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Chicago, IL Hotel Deals

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Chicago, IL Hotel Deals

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TYPE PRICE DESTINATION DEAL
$189 Chicago, Illinois $189 & Up: Allegro Chicago - a Kimpton 4-Star Hotel in Chicago
Expedia
$112+ Chicago, Illinois 4.5 Star Luxury Chicago Hotel on Sale! Starting from $112/nt
Jetsetter
$120 Chicago, Illinois BEST WESTERN Grant Park on Sale: Book 3 Nts in Sep Fr $120+/Nt
Save with Expedia, $30/night less
$125+ Chicago, Illinois Chicago on Sale! Starting From $125/nt
Jetsetter
$176 Chicago, Illinois Blake Chicago on Sale: Book 3 Nts in Sep Fr $176+/Nt
Expedia
$522 Chicago, Illinois Great Rates in Chicago + Breakfast!
DealBase.com
$132 Chicago, Illinois Book 3 Nts in Chicago this Sep Fr $132+/Nt
Expedia
$99+ Chicago, Illinois Save Up To 25% on 4-Star Chicago Hotels
trivago
$136 Chicago, Illinois Book 3 Nts in Chicago this Sep Fr $136+/Nt
Save with Expedia, $34/night less
$170 Chicago, Illinois Book 3 Nts in Chicago this Sep Fr $170+/Nt
Expedia
$194 Chicago, Illinois Book 3 Nts in Chicago this Sep Fr $194+/Nt
Expedia
$206 Chicago, Illinois Book 3 Nts in Chicago this Sep Fr $206+/Nt
Expedia
$246 Chicago, Illinois Book 3 Nts in Chicago this Sep Fr $246+/Nt
Expedia
$174 Chicago, Illinois Book 3-Star ACME Company Chicago in Chicago Fr $174+/Nt
Save with Expedia, $9/night less
$167 Chicago, Illinois Book 3-Star BEST WESTERN River North in Chicago Fr $167+/Nt
Expedia
$144 Chicago, Illinois Book 3-Star Hampton Inn & Suites Chicago - Downtown Fr $144+/Nt
Expedia
$219 Chicago, Illinois Book 3-Star Hampton Majestic Chicago Theatre District Fr $219+/Nt
Expedia
$150 Chicago, Illinois Book 3.5-Star Central Loop Fr $150+/Nt
Save with Expedia, $9/night less
$194 Chicago, Illinois Book 3.5-Star Hilton Suites Chicago/Magnificent Mile Fr $194+/Nt
Expedia
$263 Chicago, Illinois Book 3.5-Star Wyndham Grand Chicago Riverfront Fr $263+/Nt
Save with Expedia, $46/night less
$259 Chicago, Illinois Book 4-Star Hyatt Chicago Magnificent Mile Fr $259+/Nt
Expedia
$277 Chicago, Illinois Book 4-Star Swissotel Chicago Fr $277+/Nt
Save with Expedia, $70/night less
$178 Chicago, Illinois Book 4-Star The Whitehall in Chicago Fr $178+/Nt
Save with Expedia, $45/night less
$192 Chicago, Illinois Book 4.5-Star Omni Chicago in Chicago Fr $192+/Nt
Save with Expedia, $47/night less
$138 Chicago, Illinois Book in Chicago: Save at the Congress Plaza in Sep Fr $138+/Nt
Expedia
$159 Chicago, Illinois Book in Chicago: Save this Sep Fr $159+/Nt
Expedia
$182 Chicago, Illinois Book in Chicago: Save this Sep Fr $182+/Nt
Expedia
$195 Chicago, Illinois Book in Chicago: Save this Sep Fr $195+/Nt
Expedia
$216 Chicago, Illinois Book in Chicago: Save this Sep Fr $216+/Nt
Expedia
$385 Chicago, Illinois Book in Chicago: Save this Sep Fr $385+/Nt
Expedia
$139 Chicago, Illinois Book the Chicago South Loop 3 Nts in Sep Fr $139+/Nt
Expedia
$203 Chicago, Illinois Book the Residence Inn Chicago Downtown 3 Nts in Sep Fr $203+/Nt
Expedia
$187 Chicago, Illinois Book the The Silversmith 3 Nts in Sep Fr $187+/Nt
Save with Expedia, $32/night less
