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Chicago, IL Hotel Deals

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Chicago, IL Hotel Deals

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TYPE PRICE DESTINATION DEAL
$119 Chicago, Illinois $119 & Up: Omni Chicago 4.5-Star Hotel in Chicago
Save with Expedia, $20/night less
$38+ Chicago, Illinois Dolands Addition Vacation Rental Deals From $38
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$119 Chicago, Illinois $119 & Up: Residence Inn Chicago Downtown 3-Star Hotel in Chicago
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$82 Chicago, Illinois Blake Chicago on Sale: Book 3 Nts in Jan Fr $82+/Nt
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$116 Chicago, Illinois Book 3 Nts in Chicago this Jan Fr $116+/Nt
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$129 Chicago, Illinois Book 3 Nts in Chicago this Jan Fr $129+/Nt
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$66 Chicago, Illinois Book 3 Nts in Chicago this Jan Fr $66+/Nt
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$90 Chicago, Illinois Book 3 Nts in Chicago this Jan Fr $90+/Nt
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$96 Chicago, Illinois Book 3 Nts in Chicago this Jan Fr $96+/Nt
Save with Expedia, $10/night less
$98 Chicago, Illinois Book 3 Nts in Chicago this Jan Fr $98+/Nt
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$81 Chicago, Illinois Book 3-Star Homewood Suites by Hilton Chicago Downtown Fr $81+/Nt
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$96 Chicago, Illinois Book 3.5-Star Club Quarters Chicago - Central Loop Fr $96+/Nt
Save with Expedia, $10/night less
$109 Chicago, Illinois Book 3.5-Star Embassy Suites Chicago Downtown Fr $109+/Nt
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$123 Chicago, Illinois Book 4-Star dana and spa Fr $123+/Nt
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$136 Chicago, Illinois Book 4-Star Fairmont Chicago Millennium Park Fr $136+/Nt
Save with Expedia, $23/night less
$85 Chicago, Illinois Book 4-Star Hilton Chicago Fr $85+/Nt
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$119 Chicago, Illinois Book 4-Star Hyatt Regency Chicago in Chicago Fr $119+/Nt
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$130 Chicago, Illinois Book 4-Star Raffaello Fr $130+/Nt
Save with Expedia, $69/night less
$119 Chicago, Illinois Book 4-Star The Palmer House Hilton Fr $119+/Nt
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$133 Chicago, Illinois Book 4-Star The Westin Chicago River North Fr $133+/Nt
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$72 Chicago, Illinois Book in Chicago: Save this Jan Fr $72+/Nt
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$76 Chicago, Illinois Book in Chicago: Save this Jan Fr $76+/Nt
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$95 Chicago, Illinois Book in Chicago: Save this Jan Fr $95+/Nt
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$96 Chicago, Illinois Book in Chicago: Save this Jan Fr $96+/Nt
Save with Expedia, $63/night less
$141 Chicago, Illinois Book the Sheraton Chicago and Towers 3 Nts in Jan Fr $141+/Nt
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$116 Chicago, Illinois Chicago Marriott at Medical District/UIC in Jan: $116 & Up
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$129 Chicago, Illinois Chicago Savings! Book 3 Nts in Jan Fr $129+/Nt
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$82 Chicago, Illinois Chicago Savings! Book 3 Nts in Jan Fr $82+/Nt
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$99 Chicago, Illinois Chicago Savings! Book 3 Nts in Jan Fr $99+/Nt
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$99 Chicago, Illinois Chicago Savings! Book 3 Nts in Jan Fr $99+/Nt
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$76 Chicago, Illinois Chicago Savings! Book at ACME Company Chicago Fr $76+/Nt
Save with Expedia, $38/night less
$123 Chicago, Illinois Chicago Savings! Book at Allegro Chicago - a Kimpton Fr $123+/Nt
Save with Expedia, $6/night less
$70 Chicago, Illinois Chicago Savings! Book at BEST WESTERN Grant Park Fr $70+/Nt
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$97 Chicago, Illinois Chicago Savings! Book at BEST WESTERN River North Fr $97+/Nt
