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Chicago, IL Hotel Deals

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Chicago, IL Hotel Deals

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TYPE PRICE DESTINATION DEAL
$186 Chicago, Illinois $186 & Up: Comfort Suites Michigan Avenue 3-Star Hotel in Chicago
Expedia
$112+ Chicago, Illinois 4.5 Star Luxury Chicago Hotel on Sale! Starting from $112/nt
Jetsetter
$203 Chicago, Illinois $203 & Up: Buckingham Athletic Club 3.5-Star Hotel in Chicago
Expedia
$125+ Chicago, Illinois Chicago on Sale! Starting From $125/nt
Jetsetter
$223 Chicago, Illinois $223 & Up: dana and spa 4-Star Hotel in Chicago
Expedia
$522 Chicago, Illinois Great Rates in Chicago + Breakfast!
DealBase.com
$189 Chicago, Illinois Allegro Chicago - a Kimpton in Sep: $189 & Up
Expedia
$99+ Chicago, Illinois Save Up To 25% on 4-Star Chicago Hotels
trivago
$139 Chicago, Illinois BEST WESTERN Grant Park on Sale: Book 3 Nts in Sep Fr $139+/Nt
Save with Expedia, $35/night less
$189 Chicago, Illinois Book 3 Nts in Chicago this Sep Fr $189+/Nt
Expedia
$191 Chicago, Illinois Book 3 Nts in Chicago this Sep Fr $191+/Nt
Save with Expedia, $63/night less
$153 Chicago, Illinois Book 3-Star Chicago's Essex Inn in Chicago Fr $153+/Nt
Save with Expedia, $26/night less
$191 Chicago, Illinois Book 3.5-Star Crowne Plaza Chicago - The Metro Fr $191+/Nt
Expedia
$232 Chicago, Illinois Book 3.5-Star Embassy Suites Chicago Downtown Fr $232+/Nt
Expedia
$259 Chicago, Illinois Book 3.5-Star Kinzie Fr $259+/Nt
Expedia
$255 Chicago, Illinois Book 3.5-Star Wyndham Grand Chicago Riverfront Fr $255+/Nt
Save with Expedia, $44/night less
$249 Chicago, Illinois Book 4-Star Burnham - a Kimpton in Chicago Fr $249+/Nt
Expedia
$169 Chicago, Illinois Book 4-Star Hilton Chicago O'Hare Airport in Chicago Fr $169+/Nt
Expedia
$199 Chicago, Illinois Book 4-Star Hyatt Regency Chicago Fr $199+/Nt
Expedia
$214 Chicago, Illinois Book 4-Star The Westin Michigan Avenue Chicago Fr $214+/Nt
Expedia
$155 Chicago, Illinois Book in Chicago: Save this Sep Fr $155+/Nt
Expedia
$190 Chicago, Illinois Book in Chicago: Save this Sep Fr $190+/Nt
Expedia
$203 Chicago, Illinois Book in Chicago: Save this Sep Fr $203+/Nt
Save with Expedia, $36/night less
$213 Chicago, Illinois Book in Chicago: Save this Sep Fr $213+/Nt
Expedia
$217 Chicago, Illinois Book in Chicago: Save this Sep Fr $217+/Nt
Expedia
$221 Chicago, Illinois Book in Chicago: Save this Sep Fr $221+/Nt
Save with Expedia, $38/night less
$201 Chicago, Illinois Book the Raffaello 3 Nts in Sep Fr $201+/Nt
Save with Expedia, $108/night less
$276 Chicago, Illinois Book the The Blackstone A Renaissance 3 Nts in Sep Fr $276+/Nt
Expedia
$206 Chicago, Illinois Chicago Marriott at Medical District/UIC in Sep: $206 & Up
Expedia
$265 Chicago, Illinois Chicago Savings! Book 3 Nts in Sep at Conrad Chicago Fr $265+/Nt
Expedia
$240 Chicago, Illinois Chicago Savings! Book 3 Nts in Sep at Omni Chicago Fr $240+/Nt
Save with Expedia, $59/night less
$194 Chicago, Illinois Chicago Savings! Book 3 Nts in Sep at The Whitehall Fr $194+/Nt
Save with Expedia, $49/night less
$141 Chicago, Illinois Chicago Savings! Book 3 Nts in Sep Fr $141+/Nt
