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Chicago, IL Hotel Deals

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Chicago, IL Hotel Deals

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TYPE PRICE DESTINATION DEAL
$161 Chicago, Illinois Chicago Savings! Book at ACME Company Chicago Fr $161+/Nt
Save with Expedia, $28/night less
$138+ Chicago, Illinois $138: dana hotel and spa, Chicago
Priceline.com
$206 Chicago, Illinois Book 4-Star Burnham - a Kimpton Fr $206+/Nt
Expedia
$153+ Chicago, Illinois $153: Kinzie Hotel, Chicago
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$346 Chicago, Illinois Conrad Chicago in Sep: $346 & Up
Expedia
$145+ Chicago, Illinois $145: PUBLIC Chicago
Priceline.com
$280 Chicago, Illinois $280 & Up: The Westin Chicago River North 4-Star Hotel in Chicago
Expedia
$129+ Chicago, Illinois $129: Raffaello Hotel, Chicago
Hotels.com
$141 Chicago, Illinois Book the Central Loop 3 Nts in Sep Fr $141+/Nt
Expedia
$149+ Chicago, Illinois $149: Crowne Plaza Chicago Metro
Hotels.com
$172 Chicago, Illinois Book 4-Star The Tremont Chicago at Magnificent Mile Fr $172+/Nt
Expedia
$119+ Chicago, Illinois $119: Hyatt Regency Chicago
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$229 Chicago, Illinois Hilton Chicago in Sep: $229 & Up
Expedia
$92+ Chicago, Illinois $92: ACME Hotel Company Chicago
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$213 Chicago, Illinois Chicago Savings! Book at InterContinental Chicago Fr $213+/Nt
Expedia
$103+ Chicago, Illinois $103: Chicago South Loop Hotel
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$189 Chicago, Illinois Hampton Inn & Suites Chicago - Downtown in Sep: $189 & Up
Expedia
$178+ Chicago, Illinois $178: The James Chicago
Hotels.com
$219 Chicago, Illinois Book in Chicago: Save this Sep Fr $219+/Nt
Expedia
$152+ Chicago, Illinois $152: Omni Chicago Hotel
Priceline.com
$110 Chicago, Illinois Book 3-Star Chicago South Loop in Chicago Fr $110+/Nt
Save with Expedia, $19/night less
$135+ Chicago, Illinois $135: The Westin Chicago River North
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$149 Chicago, Illinois Save Big This Sep! Book 3 Nts in Chicago at River Fr $149+/Nt
Expedia
$101+ Chicago, Illinois $101: Millennium Knickerbocker, Chicago
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$177 Chicago, Illinois Book 3 Nts in Chicago this Sep Fr $177+/Nt
Save with Expedia, $19/night less
$181+ Chicago, Illinois $181: Hotel Burnham, a Kimpton Hotel, Chicago
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$206 Chicago, Illinois Book 3 Nts in Chicago this Sep Fr $206+/Nt
Expedia
$147+ Chicago, Illinois $147: Hotel Palomar Chicago, a Kimpton Hotel
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$220 Chicago, Illinois Chicago Savings! Book at Sheraton Chicago and Towers Fr $220+/Nt
Expedia
$15+ Chicago, Illinois Chicago Vacation Rental Deals From $15
Tripping
$272 Chicago, Illinois The Blackstone A Renaissance in Sep: $272 & Up
Expedia
$89+ Chicago, Illinois $89: City Suites Hotel, Chicago
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$179 Chicago, Illinois Chicago Savings! Book at Allegro Chicago - a Kimpton Fr $179+/Nt
Expedia
$134+ Chicago, Illinois $134: Congress Plaza Hotel, Chicago
