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Chicago, IL Hotel Deals

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Chicago, IL Hotel Deals

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TYPE PRICE DESTINATION DEAL
$100+ Chicago, Illinois $100: Chicago Lake Shore Hotel
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$136 Chicago, Illinois $136 & Up: Felix 4-Star Hotel in Chicago
Save with Expedia, $24/night less
$101+ Chicago, Illinois $101: Millennium Knickerbocker, Chicago
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$149 Chicago, Illinois $149 & Up: Comfort Suites Michigan Avenue 3-Star Hotel in Chicago
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$103+ Chicago, Illinois $103: The Buckingham Athletic Club & Hotel, Chicago
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$154 Chicago, Illinois $154 & Up: dana and spa 4-Star Hotel in Chicago
Save with Expedia, $39/night less
$105+ Chicago, Illinois $105: The Palmer House Hilton, Chicago
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$193 Chicago, Illinois $193 & Up: Hilton Chicago 4-Star Hotel in Chicago
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$109+ Chicago, Illinois $109: The Willows Hotel, Chicago
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$199 Chicago, Illinois $199 & Up: Burnham - a Kimpton 4-Star Hotel in Chicago
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$111+ Chicago, Illinois $111: Chicago's Essex Inn
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$223 Chicago, Illinois $223 & Up: W Chicago - City Center 4-Star Hotel in Chicago
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$119+ Chicago, Illinois $119: The Palmer House Hilton, Chicago
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$253 Chicago, Illinois $253 & Up: Swissotel Chicago 4-Star Hotel in Chicago
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$123+ Chicago, Illinois $123: Raffaello Hotel, Chicago
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$353 Chicago, Illinois $353 & Up: Waldorf Astoria Chicago 5-Star Hotel in Chicago
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$129+ Chicago, Illinois $129: Raffaello Hotel, Chicago
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$189 Chicago, Illinois Allegro Chicago - a Kimpton in Aug: $189 & Up
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$134+ Chicago, Illinois $134: Congress Plaza Hotel, Chicago
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$203 Chicago, Illinois Aug deal: Buckingham Athletic Club Fr $203+/Nt
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$135+ Chicago, Illinois $135: The Westin Chicago River North
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$193 Chicago, Illinois Aug deal: Chicago Marriott Downtown Magnificent Mile Fr $193+/Nt
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$138+ Chicago, Illinois $138: dana hotel and spa, Chicago
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$219 Chicago, Illinois Aug deal: Hampton Majestic Chicago Theatre District Fr $219+/Nt
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$139+ Chicago, Illinois $139: The Drake Hotel, Chicago
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$177 Chicago, Illinois Aug deal: Sheraton Chicago and Towers Fr $177+/Nt
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$141+ Chicago, Illinois $141: Hard Rock Hotel Chicago
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$219 Chicago, Illinois Aug deal: The Blackstone A Renaissance Fr $219+/Nt
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$145+ Chicago, Illinois $145: PUBLIC Chicago
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$316 Chicago, Illinois Aug deal: The Ritz-Carlton Chicago (A Four Seasons ) Fr $316+/Nt
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$147+ Chicago, Illinois $147: Hotel Palomar Chicago, a Kimpton Hotel
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$330 Chicago, Illinois Aug deal: Trump International & Tower Chicago Fr $330+/Nt
Save with Expedia, $82/night less
$149+ Chicago, Illinois $149: Crowne Plaza Chicago Metro
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$168 Chicago, Illinois BEST WESTERN Grant Park in Aug: $168 & Up
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$152+ Chicago, Illinois $152: Hotel Monaco Chicago, a Kimpton Hotel
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$178 Chicago, Illinois Book 3 Nts in Chicago this Aug Fr $178+/Nt
Save with Expedia, $31/night less
$153+ Chicago, Illinois $153: Kinzie Hotel, Chicago
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$179 Chicago, Illinois Book 3 Nts in Chicago this Aug Fr $179+/Nt
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$178+ Chicago, Illinois $178: The James Chicago
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$200 Chicago, Illinois Book 3 Nts in Chicago this Aug Fr $200+/Nt
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$181+ Chicago, Illinois $181: Hotel Burnham, a Kimpton Hotel, Chicago
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$223 Chicago, Illinois Book 3-Star AC Chicago Downtown Fr $223+/Nt
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$188+ Chicago, Illinois $188: Loews Chicago Hotel
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$126 Chicago, Illinois Book 3-Star Congress Plaza Fr $126+/Nt
Save with Expedia, $13/night less
$242+ Chicago, Illinois $242: Four Seasons Hotel Chicago
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$135 Chicago, Illinois Book 3-Star Holiday Inn Chicago Downtown Fr $135+/Nt
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$243+ Chicago, Illinois $243: The Ritz-Carlton Chicago
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$173 Chicago, Illinois Book 3-Star La Quinta Inn & Suites Chicago Downtown Fr $173+/Nt
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$395+ Chicago, Illinois $395: The Peninsula Chicago
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$141 Chicago, Illinois Book 3.5-Star Blake Chicago in Chicago Fr $141+/Nt
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$71+ Chicago, Illinois $71: Inn of Chicago, an Ascend Hotel Collection Member
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$128 Chicago, Illinois Book 3.5-Star Central Loop Fr $128+/Nt
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$88+ Chicago, Illinois $88: Embassy Suites Chicago Downtown
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$141 Chicago, Illinois Book 3.5-Star Club Quarters, Central Loop Fr $141+/Nt
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$89+ Chicago, Illinois $89: City Suites Hotel, Chicago
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$193 Chicago, Illinois Book 3.5-Star Courtyard Chicago Downtown River North Fr $193+/Nt
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$92+ Chicago, Illinois $92: ACME Hotel Company Chicago
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$146 Chicago, Illinois Book 3.5-Star Hilton Suites Chicago/Magnificent Mile Fr $146+/Nt
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$99+ Chicago, Illinois $99: Hilton Chicago O'Hare Airport
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$171 Chicago, Illinois Book 3.5-Star Kinzie Fr $171+/Nt
Save with Expedia, $18/night less
$89+ Chicago, Illinois Chicago Hotel Deals For As Low As $89/nt!