Expedia
$209 Chicago, Illinois Chicago Savings! Book 3 Nts in Sep Fr $209+/Nt
Expedia
$218 Chicago, Illinois Chicago Savings! Book 3 Nts in Sep Fr $218+/Nt
Expedia
$219 Chicago, Illinois Chicago Savings! Book 3 Nts in Sep Fr $219+/Nt
Expedia
$236 Chicago, Illinois Chicago Savings! Book 3 Nts in Sep Fr $236+/Nt
Expedia
$212 Chicago, Illinois Chicago Savings! Book at ACME Company Chicago Fr $212+/Nt
Save with Expedia, $11/night less
$309 Chicago, Illinois Chicago Savings! Book at JW Marriott Chicago Fr $309+/Nt
Expedia
$243 Chicago, Illinois Chicago Savings! Book at MileNorth, A Chicago Fr $243+/Nt
Expedia
$279 Chicago, Illinois Chicago Savings! Book at Monaco Chicago - a Kimpton Fr $279+/Nt
Expedia
$525 Chicago, Illinois Chicago Savings! Book at The Peninsula Chicago Fr $525+/Nt
Expedia
$154 Chicago, Illinois Club Quarters Chicago - Central Loop in Sep: $154 & Up
Expedia
$209 Chicago, Illinois Crowne Plaza Chicago Magnificent Mile in Sep: $209 & Up
Expedia
$186 Chicago, Illinois Doubletree by Hilton Chicago Magnificent Mile in Sep: $186 & Up
Expedia
$163 Chicago, Illinois Holiday Inn Chicago Downtown in Sep: $163 & Up
Expedia
$213 Chicago, Illinois Holiday Inn Chicago Mart Plaza River North in Sep: $213 & Up
Expedia
$187 Chicago, Illinois Holiday Inn Express Chicago-Midway Airport in Sep: $187 & Up
Expedia
$362 Chicago, Illinois Park Hyatt Chicago on Sale: Book 3 Nts in Sep Fr $362+/Nt
Expedia
$269 Chicago, Illinois PUBLIC Chicago on Sale: Book 3 Nts in Sep Fr $269+/Nt
Expedia
$142 Chicago, Illinois Red Roof Inn Chicago Downtown Magnificent Mile in Sep: $142 & Up
Save with Expedia, $35/night less
$174 Chicago, Illinois Save at 3-Star BEST WESTERN River North: $174 & Up in Sep
Expedia
$206 Chicago, Illinois Save at 3.5-Star The Silversmith: $206 & Up in Sep
Save with Expedia, $37/night less
$383 Chicago, Illinois Save at 5-Star Waldorf Astoria Chicago: $383 & Up in Sep
Expedia
$266 Chicago, Illinois Save Big This Sep! Book 3 Nts at Hard Rock Chicago Fr $266+/Nt
Expedia
$141 Chicago, Illinois Save Big This Sep! Book 3 Nts in Chicago Fr $141+/Nt
Expedia
$196 Chicago, Illinois Save Big This Sep! Book 3 Nts in Chicago Fr $196+/Nt
Expedia
$229 Chicago, Illinois Save in Chicago: Book 3 Nts in Sep at The Drake Fr $229+/Nt
Expedia
$164 Chicago, Illinois Save in Chicago: Book 3 Nts in Sep Fr $164+/Nt
Expedia
$183 Chicago, Illinois Save in Chicago: Book 3 Nts in Sep Fr $183+/Nt
Expedia
$190 Chicago, Illinois Save in Chicago: Book 3 Nts in Sep Fr $190+/Nt
Expedia
$199 Chicago, Illinois Save in Chicago: Book 3 Nts in Sep Fr $199+/Nt
Expedia
$224 Chicago, Illinois Save in Chicago: Book 3 Nts in Sep Fr $224+/Nt
Expedia
$254 Chicago, Illinois Save in Chicago: Book 3 Nts in Sep Fr $254+/Nt
Expedia
$259 Chicago, Illinois Save in Chicago: Book 3 Nts in Sep Fr $259+/Nt
Expedia
$263 Chicago, Illinois Save in Chicago: Book 3 Nts in Sep Fr $263+/Nt
Expedia
$263 Chicago, Illinois Save in Chicago: Book 3 Nts in Sep Fr $263+/Nt
Expedia
$169 Chicago, Illinois Sep deal: Embassy Suites Chicago Downtown Lakefront Fr $169+/Nt
Expedia
$174 Chicago, Illinois Sep deal: Hilton Suites Chicago/Magnificent Mile Fr $174+/Nt