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$229 Chicago, Illinois theWit - A DoubleTree by Hilton in Sep: $229 & Up
Expedia
$141+ Chicago, Illinois $141: Hard Rock Hotel Chicago
Priceline.com
$440 Chicago, Illinois Book 5-Star Waldorf Astoria Chicago Fr $440+/Nt
Expedia
$395+ Chicago, Illinois $395: The Langham Chicago
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$138 Chicago, Illinois Book 4-Star The Whitehall Fr $138+/Nt
Save with Expedia, $25/night less
$105+ Chicago, Illinois $105: The Palmer House Hilton, Chicago
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$418 Chicago, Illinois Book 5-Star Trump International & Tower Chicago Fr $418+/Nt
Save with Expedia, $104/night less
$111+ Chicago, Illinois $111: Chicago's Essex Inn
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$251 Chicago, Illinois Book the Sofitel Chicago Water Tower 3 Nts in Sep Fr $251+/Nt
Expedia
$242+ Chicago, Illinois $242: Four Seasons Hotel Chicago
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$136 Chicago, Illinois Sep deal: Holiday Inn Chicago Mart Plaza River North Fr $136+/Nt
Expedia
$123+ Chicago, Illinois $123: Radisson Blu Aqua Hotel Chicago
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$304 Chicago, Illinois Sep deal: Four Seasons Chicago Fr $304+/Nt
Save with Expedia, $151/night less
$99+ Chicago, Illinois $99: Hilton Chicago O'Hare Airport
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$165 Chicago, Illinois Save at 4-Star dana and spa: $165 & Up in Sep
Save with Expedia, $41/night less
$71+ Chicago, Illinois $71: Inn of Chicago, an Ascend Hotel Collection Member
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$169 Chicago, Illinois Chicago Savings! Book at The Palmer House Hilton Fr $169+/Nt
Expedia
$88+ Chicago, Illinois $88: Embassy Suites Chicago Downtown
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$187 Chicago, Illinois Chicago Savings! Book at Holiday Inn Express Cass Fr $187+/Nt
Expedia
$89+ Chicago, Illinois Chicago Hotel Deals For As Low As $89/nt!
Jetsetter
$219 Chicago, Illinois Book 3-Star Hampton Majestic Chicago Theatre District Fr $219+/Nt
Expedia
$243+ Chicago, Illinois $243: The Ritz-Carlton Chicago
Priceline.com
$282 Chicago, Illinois Book 3 Nts in Chicago this Sep Fr $282+/Nt
Expedia
$188+ Chicago, Illinois $188: Loews Chicago Hotel
Priceline.com
$179 Chicago, Illinois Special deal: 4-Star Hyatt Regency McCormick Place Fr $179+/Nt
Expedia
$100+ Chicago, Illinois $100: Chicago Lake Shore Hotel
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$199 Chicago, Illinois Doubletree by Hilton Chicago Magnificent Mile in Sep: $199 & Up
Expedia
$109+ Chicago, Illinois $109: The Willows Hotel, Chicago
Priceline.com
$239 Chicago, Illinois Chicago Savings! Book 3 Nts in Sep Fr $239+/Nt
Expedia
$139+ Chicago, Illinois $139: The Drake Hotel, Chicago
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$117 Chicago, Illinois Save in Chicago: Book 3 Nts in Sep Fr $117+/Nt
Expedia
$121 Chicago, Illinois Raffaello in Sep: $121 & Up
Save with Expedia, $22/night less
$149 Chicago, Illinois $149 & Up: Holiday Inn Chicago Downtown 3-Star Hotel in Chicago
Expedia
$156 Chicago, Illinois Small budget: Stay in Chicago this Sep Fr $156+/Nt
Save with Expedia, $28/night less
