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Chicago, IL Hotel Deals

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Chicago, IL Hotel Deals

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TYPE PRICE DESTINATION DEAL
$289 Chicago, Illinois Chicago Savings! Book at Renaissance Chicago Fr $289+/Nt
Expedia
$233 Chicago, Illinois Book in Chicago Fr $233.00+/Nt
Hotwire
$84 Chicago, Illinois Chicago Savings! Book 3 Nts in Jun Fr $84+/Nt
Expedia
$89+ Chicago, Illinois Chicago Hotel Deals For As Low As $89/nt!
Jetsetter
$146 Chicago, Illinois Hilton Chicago O'Hare Airport in Jun: $146 & Up
Expedia
$149+ Chicago, Illinois $149: Crowne Plaza Chicago Metro
Hotels.com
$216 Chicago, Illinois Save Big This Jun! Book 3 Nts in Chicago Fr $216+/Nt
Expedia
$134+ Chicago, Illinois $134: Raffaello Hotel, Chicago
Hotels.com
$329 Chicago, Illinois Save at 4-Star JW Marriott Chicago: $329 & Up in Jun
Expedia
$242+ Chicago, Illinois $242: Four Seasons Hotel Chicago
Priceline.com
$240 Chicago, Illinois Book 4-Star W Chicago - City Center in Chicago Fr $240+/Nt
Expedia
$71+ Chicago, Illinois $71: Inn of Chicago, an Ascend Hotel Collection Member
Priceline.com
$230 Chicago, Illinois Save at 4.5-Star Radisson Blu Aqua: $230 & Up in Jun
Expedia
$105+ Chicago, Illinois $105: The Palmer House Hilton, Chicago
Priceline.com
$210 Chicago, Illinois Small budget: Stay in Chicago this Jun Fr $210+/Nt
Expedia
$88+ Chicago, Illinois $88: Embassy Suites Chicago Downtown
Priceline.com
$166 Chicago, Illinois Chicago Savings! Book at River Fr $166+/Nt
Expedia
$103+ Chicago, Illinois $103: The Buckingham Athletic Club & Hotel, Chicago
Priceline.com
$189 Chicago, Illinois Book 3.5-Star Kinzie in Chicago Fr $189+/Nt
Expedia
$153+ Chicago, Illinois $153: Kinzie Hotel, Chicago
Priceline.com
$192 Chicago, Illinois Chicago Savings! Book at Omni Chicago Fr $192+/Nt
Save with Expedia, $47/night less
$138+ Chicago, Illinois $138: dana hotel and spa, Chicago
Priceline.com
$88 Chicago, Illinois Travelodge Chicago Downtown in Jun: $88 & Up
Expedia
$188+ Chicago, Illinois $188: Loews Chicago Hotel
Priceline.com
$139 Chicago, Illinois Save at 3-Star BEST WESTERN River North: $139 & Up in Jun
Expedia
$89+ Chicago, Illinois $89: Hampton Inn Chicago Downtown/Magnificent Mile
Priceline.com
$356 Chicago, Illinois Chicago Savings! Book at Park Hyatt Chicago Fr $356+/Nt
Expedia
$155+ Chicago, Illinois $155: Sofitel Chicago Water Tower
Priceline.com
$178 Chicago, Illinois Jun deal: PUBLIC Chicago Fr $178+/Nt
Expedia
$324+ Chicago, Illinois $324: The Langham Chicago
Priceline.com
$123 Chicago, Illinois Save Big This Jun! Book 3 Nts at Congress Plaza Fr $123+/Nt
Save with Expedia, $13/night less
$111+ Chicago, Illinois $111: Chicago's Essex Inn
Priceline.com
$304 Chicago, Illinois Book the Four Seasons Chicago 3 Nts in Jun Fr $304+/Nt
Save with Expedia, $151/night less
$145+ Chicago, Illinois $145: PUBLIC Chicago
Priceline.com
$129 Chicago, Illinois Save Big This Jun! Book 3 Nts in Chicago Fr $129+/Nt
Expedia
