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Chicago, IL Hotel Deals

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Chicago, IL Hotel Deals

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TYPE PRICE DESTINATION DEAL
$108 Chicago, Illinois Save Big This Jan! Book 3 Nts in Chicago Fr $108+/Nt
Expedia
$38+ Chicago, Illinois Dolands Addition Vacation Rental Deals From $38
Tripping
$104 Chicago, Illinois Save in Chicago: Book 3 Nts in Jan Fr $104+/Nt
Expedia
$99 Chicago, Illinois Save at 3.5-Star Embassy Suites Chicago Downtown: $99 & Up in Jan
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$143 Chicago, Illinois Book 4-Star Radisson Blu Aqua Fr $143+/Nt
Expedia
$71 Chicago, Illinois Red Roof Inn Chicago Downtown Magnificent Mile in Jan: $71 & Up
Save with Expedia, $13/night less
$149 Chicago, Illinois Book the The Westin Chicago River North 3 Nts in Jan Fr $149+/Nt
Expedia
$146 Chicago, Illinois Book 3 Nts in Chicago this Jan Fr $146+/Nt
Save with Expedia, $13/night less
$90 Chicago, Illinois Central Loop in Jan: $90 & Up
Save with Expedia, $9/night less
$90 Chicago, Illinois Book in Chicago: Save at the River in Jan Fr $90+/Nt
Save with Expedia, $9/night less
$297 Chicago, Illinois Book 3 Nts in Chicago this Jan Fr $297+/Nt
Save with Expedia, $148/night less
$152 Chicago, Illinois Jan deal: PUBLIC Chicago Fr $152+/Nt
Expedia
$119 Chicago, Illinois Small budget: Stay in Chicago this Jan Fr $119+/Nt
Expedia
$149 Chicago, Illinois Renaissance Chicago in Jan: $149 & Up
Expedia
$72 Chicago, Illinois Book 3-Star The Tremont Chicago at Magnificent Mile Fr $72+/Nt
Expedia
$72 Chicago, Illinois Save in Chicago: Book 3 Nts in Jan Fr $72+/Nt
Expedia
$103 Chicago, Illinois Hampton Inn & Suites Chicago - Downtown in Jan: $103 & Up
Expedia
$97 Chicago, Illinois Book 3 Nts in Chicago this Jan Fr $97+/Nt
Expedia
$90 Chicago, Illinois Book 3.5-Star Club Quarters Chicago - Central Loop Fr $90+/Nt
Save with Expedia, $9/night less
$98 Chicago, Illinois Jan deal: Crowne Plaza Chicago - The Metro Fr $98+/Nt
Expedia
$119 Chicago, Illinois Book 4-Star W Chicago - City Center Fr $119+/Nt
Expedia
$142 Chicago, Illinois Book 4-Star Raffaello in Chicago Fr $142+/Nt
Save with Expedia, $76/night less
$76 Chicago, Illinois Book the BEST WESTERN Grant Park 3 Nts in Jan Fr $76+/Nt
Expedia
$99 Chicago, Illinois Book the Residence Inn Chicago Downtown 3 Nts in Jan Fr $99+/Nt
Expedia
$76 Chicago, Illinois Small budget: Stay in Chicago this Jan Fr $76+/Nt
Expedia
$97 Chicago, Illinois BEST WESTERN River North on Sale: Book 3 Nts in Jan Fr $97+/Nt
Expedia
$113 Chicago, Illinois Jan deal: Hyatt Regency McCormick Place Fr $113+/Nt
Expedia
$126 Chicago, Illinois Book 4-Star dana and spa in Chicago Fr $126+/Nt
Expedia
$55 Chicago, Illinois Jan deal: Travelodge Chicago Downtown Fr $55+/Nt
Expedia
$79 Chicago, Illinois Chicago Savings! Book 3 Nts in Jan Fr $79+/Nt
Expedia
$116 Chicago, Illinois Save Big This Jan! Book 3 Nts in Chicago Fr $116+/Nt
Expedia
$176 Chicago, Illinois Book 3.5-Star Renaissance Chicago O'Hare Suites Fr $176+/Nt
Expedia
$65 Chicago, Illinois Book 3-Star Holiday Inn Express Cass in Chicago Fr $65+/Nt
Expedia
$272 Chicago, Illinois Book 3 Nts in Chicago this Jan Fr $272+/Nt
Save with Expedia, $90/night less
$127 Chicago, Illinois Save Big This Jan! Book 3 Nts at Swissotel Chicago Fr $127+/Nt
