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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 ACME Company Chicago in Sep: $161 & Up
Save with Expedia, $28/night less
$138+ Chicago, Illinois $138: dana hotel and spa, Chicago
Priceline.com
$290 Chicago, Illinois $290 & Up: The Westin Chicago River North 4-Star Hotel in Chicago
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$153+ Chicago, Illinois $153: Kinzie Hotel, Chicago
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$375 Chicago, Illinois $375 & Up: Waldorf Astoria Chicago 5-Star Hotel in Chicago
Expedia
$145+ Chicago, Illinois $145: PUBLIC Chicago
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$141 Chicago, Illinois Central Loop on Sale: Book 3 Nts in Sep Fr $141+/Nt
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$129+ Chicago, Illinois $129: Raffaello Hotel, Chicago
Hotels.com
$229 Chicago, Illinois Book in Chicago: Save this Sep Fr $229+/Nt
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$149+ Chicago, Illinois $149: Crowne Plaza Chicago Metro
Hotels.com
$213 Chicago, Illinois InterContinental Chicago in Sep: $213 & Up
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$119+ Chicago, Illinois $119: The Palmer House Hilton, Chicago
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$189 Chicago, Illinois Hampton Inn & Suites Chicago - Downtown in Sep: $189 & Up
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$92+ Chicago, Illinois $92: ACME Hotel Company Chicago
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$150 Chicago, Illinois Book 3 Nts in Chicago this Sep Fr $150+/Nt
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$103+ Chicago, Illinois $103: Chicago South Loop Hotel
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$180 Chicago, Illinois Save Big This Sep! Book 3 Nts in Chicago Fr $180+/Nt
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$152+ Chicago, Illinois $152: Omni Chicago Hotel
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$171 Chicago, Illinois Save Big This Sep! Book 3 Nts in Chicago Fr $171+/Nt
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$178+ Chicago, Illinois $178: The James Chicago
Hotels.com
$176 Chicago, Illinois Save Big This Sep! Book 3 Nts in Chicago Fr $176+/Nt
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$135+ Chicago, Illinois $135: The Westin Chicago River North
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$110 Chicago, Illinois Special deal: 3-Star Chicago South Loop Fr $110+/Nt
Save with Expedia, $19/night less
$101+ Chicago, Illinois $101: Millennium Knickerbocker, Chicago
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$213 Chicago, Illinois Sep deal: Embassy Suites by Hilton Chicago Downtown Fr $213+/Nt
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$181+ Chicago, Illinois $181: Hotel Burnham, a Kimpton Hotel, Chicago
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$223 Chicago, Illinois Small budget: Stay in Chicago this Sep Fr $223+/Nt
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$147+ Chicago, Illinois $147: Hotel Palomar Chicago, a Kimpton Hotel
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$179 Chicago, Illinois Book 4-Star Allegro Chicago - a Kimpton in Chicago Fr $179+/Nt
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$15+ Chicago, Illinois Chicago Vacation Rental Deals From $15
Tripping
$229 Chicago, Illinois Book 4-Star theWit - A DoubleTree by Hilton Fr $229+/Nt
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$89+ Chicago, Illinois $89: City Suites Hotel, Chicago
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$186 Chicago, Illinois Small budget: Book AC Chicago Downtown 3 Nts in Sep Fr $186+/Nt
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$134+ Chicago, Illinois $134: Congress Plaza Hotel, Chicago
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$149 Chicago, Illinois Save in Chicago: Book 3 Nts in Sep Fr $149+/Nt
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$141+ Chicago, Illinois $141: Hard Rock Hotel Chicago
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$100 Chicago, Illinois Book 3 Nts in Chicago this Sep Fr $100+/Nt
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$395+ Chicago, Illinois $395: The Langham Chicago
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$136 Chicago, Illinois Save in Chicago: Book 3 Nts in Sep Fr $136+/Nt
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$105+ Chicago, Illinois $105: The Palmer House Hilton, Chicago
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$304 Chicago, Illinois Book 5-Star Four Seasons Chicago Fr $304+/Nt
Save with Expedia, $151/night less
$111+ Chicago, Illinois $111: Chicago's Essex Inn
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$113 Chicago, Illinois Book 3.5-Star Indigo Chicago Downtown Gold Coast Fr $113+/Nt
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$242+ Chicago, Illinois $242: Four Seasons Hotel Chicago
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$106 Chicago, Illinois Sep deal: Club Quarters, Central Loop Fr $106+/Nt
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$123+ Chicago, Illinois $123: Radisson Blu Aqua Hotel Chicago
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$165 Chicago, Illinois $165 & Up: dana and spa 4-Star Hotel in Chicago
Save with Expedia, $41/night less
$99+ Chicago, Illinois $99: Hilton Chicago O'Hare Airport
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$150 Chicago, Illinois Book in Chicago: Save this Sep Fr $150+/Nt
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$71+ Chicago, Illinois $71: Inn of Chicago, an Ascend Hotel Collection Member
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$169 Chicago, Illinois Book in Chicago: Save this Sep Fr $169+/Nt
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$88+ Chicago, Illinois $88: Embassy Suites Chicago Downtown
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$219 Chicago, Illinois Book 3-Star Hampton Majestic Chicago Theatre District Fr $219+/Nt
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$89+ Chicago, Illinois Chicago Hotel Deals For As Low As $89/nt!