$128 Chicago, Illinois Book the Warwick Allerton Chicago 3 Nts in Sep Fr $128+/Nt
Save with Expedia, $87/night less
$199 Chicago, Illinois Chicago Savings! Book 3 Nts in Sep at Conrad Chicago Fr $199+/Nt
Expedia
$180 Chicago, Illinois Chicago Savings! Book 3 Nts in Sep at River Fr $180+/Nt
Save with Expedia, $6/night less
$116 Chicago, Illinois Chicago Savings! Book 3 Nts in Sep Fr $116+/Nt
Expedia
$131 Chicago, Illinois Chicago Savings! Book 3 Nts in Sep Fr $131+/Nt
Save with Expedia, $8/night less
$179 Chicago, Illinois Chicago Savings! Book 3 Nts in Sep Fr $179+/Nt
Expedia
$196 Chicago, Illinois Chicago Savings! Book 3 Nts in Sep Fr $196+/Nt
Expedia
$199 Chicago, Illinois Chicago Savings! Book 3 Nts in Sep Fr $199+/Nt
Expedia
$257 Chicago, Illinois Chicago Savings! Book 3 Nts in Sep Fr $257+/Nt
Expedia
$259 Chicago, Illinois Chicago Savings! Book 3 Nts in Sep Fr $259+/Nt
Expedia
$263 Chicago, Illinois Chicago Savings! Book 3 Nts in Sep Fr $263+/Nt
Expedia
$169 Chicago, Illinois Chicago Savings! Book at Buckingham Athletic Club Fr $169+/Nt
Expedia
$170 Chicago, Illinois Chicago Savings! Book at Hard Rock Chicago Fr $170+/Nt
Save with Expedia, $29/night less
$157 Chicago, Illinois Chicago Savings! Book at Holiday Inn Chicago O'Hare Fr $157+/Nt
Expedia
$231 Chicago, Illinois Chicago Savings! Book at Sheraton Chicago and Towers Fr $231+/Nt
Expedia
$189 Chicago, Illinois Chicago Savings! Book at The Palmer House Hilton Fr $189+/Nt
Expedia
$247 Chicago, Illinois Chicago Savings! Book at W Chicago Lakeshore Fr $247+/Nt
Expedia
$197 Chicago, Illinois Days Inn Chicago on Sale: Book 3 Nts in Sep Fr $197+/Nt
Expedia
$163 Chicago, Illinois Felix on Sale: Book 3 Nts in Sep Fr $163+/Nt
Save with Expedia, $28/night less
$226 Chicago, Illinois Kinzie on Sale: Book 3 Nts in Sep Fr $226+/Nt
Expedia
$353 Chicago, Illinois Park Hyatt Chicago on Sale: Book 3 Nts in Sep Fr $353+/Nt
Expedia
$197 Chicago, Illinois Save at 4-Star The Blackstone A Renaissance: $197 & Up in Sep
Expedia
$275 Chicago, Illinois Save at 4-Star theWit - A DoubleTree by Hilton: $275 & Up in Sep
Expedia
$161 Chicago, Illinois Save Big This Sep! Book 3 Nts in Chicago Fr $161+/Nt
Expedia
$170 Chicago, Illinois Save Big This Sep! Book 3 Nts in Chicago Fr $170+/Nt
Save with Expedia, $91/night less
$179 Chicago, Illinois Save Big This Sep! Book 3 Nts in Chicago Fr $179+/Nt
Expedia
$193 Chicago, Illinois Save Big This Sep! Book 3 Nts in Chicago Fr $193+/Nt
Expedia
$199 Chicago, Illinois Save Big This Sep! Book 3 Nts in Chicago Fr $199+/Nt
Expedia
$226 Chicago, Illinois Save in Chicago: Book 3 Nts in Sep at dana and spa Fr $226+/Nt
Expedia
$173 Chicago, Illinois Save in Chicago: Book 3 Nts in Sep Fr $173+/Nt
Expedia
$186 Chicago, Illinois Save in Chicago: Book 3 Nts in Sep Fr $186+/Nt
Expedia
$196 Chicago, Illinois Save in Chicago: Book 3 Nts in Sep Fr $196+/Nt
Expedia
$203 Chicago, Illinois Save in Chicago: Book 3 Nts in Sep Fr $203+/Nt
Expedia
$296 Chicago, Illinois Save in Chicago: Book 3 Nts in Sep Fr $296+/Nt
Expedia
$215 Chicago, Illinois Sep deal: Chicago Marriott at Medical District/UIC Fr $215+/Nt
Expedia
$161 Chicago, Illinois Sep deal: Crowne Plaza Chicago Magnificent Mile Fr $161+/Nt
Expedia