$180 Chicago, Illinois Save Big This Sep! Book 3 Nts in Chicago Fr $180+/Nt
Expedia
$234 Chicago, Illinois Sep deal: PUBLIC Chicago Fr $234+/Nt
Expedia
$243 Chicago, Illinois $243 & Up: Buckingham Athletic Club 3.5-Star Hotel in Chicago
Expedia
$199 Chicago, Illinois Book 4-Star The Drake in Chicago Fr $199+/Nt
Expedia
$283 Chicago, Illinois Save Big This Sep! Book 3 Nts at JW Marriott Chicago Fr $283+/Nt
Expedia
$229 Chicago, Illinois Chicago Savings! Book at W Chicago - City Center Fr $229+/Nt
Expedia
$226 Chicago, Illinois Save Big This Sep! Book 3 Nts in Chicago Fr $226+/Nt
Expedia
$82 Chicago, Illinois Chicago Savings! Book 3 Nts in Sep Fr $82+/Nt
Expedia
$189 Chicago, Illinois Special deal: 3-Star Comfort Suites Michigan Avenue Fr $189+/Nt
Expedia
$138 Chicago, Illinois $138 & Up: Congress Plaza 3-Star Hotel in Chicago
Save with Expedia, $15/night less
$193 Chicago, Illinois Save Big This Sep! Book 3 Nts in Chicago Fr $193+/Nt
Expedia
$185 Chicago, Illinois Sep deal: Courtyard Chicago Downtown/Magnificent Mile Fr $185+/Nt
Expedia
$219 Chicago, Illinois Chicago Savings! Book at Swissotel Chicago Fr $219+/Nt
Save with Expedia, $24/night less
$187 Chicago, Illinois Book 4-Star Fairmont Chicago Millennium Park Fr $187+/Nt
Save with Expedia, $62/night less
$299 Chicago, Illinois Book 4-Star Renaissance Chicago Fr $299+/Nt
Expedia
$165 Chicago, Illinois Sep deal: Club Quarters, Central Loop Fr $165+/Nt
Expedia
$193 Chicago, Illinois Sep deal: Crowne Plaza Chicago - The Metro Fr $193+/Nt
Expedia
$159 Chicago, Illinois Chicago Savings! Book 3 Nts in Sep Fr $159+/Nt
Expedia
$189 Chicago, Illinois $189 & Up: Hyatt Chicago Magnificent Mile 4-Star Hotel in Chicago
Expedia
$469 Chicago, Illinois Chicago Savings! Book at The Peninsula Chicago Fr $469+/Nt
Expedia
$320 Chicago, Illinois The Ritz-Carlton Chicago (A Four Seasons ) in Sep: $320 & Up
Expedia
$158 Chicago, Illinois Sep deal: Chicago's Essex Inn Fr $158+/Nt
Save with Expedia, $28/night less
$159 Chicago, Illinois Homewood Suites by Hilton Chicago Downtown in Sep: $159 & Up
Expedia
$225 Chicago, Illinois Kinzie in Sep: $225 & Up
Save with Expedia, $24/night less
$219 Chicago, Illinois Book in Chicago: Save this Sep Fr $219+/Nt
Expedia
$199 Chicago, Illinois Chicago Savings! Book at Hyatt Regency Chicago Fr $199+/Nt
Expedia
$155 Chicago, Illinois Chicago Savings! Book at Warwick Allerton Chicago Fr $155+/Nt
Expedia
$220 Chicago, Illinois Save Big This Sep! Book 3 Nts in Chicago Fr $220+/Nt
Expedia
$153 Chicago, Illinois Chicago Savings! Book 3 Nts in Sep Fr $153+/Nt
Expedia
$143 Chicago, Illinois Book the BEST WESTERN Grant Park 3 Nts in Sep Fr $143+/Nt
Expedia
$100 Chicago, Illinois Book in Chicago: Save this Sep Fr $100+/Nt
Save with Expedia, $39/night less
$355 Chicago, Illinois Save at 5-Star Park Hyatt Chicago: $355 & Up in Sep
Expedia
PRICEDESTINATIONDEAL
$78 Philadelphia, Pennsylvania Cheap Flights from Tampa
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$117 Philadelphia, Pennsylvania Cheap Flights from Boston
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$49 Philadelphia, Pennsylvania Frontier Airlines Last Minute Fares
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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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