Jetsetter
$179 Chicago, Illinois $179 & Up: Hyatt Regency McCormick Place 4-Star Hotel in Chicago
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$243+ Chicago, Illinois $243: The Ritz-Carlton Chicago
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$216 Chicago, Illinois Book 3 Nts in Chicago this Sep Fr $216+/Nt
Expedia
$188+ Chicago, Illinois $188: Loews Chicago Hotel
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$130 Chicago, Illinois Special deal: 4-Star Millennium Knickerbocker Chicago Fr $130+/Nt
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$100+ Chicago, Illinois $100: Chicago Lake Shore Hotel
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$206 Chicago, Illinois Small budget: Stay in Chicago this Sep Fr $206+/Nt
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$109+ Chicago, Illinois $109: The Willows Hotel, Chicago
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$161 Chicago, Illinois Book in Chicago: Save this Sep Fr $161+/Nt
Save with Expedia, $28/night less
$139+ Chicago, Illinois $139: The Drake Hotel, Chicago
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$123 Chicago, Illinois Chicago Savings! Book at Holiday Inn Express Cass Fr $123+/Nt
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$117 Chicago, Illinois Sep deal: Hostelling International Chicago Fr $117+/Nt
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$175 Chicago, Illinois Book 4-Star Hard Rock Chicago in Chicago Fr $175+/Nt
Save with Expedia, $31/night less
$149 Chicago, Illinois Book in Chicago: Save this Sep Fr $149+/Nt
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$155 Chicago, Illinois Chicago Savings! Book at Chicago's Essex Inn Fr $155+/Nt
Save with Expedia, $28/night less
$243 Chicago, Illinois Sep deal: Buckingham Athletic Club Fr $243+/Nt
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$199 Chicago, Illinois Book in Chicago: Save this Sep Fr $199+/Nt
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$283 Chicago, Illinois Small budget: Book JW Marriott Chicago 3 Nts in Sep Fr $283+/Nt
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$229 Chicago, Illinois Chicago Savings! Book at W Chicago - City Center Fr $229+/Nt
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$147 Chicago, Illinois Small budget: Stay in Chicago this Sep Fr $147+/Nt
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$226 Chicago, Illinois Book the The James Chicago 3 Nts in Sep Fr $226+/Nt
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$153 Chicago, Illinois Book 3.5-Star Crowne Plaza Chicago - The Metro Fr $153+/Nt
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$189 Chicago, Illinois Save Big This Sep! Book 3 Nts in Chicago Fr $189+/Nt
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$138 Chicago, Illinois Chicago Savings! Book 3 Nts in Sep at Congress Plaza Fr $138+/Nt
Save with Expedia, $15/night less
$154 Chicago, Illinois Book the River 3 Nts in Sep Fr $154+/Nt
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$229 Chicago, Illinois Chicago Savings! Book at Burnham - a Kimpton Fr $229+/Nt
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$177 Chicago, Illinois Monaco Chicago - a Kimpton on Sale: Book 3 Nts in Sep Fr $177+/Nt
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$376 Chicago, Illinois Sep deal: The Ritz-Carlton Chicago (A Four Seasons ) Fr $376+/Nt
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$179 Chicago, Illinois Book 3-Star La Quinta Inn & Suites Chicago Downtown Fr $179+/Nt
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$97 Chicago, Illinois Red Roof Inn Chicago Downtown Magnificent Mile in Sep: $97 & Up
Save with Expedia, $17/night less
$149 Chicago, Illinois Book in Chicago: Save this Sep Fr $149+/Nt
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$143 Chicago, Illinois $143 & Up: Hilton Chicago O'Hare Airport 4-Star Hotel in Chicago
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$187 Chicago, Illinois Book 4-Star Fairmont Chicago Millennium Park Fr $187+/Nt
Save with Expedia, $62/night less
$299 Chicago, Illinois Save in Chicago: Book 3 Nts in Sep Fr $299+/Nt
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$289 Chicago, Illinois Book 4-Star Hyatt Chicago Magnificent Mile in Chicago Fr $289+/Nt
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$159 Chicago, Illinois Book 4-Star MileNorth, A Chicago Fr $159+/Nt
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$139 Chicago, Illinois Book 4-Star The Tremont Chicago at Magnificent Mile Fr $139+/Nt
Expedia
$396 Chicago, Illinois Small budget: Stay in Chicago this Sep Fr $396+/Nt
Save with Expedia, $99/night less
$199 Chicago, Illinois Save in Chicago: Book 3 Nts in Sep Fr $199+/Nt
Expedia
$273 Chicago, Illinois Small budget: Book Swissotel Chicago 3 Nts in Sep Fr $273+/Nt
Save with Expedia, $30/night less
$146 Chicago, Illinois Book the BEST WESTERN Grant Park 3 Nts in Sep Fr $146+/Nt
Expedia
$179 Chicago, Illinois Book in Chicago: Save at the Kinzie in Sep Fr $179+/Nt
Expedia
$156 Chicago, Illinois Book 3.5-Star Hilton Suites Chicago/Magnificent Mile Fr $156+/Nt
Expedia
$254 Chicago, Illinois Book in Chicago: Save at the Radisson Blu Aqua in Sep Fr $254+/Nt
Expedia
$168 Chicago, Illinois Small budget: Book Omni Chicago 3 Nts in Sep Fr $168+/Nt
Save with Expedia, $41/night less
$186 Chicago, Illinois Save Big This Sep! Book 3 Nts in Chicago Fr $186+/Nt
Expedia
PRICEDESTINATIONDEAL
$217 Philadelphia, Pennsylvania American Airlines Fall & Winter Travel Deals
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$217 Philadelphia, Pennsylvania American Airlines Fall & Winter Travel Deals
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$39 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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