Save with Expedia, $23/night less
$117 Chicago, Illinois Book in Chicago: Save at the Kinzie in Jan Fr $117+/Nt
Save with Expedia, $29/night less
$259 Chicago, Illinois Small budget: Book Park Hyatt Chicago 3 Nts in Jan Fr $259+/Nt
Expedia
$82 Chicago, Illinois Book 3-Star Holiday Inn Chicago Downtown in Chicago Fr $82+/Nt
Expedia
$119 Chicago, Illinois Chicago Savings! Book 3 Nts in Jan Fr $119+/Nt
Expedia
$106 Chicago, Illinois Save at 4.5-Star InterContinental Chicago: $106 & Up in Jan
Expedia
$311 Chicago, Illinois Book in Chicago: Save this Jan Fr $311+/Nt
Expedia
$80 Chicago, Illinois Millennium Knickerbocker Chicago in Jan: $80 & Up
Expedia
$119 Chicago, Illinois Book 4-Star The Palmer House Hilton Fr $119+/Nt
Expedia
$100 Chicago, Illinois Save Big This Jan! Book 3 Nts in Chicago Fr $100+/Nt
Expedia
$66 Chicago, Illinois Chicago Savings! Book 3 Nts in Jan Fr $66+/Nt
Save with Expedia, $22/night less
$96 Chicago, Illinois Book in Chicago: Save this Jan Fr $96+/Nt
Save with Expedia, $23/night less
$70 Chicago, Illinois Book 3-Star Congress Plaza Fr $70+/Nt
Save with Expedia, $17/night less
$139 Chicago, Illinois Book 3 Nts in Chicago this Jan Fr $139+/Nt
Expedia
$129 Chicago, Illinois Chicago Savings! Book at Sheraton Chicago and Towers Fr $129+/Nt
Expedia
$110 Chicago, Illinois Book 3 Nts in Chicago this Jan Fr $110+/Nt
Save with Expedia, $19/night less
$96 Chicago, Illinois Book the Comfort Suites Michigan Avenue 3 Nts in Jan Fr $96+/Nt
Expedia
$123 Chicago, Illinois Book the Allegro Chicago - a Kimpton 3 Nts in Jan Fr $123+/Nt
Save with Expedia, $6/night less
$110 Chicago, Illinois Jan deal: La Quinta Inn & Suites Chicago Downtown Fr $110+/Nt
Expedia
$133 Chicago, Illinois Book 4-Star Palomar Chicago, a Kimpton in Chicago Fr $133+/Nt
Save with Expedia, $6/night less
$129 Chicago, Illinois Chicago Marriott Downtown Magnificent Mile in Jan: $129 & Up
Expedia
$117 Chicago, Illinois Save at 4-Star Hyatt Chicago Magnificent Mile: $117 & Up in Jan
Expedia
$119 Chicago, Illinois Save Big This Jan! Book 3 Nts in Chicago Fr $119+/Nt
Expedia
$99 Chicago, Illinois Book 3 Nts in Chicago this Jan Fr $99+/Nt
Expedia
$115 Chicago, Illinois Save in Chicago: Book 3 Nts in Jan Fr $115+/Nt
Expedia
$68 Chicago, Illinois Save Big This Jan! Book 3 Nts in Chicago Fr $68+/Nt
Expedia
$133 Chicago, Illinois Monaco Chicago - a Kimpton on Sale: Book 3 Nts in Jan Fr $133+/Nt
Save with Expedia, $6/night less
$85 Chicago, Illinois Small budget: Stay in Chicago this Jan Fr $85+/Nt
Expedia
$99 Chicago, Illinois Save in Chicago: Book 3 Nts in Jan Fr $99+/Nt
Expedia
$119 Chicago, Illinois Save Big This Jan! Book 3 Nts at Omni Chicago Fr $119+/Nt
Save with Expedia, $20/night less
$159 Chicago, Illinois Chicago Savings! Book at JW Marriott Chicago Fr $159+/Nt
Expedia
$119 Chicago, Illinois Small budget: Stay in Chicago this Jan Fr $119+/Nt
Expedia
$292 Chicago, Illinois The Ritz-Carlton Chicago (A Four Seasons ) in Jan: $292 & Up
Save with Expedia, $73/night less
$64 Chicago, Illinois Chicago Savings! Book at Chicago's Essex Inn Fr $64+/Nt
Save with Expedia, $11/night less
$91 Chicago, Illinois Jan deal: Warwick Allerton Chicago Fr $91+/Nt
Save with Expedia, $30/night less
$87 Chicago, Illinois Save Big This Jan! Book 3 Nts in Chicago Fr $87+/Nt