$99+ Chicago, Illinois $99: Hilton Chicago O'Hare Airport
Priceline.com
$149 Chicago, Illinois Small budget: Stay in Chicago this Jun Fr $149+/Nt
Expedia
$181+ Chicago, Illinois $181: Hotel Burnham, a Kimpton Hotel, Chicago
Priceline.com
$243 Chicago, Illinois Chicago Marriott Downtown Magnificent Mile in Jun: $243 & Up
Expedia
$100+ Chicago, Illinois $100: Chicago Lake Shore Hotel
Priceline.com
$189 Chicago, Illinois Save in Chicago: Book 3 Nts in Jun at dana and spa Fr $189+/Nt
Expedia
$119+ Chicago, Illinois $119: Hyatt Regency Chicago
Priceline.com
$126 Chicago, Illinois Book 4-Star The Tremont Chicago at Magnificent Mile Fr $126+/Nt
Expedia
$139+ Chicago, Illinois $139: Wyndham Grand Chicago Riverfront
Priceline.com
$196 Chicago, Illinois Jun deal: La Quinta Inn & Suites Chicago Downtown Fr $196+/Nt
Expedia
$135+ Chicago, Illinois $135: The Westin Chicago River North
Priceline.com
$178 Chicago, Illinois Book the Sheraton Chicago and Towers 3 Nts in Jun Fr $178+/Nt
Expedia
$92+ Chicago, Illinois $92: ACME Hotel Company Chicago
Priceline.com
$122 Chicago, Illinois Small budget: Stay in Chicago this Jun Fr $122+/Nt
Expedia
$243+ Chicago, Illinois $243: The Ritz-Carlton Chicago - A Four Seasons Hotel
Priceline.com
$156 Chicago, Illinois Book 3 Nts in Chicago this Jun Fr $156+/Nt
Expedia
$123+ Chicago, Illinois $123: Radisson Blu Aqua Hotel Chicago
Priceline.com
$159 Chicago, Illinois Small budget: Stay in Chicago this Jun Fr $159+/Nt
Expedia
$152+ Chicago, Illinois $152: Hyatt Chicago Magnificent Mile
Priceline.com
$189 Chicago, Illinois Book in Chicago: Save this Jun Fr $189+/Nt
Expedia
$141+ Chicago, Illinois $141: Hard Rock Hotel Chicago
Priceline.com
$231 Chicago, Illinois Book in Chicago: Save this Jun Fr $231+/Nt
Expedia
$101+ Chicago, Illinois $101: Millennium Knickerbocker, Chicago
Priceline.com
$116 Chicago, Illinois Save at 4-Star Warwick Allerton Chicago: $116 & Up in Jun
Expedia
$147+ Chicago, Illinois $147: Hotel Palomar Chicago, a Kimpton Hotel
Priceline.com
$183 Chicago, Illinois Book in Chicago: Save this Jun Fr $183+/Nt
Expedia
$395+ Chicago, Illinois $395: The Peninsula Chicago
Priceline.com
$124 Chicago, Illinois Book 3 Nts in Chicago this Jun Fr $124+/Nt
Save with Expedia, $22/night less
$109+ Chicago, Illinois $109: The Willows Hotel, Chicago
Priceline.com
$127 Chicago, Illinois Chicago Savings! Book 3 Nts in Jun Fr $127+/Nt
Save with Expedia, $42/night less
$136 Chicago, Illinois Book in Chicago: Save this Jun Fr $136+/Nt
Save with Expedia, $24/night less
$161 Chicago, Illinois Raffaello in Jun: $161 & Up
Save with Expedia, $28/night less
$197 Chicago, Illinois Book 4.5-Star Sofitel Chicago Water Tower Fr $197+/Nt
Expedia
$229 Chicago, Illinois Chicago Savings! Book at Burnham - a Kimpton Fr $229+/Nt
Expedia
$228 Chicago, Illinois Book 3 Nts in Chicago this Jun Fr $228+/Nt
Expedia
$209 Chicago, Illinois Jun deal: Hyatt Regency Chicago Fr $209+/Nt
Expedia
$148 Chicago, Illinois Book 4-Star MileNorth, A Chicago in Chicago Fr $148+/Nt
Expedia
