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Chicago, IL Hotel Deals

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Chicago, IL Hotel Deals

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TYPE PRICE DESTINATION DEAL
$136 Chicago, Illinois Central Loop in Aug: $136 & Up
Expedia
$105+ Chicago, Illinois $105: The Palmer House Hilton, Chicago
Priceline.com
$183 Chicago, Illinois Chicago Savings! Book 3 Nts in Aug at The Whitehall Fr $183+/Nt
Save with Expedia, $20/night less
$139+ Chicago, Illinois $139: The Drake Hotel, Chicago
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$186 Chicago, Illinois W Chicago - City Center in Aug: $186 & Up
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$141+ Chicago, Illinois $141: Hard Rock Hotel Chicago
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$175 Chicago, Illinois Book 3 Nts in Chicago this Aug Fr $175+/Nt
Save with Expedia, $31/night less
$181+ Chicago, Illinois $181: Hotel Burnham, a Kimpton Hotel, Chicago
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$97 Chicago, Illinois Chicago Savings! Book at Travelodge Chicago Downtown Fr $97+/Nt
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$153+ Chicago, Illinois $153: Chicago Marriott Midway
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$186 Chicago, Illinois Save in Chicago: Book 3 Nts in Aug Fr $186+/Nt
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$135+ Chicago, Illinois $135: The Westin Chicago River North
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$364 Chicago, Illinois Small budget: Stay in Chicago this Aug Fr $364+/Nt
Save with Expedia, $181/night less
$134+ Chicago, Illinois $134: Congress Plaza Hotel, Chicago
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$189 Chicago, Illinois Chicago Downtown, Autograph Collection in Aug: $189 & Up
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$138+ Chicago, Illinois $138: dana hotel and spa, Chicago
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$153 Chicago, Illinois Small budget: Stay in Chicago this Aug Fr $153+/Nt
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$88+ Chicago, Illinois $88: Embassy Suites Chicago Downtown
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$149 Chicago, Illinois Chicago Savings! Book at Club Quarters, Central Loop Fr $149+/Nt
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$100+ Chicago, Illinois $100: Chicago Lake Shore Hotel
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$200 Chicago, Illinois Book the theWit - A DoubleTree by Hilton 3 Nts in Aug Fr $200+/Nt
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$188+ Chicago, Illinois $188: Loews Chicago Hotel
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$190 Chicago, Illinois Book the Hyatt Chicago Magnificent Mile 3 Nts in Aug Fr $190+/Nt
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$145+ Chicago, Illinois $145: PUBLIC Chicago
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$129 Chicago, Illinois Book 4-Star The Palmer House Hilton in Chicago Fr $129+/Nt
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$395+ Chicago, Illinois $395: The Peninsula Chicago
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$349 Chicago, Illinois Save Big This Aug! Book 3 Nts in Chicago Fr $349+/Nt
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$242+ Chicago, Illinois $242: Four Seasons Hotel Chicago
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$149 Chicago, Illinois Save in Chicago: Book 3 Nts in Aug at Hilton Chicago Fr $149+/Nt
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$152+ Chicago, Illinois $152: Hotel Monaco Chicago, a Kimpton Hotel
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$174 Chicago, Illinois Hilton Suites Chicago/Magnificent Mile in Aug: $174 & Up
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$89+ Chicago, Illinois Chicago Hotel Deals For As Low As $89/nt!
Jetsetter
$332 Chicago, Illinois Chicago Savings! Book at Waldorf Astoria Chicago Fr $332+/Nt
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$119+ Chicago, Illinois $119: Hyatt Regency Chicago
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$179 Chicago, Illinois Allegro Chicago - a Kimpton in Aug: $179 & Up
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$149+ Chicago, Illinois $149: Crowne Plaza Chicago Metro
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$141 Chicago, Illinois Save at 4-Star dana and spa: $141 & Up in Aug
Save with Expedia, $35/night less
$101+ Chicago, Illinois $101: Millennium Knickerbocker, Chicago
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$156 Chicago, Illinois Book 4-Star Felix in Chicago Fr $156+/Nt
Save with Expedia, $28/night less
$109+ Chicago, Illinois $109: MileNorth Hotel, Chicago
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$136 Chicago, Illinois Small budget: Stay in Chicago this Aug Fr $136+/Nt
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$103+ Chicago, Illinois $103: The Buckingham Athletic Club & Hotel, Chicago
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$195 Chicago, Illinois Book the Sheraton Chicago and Towers 3 Nts in Aug Fr $195+/Nt
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$123+ Chicago, Illinois $123: Radisson Blu Aqua Hotel Chicago
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$199 Chicago, Illinois The Drake in Aug: $199 & Up
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$89+ Chicago, Illinois $89: Hampton Inn Chicago Downtown/Magnificent Mile
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$192 Chicago, Illinois Book in Chicago: Save this Aug Fr $192+/Nt
Save with Expedia, $21/night less
$92+ Chicago, Illinois $92: ACME Hotel Company Chicago
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$110 Chicago, Illinois Chicago's Essex Inn in Aug: $110 & Up
