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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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$161 Chicago, Illinois $161 & Up: Raffaello 4-Star Hotel in Chicago
Save with Expedia, $28/night less
$101+ Chicago, Illinois $101: Millennium Knickerbocker, Chicago
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$179 Chicago, Illinois $179 & Up: Allegro Chicago - a Kimpton 4-Star Hotel in Chicago
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$103+ Chicago, Illinois $103: The Buckingham Athletic Club & Hotel, Chicago
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$195 Chicago, Illinois $195 & Up: Sheraton Chicago and Towers 4-Star Hotel in Chicago
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$105+ Chicago, Illinois $105: The Palmer House Hilton, Chicago
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$203 Chicago, Illinois $203 & Up: Monaco Chicago - a Kimpton 4-Star Hotel in Chicago
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$109+ Chicago, Illinois $109: Hyatt Regency McCormick Place, Chicago
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$189 Chicago, Illinois Aug deal: Chicago Downtown, Autograph Collection Fr $189+/Nt
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$111+ Chicago, Illinois $111: Chicago's Essex Inn
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$152 Chicago, Illinois Aug deal: Chicago Marriott at Medical District/UIC Fr $152+/Nt
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$119+ Chicago, Illinois $119: Hyatt Regency Chicago
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$209 Chicago, Illinois Aug deal: Chicago Marriott Downtown Magnificent Mile Fr $209+/Nt
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$123+ Chicago, Illinois $123: Raffaello Hotel, Chicago
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$198 Chicago, Illinois Aug deal: Fairmont Chicago Millennium Park Fr $198+/Nt
Save with Expedia, $35/night less
$134+ Chicago, Illinois $134: Raffaello Hotel, Chicago
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$199 Chicago, Illinois Aug deal: Hampton Majestic Chicago Theatre District Fr $199+/Nt
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$135+ Chicago, Illinois $135: The Westin Chicago River North
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$166 Chicago, Illinois Aug deal: Hilton Chicago O'Hare Airport Fr $166+/Nt
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$138+ Chicago, Illinois $138: dana hotel and spa, Chicago
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$178 Chicago, Illinois Aug deal: InterContinental Chicago Fr $178+/Nt
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$139+ Chicago, Illinois $139: The Drake Hotel, Chicago
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$279 Chicago, Illinois Aug deal: Renaissance Chicago Fr $279+/Nt
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$141+ Chicago, Illinois $141: Hard Rock Hotel Chicago
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$163 Chicago, Illinois Aug deal: The Palmer House Hilton Fr $163+/Nt
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$145+ Chicago, Illinois $145: PUBLIC Chicago
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$332 Chicago, Illinois Aug deal: Waldorf Astoria Chicago Fr $332+/Nt
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$147+ Chicago, Illinois $147: Hotel Palomar Chicago, a Kimpton Hotel
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$148 Chicago, Illinois Aug deal: Warwick Allerton Chicago Fr $148+/Nt
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$149+ Chicago, Illinois $149: Crowne Plaza Chicago Metro
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$144 Chicago, Illinois Book 3 Nts in Chicago this Aug Fr $144+/Nt
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$152+ Chicago, Illinois $152: Hyatt Chicago Magnificent Mile
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$179 Chicago, Illinois Book 3 Nts in Chicago this Aug Fr $179+/Nt
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$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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$155+ Chicago, Illinois $155: Sofitel Chicago Water Tower
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$161 Chicago, Illinois Book 3.5-Star Crowne Plaza Chicago - The Metro Fr $161+/Nt
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$181+ Chicago, Illinois $181: Hotel Burnham, a Kimpton Hotel, Chicago
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$128 Chicago, Illinois Book 3.5-Star River in Chicago Fr $128+/Nt
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$188+ Chicago, Illinois $188: Loews Chicago Hotel
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$149 Chicago, Illinois Book 4-Star Hyatt Regency Chicago Fr $149+/Nt
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$242+ Chicago, Illinois $242: Four Seasons Hotel Chicago
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$128 Chicago, Illinois Book 4-Star The Tremont Chicago at Magnificent Mile Fr $128+/Nt
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$243+ Chicago, Illinois $243: The Ritz-Carlton Chicago - A Four Seasons Hotel
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$189 Chicago, Illinois Book 4-Star The Whitehall in Chicago Fr $189+/Nt
Save with Expedia, $20/night less
$324+ Chicago, Illinois $324: The Langham Chicago
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$259 Chicago, Illinois Book 4.5-Star Conrad Chicago Fr $259+/Nt
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$395+ Chicago, Illinois $395: The Peninsula Chicago
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$161 Chicago, Illinois Book in Chicago: Save this Aug Fr $161+/Nt
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$71+ Chicago, Illinois $71: Inn of Chicago, an Ascend Hotel Collection Member
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$175 Chicago, Illinois Book in Chicago: Save this Aug Fr $175+/Nt
Save with Expedia, $31/night less
$88+ Chicago, Illinois $88: Embassy Suites Chicago Downtown
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$183 Chicago, Illinois Book in Chicago: Save this Aug Fr $183+/Nt
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$89+ Chicago, Illinois $89: Warwick Allerton Hotel Chicago
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$184 Chicago, Illinois Book in Chicago: Save this Aug Fr $184+/Nt
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$92+ Chicago, Illinois $92: ACME Hotel Company Chicago
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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
$99+ Chicago, Illinois $99: Hilton Chicago O'Hare Airport
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$141 Chicago, Illinois Book the dana and spa 3 Nts in Aug Fr $141+/Nt
Save with Expedia, $35/night less
$89+ Chicago, Illinois Chicago Hotel Deals For As Low As $89/nt!