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$77 Chicago, Illinois Chicago Savings! Book at Holiday Inn Express Cass Fr $77+/Nt
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$96 Chicago, Illinois Chicago Savings! Book at InterContinental Chicago Fr $96+/Nt
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$179 Chicago, Illinois Chicago Savings! Book at JW Marriott Chicago Fr $179+/Nt
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$133 Chicago, Illinois Chicago Savings! Book at Monaco Chicago - a Kimpton Fr $133+/Nt
Save with Expedia, $6/night less
$152 Chicago, Illinois Chicago Savings! Book at Palomar Chicago, a Kimpton Fr $152+/Nt
Save with Expedia, $7/night less
$130 Chicago, Illinois Chicago Savings! Book at Sofitel Chicago Water Tower Fr $130+/Nt
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$133 Chicago, Illinois Chicago Savings! Book at The Blackstone A Renaissance Fr $133+/Nt
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$110 Chicago, Illinois Chicago Savings! Book at The Whitehall Fr $110+/Nt
Save with Expedia, $19/night less
$143 Chicago, Illinois Chicago Savings! Book at W Chicago Lakeshore Fr $143+/Nt
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$345 Chicago, Illinois Chicago Savings! Book at Waldorf Astoria Chicago Fr $345+/Nt
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$91 Chicago, Illinois Chicago Savings! Book at Warwick Allerton Chicago Fr $91+/Nt
Save with Expedia, $30/night less
$284 Chicago, Illinois Four Seasons Chicago in Jan: $284 & Up
Save with Expedia, $141/night less
$107 Chicago, Illinois Hard Rock Chicago in Jan: $107 & Up
Save with Expedia, $46/night less
$88 Chicago, Illinois Holiday Inn Chicago Mart Plaza River North in Jan: $88 & Up
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$86 Chicago, Illinois Jan deal: Chicago Downtown, Autograph Collection Fr $86+/Nt
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$96 Chicago, Illinois Jan deal: Comfort Suites Michigan Avenue Fr $96+/Nt
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$114 Chicago, Illinois Jan deal: Courtyard Chicago Downtown/Magnificent Mile Fr $114+/Nt
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$99 Chicago, Illinois Jan deal: Crowne Plaza Chicago Magnificent Mile Fr $99+/Nt
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$103 Chicago, Illinois Jan deal: Hampton Inn & Suites Chicago - Downtown Fr $103+/Nt
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$93 Chicago, Illinois Jan deal: MileNorth, A Chicago Fr $93+/Nt
Save with Expedia, $23/night less
$292 Chicago, Illinois Jan deal: The Ritz-Carlton Chicago (A Four Seasons ) Fr $292+/Nt
Save with Expedia, $73/night less
$304 Chicago, Illinois Jan deal: Trump International & Tower Chicago Fr $304+/Nt
Save with Expedia, $101/night less
$118 Chicago, Illinois La Quinta Inn & Suites Chicago Downtown in Jan: $118 & Up
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$80 Chicago, Illinois Millennium Knickerbocker Chicago in Jan: $80 & Up
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$141 Chicago, Illinois Radisson Blu Aqua in Jan: $141 & Up
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$71 Chicago, Illinois Red Roof Inn Chicago Downtown Magnificent Mile in Jan: $71 & Up
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$68 Chicago, Illinois Save at 3-Star Chicago's Essex Inn: $68 & Up in Jan
Save with Expedia, $7/night less
$79 Chicago, Illinois Save at 3.5-Star Hyatt Regency McCormick Place: $79 & Up in Jan
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$133 Chicago, Illinois Save at 4-Star Burnham - a Kimpton: $133 & Up in Jan
Save with Expedia, $6/night less
$127 Chicago, Illinois Save at 4-Star Swissotel Chicago: $127 & Up in Jan
Save with Expedia, $23/night less
$106 Chicago, Illinois Save Big This Jan! Book 3 Nts in Chicago Fr $106+/Nt
Save with Expedia, $27/night less
$117 Chicago, Illinois Save Big This Jan! Book 3 Nts in Chicago Fr $117+/Nt
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$159 Chicago, Illinois Save Big This Jan! Book 3 Nts in Chicago Fr $159+/Nt
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$244 Chicago, Illinois Save Big This Jan! Book 3 Nts in Chicago Fr $244+/Nt