Expedia
$104 Chicago, Illinois Sep deal: Hostelling International Chicago Fr $104+/Nt
Expedia
$204 Chicago, Illinois Sep deal: Howard Johnson Inn Downtown Chicago Fr $204+/Nt
Expedia
$189 Chicago, Illinois Sep deal: Hyatt Regency McCormick Place Fr $189+/Nt
Expedia
$198 Chicago, Illinois Sep deal: Millennium Knickerbocker Chicago Fr $198+/Nt
Save with Expedia, $35/night less
$237 Chicago, Illinois Sep deal: Sheraton Chicago and Towers Fr $237+/Nt
Expedia
$169 Chicago, Illinois Sep deal: The Palmer House Hilton Fr $169+/Nt
Expedia
$269 Chicago, Illinois Sep deal: theWit - A DoubleTree by Hilton Fr $269+/Nt
Expedia
$129 Chicago, Illinois Sep deal: Travelodge Chicago Downtown Fr $129+/Nt
Expedia
$394 Chicago, Illinois Sep deal: Trump International & Tower Chicago Fr $394+/Nt
Save with Expedia, $98/night less
$238 Chicago, Illinois Sep deal: W Chicago - City Center Fr $238+/Nt
Expedia
$140 Chicago, Illinois Small budget: Book Days Inn Chicago 3 Nts in Sep Fr $140+/Nt
Expedia
$347 Chicago, Illinois Small budget: Book Four Seasons Chicago 3 Nts in Sep Fr $347+/Nt
Save with Expedia, $38/night less
$249 Chicago, Illinois Small budget: Stay in Chicago this Sep Fr $249+/Nt
Expedia
$138 Chicago, Illinois Special deal: 3-Star Chicago South Loop Fr $138+/Nt
Save with Expedia, $25/night less
$139 Chicago, Illinois Special deal: 3-Star Holiday Inn Chicago O'Hare Fr $139+/Nt
Expedia
$165 Chicago, Illinois Special deal: 3.5-Star River Fr $165+/Nt
Save with Expedia, $11/night less
$179 Chicago, Illinois Special deal: 4-Star Hilton Chicago Fr $179+/Nt
Expedia
$306 Chicago, Illinois Special deal: 4-Star The Westin Chicago River North Fr $306+/Nt
Expedia
$248 Chicago, Illinois Special deal: 4.5-Star Sofitel Chicago Water Tower Fr $248+/Nt
Expedia
$243 Chicago, Illinois Swissotel Chicago in Sep: $243 & Up
Save with Expedia, $60/night less
$133 Chicago, Illinois The Tremont Chicago at Magnificent Mile in Sep: $133 & Up
Expedia
$284 Chicago, Illinois W Chicago Lakeshore on Sale: Book 3 Nts in Sep Fr $284+/Nt
Expedia
$85 Addison, Illinois Addison Savings! Book at Hampton Inn & Suites Addison Fr $85+/Nt
Expedia
$101 Arlington Heights, Illinois Book 3 Nts in Arlington Heights this Sep Fr $101+/Nt
Expedia
$112 Des Plaines, Illinois Book 3 Nts in Des Plaines this Sep Fr $112+/Nt
Expedia
$313 Rosemont, Illinois Book 3 Nts in Rosemont this Sep Fr $313+/Nt
Expedia
$142 Skokie, Illinois Book 3 Nts in Skokie this Sep Fr $142+/Nt
Expedia
$97 Addison, Illinois Book 3-Star Hilton Garden Inn Addison in Addison Fr $97+/Nt
Expedia
$104 Tinley Park, Illinois Book 3-Star Hilton Garden Inn Chicago/Tinley Park Fr $104+/Nt
Expedia
$112 Lombard, Illinois Book 3-Star Hyatt Place Chicago/Lombard in Lombard Fr $112+/Nt
Expedia
$119 Rosemont, Illinois Book 3.5-Star Hilton Rosemont / Chicago O'Hare Fr $119+/Nt
Expedia
PRICEDESTINATIONDEAL
$145 New York City, New York Cheap Flights from Washington, DC
DealBase.com
$215 New York City, New York Cheap Flights from Milwaukee
DealBase.com
$145 New York City, New York Cheap Flights from Ft. Lauderdale
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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