Jetsetter
$189 Chicago, Illinois Book 4-Star Palomar Chicago, a Kimpton Fr $189+/Nt
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$15+ Chicago, Illinois Chicago Vacation Rental Deals From $15
Tripping
$121 Chicago, Illinois Book 4-Star The Tremont Chicago at Magnificent Mile Fr $121+/Nt
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$145 Chicago, Illinois Book 4-Star Warwick Allerton Chicago Fr $145+/Nt
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$171 Chicago, Illinois Book 4.5-Star InterContinental Chicago Fr $171+/Nt
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$223 Chicago, Illinois Book 4.5-Star The James Chicago Fr $223+/Nt
Save with Expedia, $40/night less
$519 Chicago, Illinois Book 5-Star The Peninsula Chicago in Chicago Fr $519+/Nt
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$153 Chicago, Illinois Book in Chicago: Save this Aug Fr $153+/Nt
Save with Expedia, $26/night less
$184 Chicago, Illinois Book in Chicago: Save this Aug Fr $184+/Nt
Save with Expedia, $32/night less
$246 Chicago, Illinois Book in Chicago: Save this Aug Fr $246+/Nt
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$113 Chicago, Illinois Book the Chicago South Loop 3 Nts in Aug Fr $113+/Nt
Save with Expedia, $20/night less
$269 Chicago, Illinois Book the Hyatt Chicago Magnificent Mile 3 Nts in Aug Fr $269+/Nt
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$149 Chicago, Illinois Book the Hyatt Regency McCormick Place 3 Nts in Aug Fr $149+/Nt
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$181 Chicago, Illinois Book the Sofitel Chicago Water Tower 3 Nts in Aug Fr $181+/Nt
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$159 Chicago, Illinois Chicago Downtown, Autograph Collection in Aug: $159 & Up
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$167 Chicago, Illinois Chicago Marriott at Medical District/UIC in Aug: $167 & Up
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$249 Chicago, Illinois Chicago Savings! Book 3 Nts in Aug at Conrad Chicago Fr $249+/Nt
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$199 Chicago, Illinois Chicago Savings! Book 3 Nts in Aug at The Drake Fr $199+/Nt
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$107 Chicago, Illinois Chicago Savings! Book 3 Nts in Aug Fr $107+/Nt
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$143 Chicago, Illinois Chicago Savings! Book 3 Nts in Aug Fr $143+/Nt
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$153 Chicago, Illinois Chicago Savings! Book 3 Nts in Aug Fr $153+/Nt
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$168 Chicago, Illinois Chicago Savings! Book 3 Nts in Aug Fr $168+/Nt
Save with Expedia, $41/night less
$169 Chicago, Illinois Chicago Savings! Book 3 Nts in Aug Fr $169+/Nt
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$169 Chicago, Illinois Chicago Savings! Book 3 Nts in Aug Fr $169+/Nt
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$172 Chicago, Illinois Chicago Savings! Book 3 Nts in Aug Fr $172+/Nt
Save with Expedia, $57/night less
$209 Chicago, Illinois Chicago Savings! Book 3 Nts in Aug Fr $209+/Nt
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$155 Chicago, Illinois Chicago Savings! Book at Hyatt Regency Chicago Fr $155+/Nt
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$179 Chicago, Illinois Chicago Savings! Book at Monaco Chicago - a Kimpton Fr $179+/Nt
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$270 Chicago, Illinois Four Seasons Chicago in Aug: $270 & Up
Save with Expedia, $135/night less
$169 Chicago, Illinois Hampton Inn Chicago Downtown/Magnificent Mile in Aug: $169 & Up
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$130 Chicago, Illinois Holiday Inn Chicago Mart Plaza River North in Aug: $130 & Up
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$116 Chicago, Illinois Holiday Inn Express Cass on Sale: Book 3 Nts in Aug Fr $116+/Nt
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$130 Chicago, Illinois Millennium Knickerbocker Chicago in Aug: $130 & Up
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$325 Chicago, Illinois Park Hyatt Chicago in Aug: $325 & Up
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$85 Chicago, Illinois Red Roof Inn Chicago Downtown Magnificent Mile in Aug: $85 & Up
Save with Expedia, $15/night less
$130 Chicago, Illinois Save Big This Aug! Book 3 Nts at Raffaello Fr $130+/Nt
Save with Expedia, $23/night less
$141 Chicago, Illinois Save Big This Aug! Book 3 Nts at River Fr $141+/Nt
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$117 Chicago, Illinois Save Big This Aug! Book 3 Nts in Chicago Fr $117+/Nt
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$140 Chicago, Illinois Save Big This Aug! Book 3 Nts in Chicago Fr $140+/Nt
Expedia
PRICEDESTINATIONDEAL
$257 Newark, New Jersey Cheap Flights from Denver
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$237 Newark, New Jersey Cheap Flights from Nashville
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$171 Newark, New Jersey Cheap Flights from Charlotte
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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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