$189 Chicago, Illinois $189 & Up: Hyatt Chicago Magnificent Mile 4-Star Hotel in Chicago
Expedia
$133 Chicago, Illinois Chicago Savings! Book 3 Nts in Jun Fr $133+/Nt
Save with Expedia, $44/night less
$189 Chicago, Illinois Book 4-Star The Westin Michigan Avenue Chicago Fr $189+/Nt
Expedia
$229 Chicago, Illinois Book 3 Nts in Chicago this Jun Fr $229+/Nt
Expedia
$264 Chicago, Illinois Save Big This Jun! Book 3 Nts in Chicago Fr $264+/Nt
Save with Expedia, $131/night less
$119 Chicago, Illinois Book 3.5-Star Indigo Chicago Downtown Gold Coast Fr $119+/Nt
Expedia
$165 Chicago, Illinois Save at 3.5-Star Club Quarters, Central Loop: $165 & Up in Jun
Save with Expedia, $18/night less
$255 Chicago, Illinois Book in Chicago: Save this Jun Fr $255+/Nt
Save with Expedia, $18/night less
$221 Chicago, Illinois Book 4-Star The Westin Chicago River North in Chicago Fr $221+/Nt
Expedia
$158 Chicago, Illinois Special deal: 3-Star ACME Company Chicago Fr $158+/Nt
Save with Expedia, $28/night less
$229 Chicago, Illinois Book 3-Star Hampton Majestic Chicago Theatre District Fr $229+/Nt
Expedia
$147 Chicago, Illinois Chicago Savings! Book at BEST WESTERN Grant Park Fr $147+/Nt
Expedia
$207 Chicago, Illinois Chicago Downtown, Autograph Collection in Jun: $207 & Up
Expedia
$163 Chicago, Illinois Book in Chicago: Save at the Central Loop in Jun Fr $163+/Nt
Expedia
$236 Chicago, Illinois Book the The Blackstone A Renaissance 3 Nts in Jun Fr $236+/Nt
Expedia
$198 Chicago, Illinois Book in Chicago: Save at the Hard Rock Chicago in Jun Fr $198+/Nt
Save with Expedia, $35/night less
$127 Chicago, Illinois Chicago Savings! Book 3 Nts in Jun at Blake Chicago Fr $127+/Nt
Expedia
$165 Chicago, Illinois Special deal: 4-Star The Palmer House Hilton Fr $165+/Nt
Expedia
$203 Chicago, Illinois Jun deal: Hampton Inn & Suites Chicago - Downtown Fr $203+/Nt
Expedia
$173 Chicago, Illinois Jun deal: Allegro Chicago - a Kimpton Fr $173+/Nt
Expedia
$213 Chicago, Illinois Book 4.5-Star InterContinental Chicago in Chicago Fr $213+/Nt
Expedia
$212 Chicago, Illinois Book in Chicago: Save this Jun Fr $212+/Nt
Expedia
$219 Chicago, Illinois Book 4-Star Monaco Chicago - a Kimpton in Chicago Fr $219+/Nt
Expedia
$159 Chicago, Illinois Special deal: 3-Star Holiday Inn Chicago Downtown Fr $159+/Nt
Expedia
$249 Chicago, Illinois Save in Chicago: Book 3 Nts in Jun Fr $249+/Nt
Expedia
$166 Chicago, Illinois Book 3 Nts in Chicago this Jun Fr $166+/Nt
Expedia
$199 Chicago, Illinois Special deal: 3-Star Comfort Suites Michigan Avenue Fr $199+/Nt
Expedia
$218 Chicago, Illinois Save at 4-Star Fairmont Chicago Millennium Park: $218 & Up in Jun
Save with Expedia, $38/night less
PRICEDESTINATIONDEAL
$97 Philadelphia, Pennsylvania Cheap Flights from Chicago
DealBase.com
$112 Philadelphia, Pennsylvania Delta US Fare Sale
DealBase.com
$313 Philadelphia, Pennsylvania American Airlines Fall Travel Deals
DealBase.com
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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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