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$297 Chicago, Illinois Save Big This Jan! Book 3 Nts in Chicago Fr $297+/Nt
Save with Expedia, $148/night less
$70 Chicago, Illinois Save Big This Jan! Book 3 Nts in Chicago Fr $70+/Nt
Save with Expedia, $17/night less
$119 Chicago, Illinois Save in Chicago: Book 3 Nts in Jan at The Silversmith Fr $119+/Nt
Save with Expedia, $20/night less
$138 Chicago, Illinois Save in Chicago: Book 3 Nts in Jan Fr $138+/Nt
Save with Expedia, $35/night less
$155 Chicago, Illinois Save in Chicago: Book 3 Nts in Jan Fr $155+/Nt
Save with Expedia, $28/night less
$62 Chicago, Illinois Save in Chicago: Book 3 Nts in Jan Fr $62+/Nt
Save with Expedia, $26/night less
$87 Chicago, Illinois Save in Chicago: Book 3 Nts in Jan Fr $87+/Nt
Save with Expedia, $16/night less
$109 Chicago, Illinois Small budget: Stay in Chicago this Jan Fr $109+/Nt
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$115 Chicago, Illinois Small budget: Stay in Chicago this Jan Fr $115+/Nt
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$119 Chicago, Illinois Small budget: Stay in Chicago this Jan Fr $119+/Nt
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$68 Chicago, Illinois Small budget: Stay in Chicago this Jan Fr $68+/Nt
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$90 Chicago, Illinois Small budget: Stay in Chicago this Jan Fr $90+/Nt
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$90 Chicago, Illinois Small budget: Stay in Chicago this Jan Fr $90+/Nt
Save with Expedia, $9/night less
$109 Chicago, Illinois Special deal: 4-Star Hilton Chicago O'Hare Airport Fr $109+/Nt
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$139 Chicago, Illinois The Drake on Sale: Book 3 Nts in Jan Fr $139+/Nt
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$55 Chicago, Illinois Travelodge Chicago Downtown on Sale: Book 3 Nts in Jan Fr $55+/Nt
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$35+ Oak Park, Illinois Oak Park Vacation Rental Deals From $35
Tripping
$87 Addison, Illinois Addison Savings! Book at Hampton Inn & Suites Addison Fr $87+/Nt
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$85 Arlington Heights, Illinois Arlington Heights Savings! Book 3 Nts in Jan Fr $85+/Nt
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$105 Addison, Illinois Book 3 Nts in Addison this Jan Fr $105+/Nt
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$85 Lisle, Illinois Book 3 Nts in Lisle this Jan Fr $85+/Nt
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$90 Des Plaines, Illinois Book 3-Star Hilton Garden Inn Chicago O'Hare Airport Fr $90+/Nt
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$79 Oakbrook Terrace, Illinois Book 3-Star Hilton Garden Inn Oakbrook Terrace Fr $79+/Nt
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$93 Skokie, Illinois Book 3.5-Star DoubleTree by Hilton Chicago North Shore Fr $93+/Nt
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$129 Itasca, Illinois Book in Itasca: Save this Jan Fr $129+/Nt
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$109 Bloomingdale, Illinois Book the Hilton Chicago/Indian Lakes 3 Nts in Jan Fr $109+/Nt
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$99 Willowbrook, Illinois Champagne Lodge and Luxury Suites in Jan: $99 & Up
Save with Expedia, $27/night less
$93 Deerfield, Illinois Deerfield Savings! Book at Hyatt Deerfield Fr $93+/Nt
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$130 Evanston, Illinois Evanston Savings! Book at Hilton Garden Inn Evanston Fr $130+/Nt
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$96 Schiller Park, Illinois Four Points by Sheraton Chicago O'Hare Airport in Jan: $96 & Up
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$82 Schiller Park, Illinois Hampton Inn Chicago-O'Hare International Airport in Jan: $82 & Up
Save with Expedia, $7/night less
$90 Rosemont, Illinois Hyatt Regency O'Hare on Sale: Book 3 Nts in Jan Fr $90+/Nt
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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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$87 New York City, New York Cheap Flights from Chicago
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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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