Save with Expedia, $16/night less
$119 Chicago, Illinois Special deal: 4-Star Hilton Chicago O'Hare Airport Fr $119+/Nt
Expedia
$284 Chicago, Illinois Chicago Savings! Book at Four Seasons Chicago Fr $284+/Nt
Save with Expedia, $141/night less
$82 Chicago, Illinois Save Big This Jan! Book 3 Nts in Chicago Fr $82+/Nt
Expedia
$63 Chicago, Illinois $63 & Up: ACME Company Chicago 3-Star Hotel in Chicago
Save with Expedia, $33/night less
$250 Chicago, Illinois Jan deal: Holiday Inn Express Chicago-Midway Airport Fr $250+/Nt
Expedia
$116 Chicago, Illinois Small budget: Stay in Chicago this Jan Fr $116+/Nt
Expedia
$96 Chicago, Illinois Special deal: 3.5-Star Buckingham Athletic Club Fr $96+/Nt
Save with Expedia, $63/night less
$99 Chicago, Illinois Chicago Savings! Book 3 Nts in Jan Fr $99+/Nt
Expedia
$86 Chicago, Illinois Chicago Savings! Book 3 Nts in Jan Fr $86+/Nt
Expedia
$76 Chicago, Illinois Doubletree by Hilton Chicago Magnificent Mile in Jan: $76 & Up
Expedia
$138 Chicago, Illinois Small budget: Stay in Chicago this Jan Fr $138+/Nt
Save with Expedia, $35/night less
$165 Chicago, Illinois Save Big This Jan! Book 3 Nts at Conrad Chicago Fr $165+/Nt
Expedia
$127 Chicago, Illinois Hard Rock Chicago on Sale: Book 3 Nts in Jan Fr $127+/Nt
Save with Expedia, $22/night less
$133 Chicago, Illinois $133 & Up: Burnham - a Kimpton 4-Star Hotel in Chicago
Save with Expedia, $6/night less
$141 Chicago, Illinois Chicago Savings! Book 3 Nts in Jan Fr $141+/Nt
Expedia
$136 Chicago, Illinois Save at 4-Star Fairmont Chicago Millennium Park: $136 & Up in Jan
Save with Expedia, $23/night less
$93 Chicago, Illinois Chicago Savings! Book 3 Nts in Jan Fr $93+/Nt
Expedia
$50+ Evanston, Illinois Evanston Vacation Rental Deals From $50
Tripping
$62 Bridgeview, Illinois Book the Super 8 Bridgeview/Chicago Area 3 Nts in Jan Fr $62+/Nt
Expedia
$43+ Downers Grove, Illinois Downers Grove Vacation Rental Deals From $43
Tripping
$112 Addison, Illinois Special deal: 3-Star Hilton Garden Inn Addison Fr $112+/Nt
Expedia
$59+ Elmhurst, Illinois Elmhurst Vacation Rental Deals From $59
Tripping
$85 Arlington Heights, Illinois Book 3 Nts in Arlington Heights this Jan Fr $85+/Nt
Expedia
$70 Countryside, Illinois Small budget: Stay in Countryside this Jan Fr $70+/Nt
Save with Expedia, $17/night less
$95 Lisle, Illinois Save in Lisle: Book 3 Nts in Jan Fr $95+/Nt
Expedia
$99 Downers Grove, Illinois Downers Grove Savings! Book 3 Nts in Jan Fr $99+/Nt
Expedia
$76 Burbank, Illinois Jan deal: BEST WESTERN Inn & Suites - Midway Airport Fr $76+/Nt
Save with Expedia, $19/night less
$78 Bolingbrook, Illinois Small budget: Stay in Bolingbrook this Jan Fr $78+/Nt
Expedia
$144 Lisle, Illinois Book 3.5-Star Hilton Lisle / Naperville in Lisle Fr $144+/Nt
Expedia
$119 Bloomingdale, Illinois Special deal: 3.5-Star Hilton Chicago/Indian Lakes Fr $119+/Nt
Expedia
PRICEDESTINATIONDEAL
$117 New York City, New York Cheap Flights from Washington, DC
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$184 New York City, New York Cheap Flights from Ft. Lauderdale
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$203 New York City, New York Cheap Flights from Raleigh
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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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