$249 Chicago, Illinois Sep deal: Embassy Suites Chicago Downtown Lakefront Fr $249+/Nt
Expedia
$153 Chicago, Illinois Sep deal: Homewood Suites by Hilton Chicago Downtown Fr $153+/Nt
Expedia
$99 Chicago, Illinois Sep deal: Hostelling International Chicago Fr $99+/Nt
Expedia
$246 Chicago, Illinois Sep deal: Millennium Knickerbocker Chicago Fr $246+/Nt
Save with Expedia, $43/night less
$179 Chicago, Illinois Sep deal: The Drake Fr $179+/Nt
Expedia
$415 Chicago, Illinois Sep deal: The Ritz-Carlton Chicago (A Four Seasons ) Fr $415+/Nt
Expedia
$153 Chicago, Illinois Sep deal: The Tremont Chicago at Magnificent Mile Fr $153+/Nt
Expedia
$289 Chicago, Illinois Sep deal: The Westin Chicago River North Fr $289+/Nt
Expedia
$243 Chicago, Illinois Sep deal: The Westin Michigan Avenue Chicago Fr $243+/Nt
Expedia
$356 Chicago, Illinois Sep deal: Trump International & Tower Chicago Fr $356+/Nt
Save with Expedia, $89/night less
$249 Chicago, Illinois Small budget: Book Burnham - a Kimpton 3 Nts in Sep Fr $249+/Nt
Expedia
$269 Chicago, Illinois Small budget: Book Renaissance Chicago 3 Nts in Sep Fr $269+/Nt
Expedia
$169 Chicago, Illinois Small budget: Stay in Chicago this Sep Fr $169+/Nt
Save with Expedia, $24/night less
$200 Chicago, Illinois Small budget: Stay in Chicago this Sep Fr $200+/Nt
Expedia
$250 Chicago, Illinois Small budget: Stay in Chicago this Sep Fr $250+/Nt
Expedia
$156 Chicago, Illinois Special deal: 3-Star Holiday Inn Express Cass Fr $156+/Nt
Expedia
$239 Chicago, Illinois Special deal: 4-Star Hyatt Regency Chicago Fr $239+/Nt
Expedia
$159 Chicago, Illinois Special deal: 4-Star MileNorth, A Chicago Fr $159+/Nt
Expedia
$195 Chicago, Illinois Special deal: 4-Star Monaco Chicago - a Kimpton Fr $195+/Nt
Save with Expedia, $35/night less
$466 Chicago, Illinois Special deal: 5-Star The Peninsula Chicago Fr $466+/Nt
Expedia
$162 Chicago, Illinois The James Chicago on Sale: Book 3 Nts in Sep Fr $162+/Nt
Save with Expedia, $54/night less
$255 Chicago, Illinois W Chicago - City Center on Sale: Book 3 Nts in Sep Fr $255+/Nt
Expedia
$353 Chicago, Illinois Waldorf Astoria Chicago on Sale: Book 3 Nts in Sep Fr $353+/Nt
Expedia
$136 Rosemont, Illinois $136 & Up: Hyatt Regency O'Hare 4-Star Hotel in Rosemont
Expedia
$110 Addison, Illinois Addison Savings! Book at Hilton Garden Inn Addison Fr $110+/Nt
Expedia
$80 Arlington Heights, Illinois Arlington Heights Savings! Book 3 Nts in Sep Fr $80+/Nt
Expedia
$132 Bolingbrook, Illinois Bolingbrook Savings! Book at aloft Bolingbrook Fr $132+/Nt
Expedia
$102 Glenview, Illinois Book 3 Nts in Glenview this Sep Fr $102+/Nt
Save with Expedia, $25/night less
$136 Orland Park, Illinois Book 3 Nts in Orland Park this Sep Fr $136+/Nt
Expedia
$90 Westchester, Illinois Book 3 Nts in Westchester this Sep Fr $90+/Nt
Expedia
$104 Des Plaines, Illinois Book 3-Star Hilton Garden Inn Chicago O'Hare Airport Fr $104+/Nt
Expedia
PRICEDESTINATIONDEAL
$145 New York City, New York Cheap Flights from Washington, DC
DealBase.com
$269 New York City, New York Cheap Flights from Phoenix
DealBase.com
$97 New York City, New York Cheap Flights from Boston
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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