downtown Gold Coast Fr $104+/Nt
Expedia
$100 Chicago, Illinois Hostelling International Chicago in Sep: $100 & Up
Expedia
$99 Chicago, Illinois Book 3-Star The Tremont Chicago at Magnificent Mile Fr $99+/Nt
Expedia
$204 Chicago, Illinois Fairmont Chicago Millennium Park in Aug: $204 & Up
Save with Expedia, $35/night less
$336 Chicago, Illinois Save Big This Sep! Book 3 Nts at JW Marriott Chicago Fr $336+/Nt
Expedia
$224 Chicago, Illinois The Blackstone A Renaissance in Aug: $224 & Up
Expedia
$218 Chicago, Illinois Special deal: 3.5-Star The Silversmith Fr $218+/Nt
Save with Expedia, $38/night less
$525 Chicago, Illinois Book 5-Star The Peninsula Chicago Fr $525+/Nt
Expedia
$186 Chicago, Illinois Book the Hard Rock Chicago 3 Nts in Aug Fr $186+/Nt
Save with Expedia, $7/night less
$150 Chicago, Illinois Save in Chicago: Book 3 Nts in Aug Fr $150+/Nt
Save with Expedia, $37/night less
$252 Chicago, Illinois Book the Omni Chicago 3 Nts in Aug Fr $252+/Nt
Save with Expedia, $27/night less
$226 Chicago, Illinois Book 3-Star Hampton Inn & Suites Chicago - Downtown Fr $226+/Nt
Expedia
$110 Chicago, Illinois Book 3 Nts in Chicago this Aug Fr $110+/Nt
Expedia
$166 Chicago, Illinois Embassy Suites Chicago Downtown Lakefront in Aug: $166 & Up
Expedia
$216 Chicago, Illinois Chicago Savings! Book at Monaco Chicago - a Kimpton Fr $216+/Nt
Expedia
$216 Chicago, Illinois Sofitel Chicago Water Tower in Sep: $216 & Up
Expedia
$223 Chicago, Illinois Small budget: Stay in Chicago this Aug Fr $223+/Nt
Expedia
$229 Chicago, Illinois Save Big This Aug! Book 3 Nts in Chicago at The Drake Fr $229+/Nt
Expedia
$175 Chicago, Illinois Small budget: Stay in Chicago this Aug Fr $175+/Nt
Expedia
$259 Chicago, Illinois Book 4-Star Hyatt Chicago Magnificent Mile Fr $259+/Nt
Expedia
$145 Chicago, Illinois Small budget: Stay in Chicago this Aug Fr $145+/Nt
Expedia
$194 Chicago, Illinois Aug deal: Courtyard Chicago Downtown/Magnificent Mile Fr $194+/Nt
Expedia
$136 Chicago, Illinois Save Big This Sep! Book 3 Nts in Chicago at Felix Fr $136+/Nt
Save with Expedia, $24/night less
$172 Chicago, Illinois Save Big This Aug! Book 3 Nts in Chicago Fr $172+/Nt
Save with Expedia, $31/night less
$190 Chicago, Illinois Doubletree by Hilton Chicago Magnificent Mile in Aug: $190 & Up
Expedia
$249 Chicago, Illinois Save Big This Aug! Book 3 Nts in Chicago Fr $249+/Nt
Expedia
$113 Chicago, Illinois Holiday Inn Chicago Mart Plaza River North in Aug: $113 & Up
Expedia
$203 Chicago, Illinois Book 3 Nts in Chicago this Aug Fr $203+/Nt
Expedia
$119 Chicago, Illinois Save in Chicago: Book 3 Nts in Aug Fr $119+/Nt
Expedia
$230 Chicago, Illinois Residence Inn Chicago Downtown / River North in Sep: $230 & Up
Expedia
$179 Chicago, Illinois Save Big This Aug! Book 3 Nts at Hilton Chicago Fr $179+/Nt
Expedia
$281 Chicago, Illinois Book 3 Nts in Chicago this Aug Fr $281+/Nt
Expedia
$169 Chicago, Illinois Save Big This Aug! Book 3 Nts at Blake Chicago Fr $169+/Nt
Expedia
$119 Chicago, Illinois Book 4-Star Hilton Chicago O'Hare Airport in Chicago Fr $119+/Nt
Expedia
$232 Chicago, Illinois Special deal: 4-Star Raffaello Fr $232+/Nt
Save with Expedia, $125/night less
$112 Chicago, Illinois Book 3 Nts in Chicago this Aug Fr $112+/Nt
Expedia
$186 Chicago, Illinois Chicago Savings! Book at Allegro Chicago - a Kimpton Fr $186+/Nt
Expedia
$305 Chicago, Illinois $305 & Up: Conrad Chicago 4.5-Star Hotel in Chicago
Expedia
$199 Chicago, Illinois Book 4-Star Hyatt Regency Chicago in Chicago Fr $199+/Nt
Expedia
$126 Chicago, Illinois Warwick Allerton Chicago on Sale: Book 3 Nts in Sep Fr $126+/Nt
Save with Expedia, $42/night less
$109 Chicago, Illinois Travelodge Chicago Downtown in Sep: $109 & Up
Expedia
$169 Chicago, Illinois Small budget: Stay in Chicago this Sep Fr $169+/Nt
Expedia
$279 Chicago, Illinois Chicago Savings! Book at Palomar Chicago, a Kimpton Fr $279+/Nt
Expedia
$254 Chicago, Illinois Book 4-Star Chicago Downtown, Autograph Collection Fr $254+/Nt
Expedia
$319 Chicago, Illinois Special deal: 5-Star Park Hyatt Chicago Fr $319+/Nt
Expedia
$182 Chicago, Illinois Book 3.5-Star Crowne Plaza Chicago - The Metro Fr $182+/Nt
Expedia
$253 Chicago, Illinois Small budget: Book dana and spa 3 Nts in Sep Fr $253+/Nt
Expedia
$154 Chicago, Illinois Crowne Plaza Chicago Magnificent Mile in Aug: $154 & Up
Expedia
$264 Chicago, Illinois Aug deal: The Ritz-Carlton Chicago (A Four Seasons ) Fr $264+/Nt
Save with Expedia, $131/night less
$108 Addison, Illinois Addison Savings! Book 3 Nts in Sep Fr $108+/Nt
Expedia
$110 Addison, Illinois Book in Addison: Save this Sep Fr $110+/Nt
Expedia
$123 Arlington Heights, Illinois Arlington Heights Savings! Book 3 Nts in Sep Fr $123+/Nt
Expedia
$69 Arlington Heights, Illinois Sep deal: Jameson Suites of Arlington Heights Fr $69+/Nt
Save with Expedia, $23/night less
$136 Bedford Park, Illinois Hampton Inn Chicago-Midway Airport in Sep: $136 & Up
Expedia
$146 Bloomingdale, Illinois Book 3 Nts in Bloomingdale this Sep Fr $146+/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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