Save with Expedia, $19/night less
$324+ Chicago, Illinois $324: The Langham Chicago
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$179 Chicago, Illinois Save in Chicago: Book 3 Nts in Aug Fr $179+/Nt
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$147+ Chicago, Illinois $147: Hotel Palomar Chicago, a Kimpton Hotel
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$161 Chicago, Illinois Aug deal: Raffaello Fr $161+/Nt
Save with Expedia, $28/night less
SAVE Chicago, Illinois Chicago Vacation Rental Deals From $15
Tripping
$113 Chicago, Illinois Special deal: 3-Star Chicago South Loop Fr $113+/Nt
Save with Expedia, $20/night less
$243+ Chicago, Illinois $243: The Ritz-Carlton Chicago - A Four Seasons Hotel
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$148 Chicago, Illinois Special deal: 4-Star Warwick Allerton Chicago Fr $148+/Nt
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$71+ Chicago, Illinois $71: Inn of Chicago, an Ascend Hotel Collection Member
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$174 Chicago, Illinois Chicago Savings! Book 3 Nts in Aug Fr $174+/Nt
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$155+ Chicago, Illinois $155: Sofitel Chicago Water Tower
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$181 Chicago, Illinois Save Big This Aug! Book 3 Nts in Chicago at Kinzie Fr $181+/Nt
Save with Expedia, $32/night less
$111+ Chicago, Illinois $111: Chicago's Essex Inn
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$144 Chicago, Illinois Chicago Savings! Book 3 Nts in Aug Fr $144+/Nt
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$99+ Chicago, Illinois $99: Hilton Chicago O'Hare Airport
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$152 Chicago, Illinois Save in Chicago: Book 3 Nts in Aug Fr $152+/Nt
Expedia
$149 Chicago, Illinois Hyatt Regency McCormick Place in Aug: $149 & Up
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$161 Chicago, Illinois Aug deal: Crowne Plaza Chicago - The Metro Fr $161+/Nt
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$189 Chicago, Illinois Chicago Savings! Book 3 Nts in Aug Fr $189+/Nt
Expedia
$193 Chicago, Illinois Save at 4.5-Star InterContinental Chicago: $193 & Up in Aug
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$192 Chicago, Illinois Book in Chicago: Save at the Omni Chicago in Aug Fr $192+/Nt
Save with Expedia, $47/night less
$365 Chicago, Illinois Chicago Savings! Book at Park Hyatt Chicago Fr $365+/Nt
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$237 Chicago, Illinois Chicago Savings! Book at Radisson Blu Aqua Fr $237+/Nt
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$198 Chicago, Illinois Fairmont Chicago Millennium Park in Aug: $198 & Up
Save with Expedia, $35/night less
$204 Chicago, Illinois BEST WESTERN Grant Park in Aug: $204 & Up
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$138 Chicago, Illinois $138 & Up: ACME Company Chicago 3-Star Hotel in Chicago
Save with Expedia, $25/night less
$128 Chicago, Illinois Book 4-Star The Tremont Chicago at Magnificent Mile Fr $128+/Nt
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$343 Chicago, Illinois Book 5-Star Trump International & Tower Chicago Fr $343+/Nt
Save with Expedia, $86/night less
$84 Chicago, Illinois Aug deal: Hostelling International Chicago Fr $84+/Nt
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$171 Chicago, Illinois Aug deal: Hampton Inn & Suites Chicago - Downtown Fr $171+/Nt
Expedia
$170 Chicago, Illinois Book 3 Nts in Chicago this Aug Fr $170+/Nt
Expedia
$139 Chicago, Illinois Chicago Savings! Book 3 Nts in Aug Fr $139+/Nt
Expedia
$199 Chicago, Illinois Hampton Majestic Chicago Theatre District in Aug: $199 & Up
Expedia
$243 Chicago, Illinois Chicago Savings! Book 3 Nts in Aug Fr $243+/Nt
Expedia
$161 Chicago, Illinois Book 3-Star Residence Inn Chicago Downtown Fr $161+/Nt
Expedia
$147 Chicago, Illinois Book 3.5-Star Indigo Chicago Downtown Gold Coast Fr $147+/Nt
Expedia
$203 Chicago, Illinois Aug deal: Monaco Chicago - a Kimpton Fr $203+/Nt
Expedia
$269 Chicago, Illinois Conrad Chicago in Aug: $269 & Up
Expedia
$152 Chicago, Illinois Chicago Savings! Book 3 Nts in Aug Fr $152+/Nt
Expedia
$209 Chicago, Illinois Aug deal: Chicago Marriott Downtown Magnificent Mile Fr $209+/Nt
Expedia
$120 Chicago, Illinois Book 3-Star BEST WESTERN River North Fr $120+/Nt
Expedia
$128 Chicago, Illinois River on Sale: Book 3 Nts in Aug Fr $128+/Nt
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$153 Chicago, Illinois Doubletree by Hilton Chicago Magnificent Mile in Aug: $153 & Up
Expedia
$207 Chicago, Illinois Save in Chicago: Book 3 Nts in Aug Fr $207+/Nt
Expedia
$179 Chicago, Illinois Chicago Savings! Book 3 Nts in Aug Fr $179+/Nt
Expedia
$192 Chicago, Illinois Book in Chicago: Save at the The James Chicago in Aug Fr $192+/Nt
Save with Expedia, $34/night less
$235 Chicago, Illinois $235 & Up: The Westin Chicago River North 4-Star Hotel in Chicago
Expedia
$190 Chicago, Illinois Embassy Suites by Hilton Chicago Downtown in Aug: $190 & Up
Expedia
$196 Chicago, Illinois Book in Chicago: Save this Aug Fr $196+/Nt
Expedia
$279 Chicago, Illinois Renaissance Chicago on Sale: Book 3 Nts in Aug Fr $279+/Nt
Expedia
$179 Chicago, Illinois Chicago Savings! Book at W Chicago Lakeshore Fr $179+/Nt
Expedia
PRICEDESTINATIONDEAL
$81 Philadelphia, Pennsylvania Cheap Flights from Dallas
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$81 Philadelphia, Pennsylvania Cheap Flights from Chicago
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$206 Philadelphia, Pennsylvania Cheap Flights from Denver
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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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