Jetsetter
$161 Chicago, Illinois Book the Residence Inn Chicago Downtown 3 Nts in Aug Fr $161+/Nt
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$192 Chicago, Illinois Book the The Silversmith 3 Nts in Aug Fr $192+/Nt
Save with Expedia, $21/night less
$235 Chicago, Illinois Book the The Westin Chicago River North 3 Nts in Aug Fr $235+/Nt
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$126 Chicago, Illinois Chicago Savings! Book 3 Nts in Aug Fr $126+/Nt
Save with Expedia, $13/night less
$136 Chicago, Illinois Chicago Savings! Book 3 Nts in Aug Fr $136+/Nt
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$170 Chicago, Illinois Chicago Savings! Book 3 Nts in Aug Fr $170+/Nt
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$174 Chicago, Illinois Chicago Savings! Book 3 Nts in Aug Fr $174+/Nt
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$189 Chicago, Illinois Chicago Savings! Book 3 Nts in Aug Fr $189+/Nt
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$196 Chicago, Illinois Chicago Savings! Book 3 Nts in Aug Fr $196+/Nt
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$199 Chicago, Illinois Chicago Savings! Book 3 Nts in Aug Fr $199+/Nt
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$203 Chicago, Illinois Chicago Savings! Book at AC Chicago Downtown Fr $203+/Nt
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$204 Chicago, Illinois Chicago Savings! Book at BEST WESTERN Grant Park Fr $204+/Nt
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$120 Chicago, Illinois Chicago Savings! Book at BEST WESTERN River North Fr $120+/Nt
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$186 Chicago, Illinois Chicago Savings! Book at Burnham - a Kimpton Fr $186+/Nt
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$144 Chicago, Illinois Chicago Savings! Book at Club Quarters, Central Loop Fr $144+/Nt
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$364 Chicago, Illinois Chicago Savings! Book at Four Seasons Chicago Fr $364+/Nt
Save with Expedia, $181/night less
$139 Chicago, Illinois Chicago Savings! Book at Holiday Inn Chicago Downtown Fr $139+/Nt
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$130 Chicago, Illinois Chicago Savings! Book at MileNorth, A Chicago Fr $130+/Nt
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$192 Chicago, Illinois Chicago Savings! Book at The James Chicago Fr $192+/Nt
Save with Expedia, $34/night less
$320 Chicago, Illinois Chicago Savings! Book at The Peninsula Chicago Fr $320+/Nt
Save with Expedia, $160/night less
$97 Chicago, Illinois Chicago Savings! Book at Travelodge Chicago Downtown Fr $97+/Nt
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$186 Chicago, Illinois Chicago Savings! Book at W Chicago - City Center Fr $186+/Nt
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$155 Chicago, Illinois Embassy Suites by Hilton Chicago Downtown in Aug: $155 & Up
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$153 Chicago, Illinois Homewood Suites by Hilton Chicago Downtown in Aug: $153 & Up
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$192 Chicago, Illinois Omni Chicago on Sale: Book 3 Nts in Aug Fr $192+/Nt
Save with Expedia, $47/night less
$365 Chicago, Illinois Park Hyatt Chicago in Aug: $365 & Up
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$150 Chicago, Illinois Save at 3.5-Star Blake Chicago: $150 & Up in Aug
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$110 Chicago, Illinois Save Big This Aug! Book 3 Nts at Chicago's Essex Inn Fr $110+/Nt
Save with Expedia, $19/night less
$156 Chicago, Illinois Save Big This Aug! Book 3 Nts at Felix Fr $156+/Nt
Save with Expedia, $28/night less
$199 Chicago, Illinois Save Big This Aug! Book 3 Nts at The Drake Fr $199+/Nt
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$179 Chicago, Illinois Save Big This Aug! Book 3 Nts at W Chicago Lakeshore Fr $179+/Nt
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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
$115 Chicago, Illinois Save Big This Aug! Book 3 Nts in Chicago Fr $115+/Nt
Save with Expedia, $20/night less
$136 Chicago, Illinois Save Big This Aug! Book 3 Nts in Chicago Fr $136+/Nt
Expedia
$147 Chicago, Illinois Save Big This Aug! Book 3 Nts in Chicago Fr $147+/Nt
Expedia
$152 Chicago, Illinois Save Big This Aug! Book 3 Nts in Chicago Fr $152+/Nt
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$159 Chicago, Illinois Save Big This Aug! Book 3 Nts in Chicago Fr $159+/Nt
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$174 Chicago, Illinois Save Big This Aug! Book 3 Nts in Chicago Fr $174+/Nt
Expedia
$136 Chicago, Illinois Save in Chicago: Book 3 Nts in Aug at Central Loop Fr $136+/Nt
Expedia
PRICEDESTINATIONDEAL
$81 Philadelphia, Pennsylvania Cheap Flights from Dallas
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$117 Philadelphia, Pennsylvania Cheap Flights from Boston
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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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