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Chicago, IL Hotel Deals

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Chicago, IL Hotel Deals

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TYPE PRICE DESTINATION DEAL
$104 Chicago, Illinois The Westin Michigan Avenue Chicago in Dec: $104 & Up
Expedia
$31 Chicago, Illinois Chicago Vacation Rental Deals From $31
Tripping
$244 Chicago, Illinois Chicago Savings! Book at Park Hyatt Chicago Fr $244+/Nt
Expedia
$112+ Chicago, Illinois 4.5 Star Luxury Chicago Hotel on Sale! Starting from $112/nt
Jetsetter
$96 Chicago, Illinois Save Big This Dec! Book 3 Nts at Felix Fr $96+/Nt
Save with Expedia, $17/night less
$85+ Chicago, Illinois 4-Star Chicago Hotels from $85
trivago
$159 Chicago, Illinois Book in Chicago: Save this Dec Fr $159+/Nt
Expedia
$125+ Chicago, Illinois Chicago on Sale! Starting From $125/nt
Jetsetter
$68 Chicago, Illinois Book the Chicago's Essex Inn 3 Nts in Dec Fr $68+/Nt
Save with Expedia, $11/night less
$69 Chicago, Illinois Chicago Savings! Book at Travelodge Chicago Downtown Fr $69+/Nt
Expedia
$117 Chicago, Illinois $117 & Up: Allegro Chicago - a Kimpton 4-Star Hotel in Chicago
Save with Expedia, $12/night less
$81 Chicago, Illinois Save Big This Dec! Book 3 Nts in Chicago Fr $81+/Nt
Save with Expedia, $35/night less
$100 Chicago, Illinois Book 3-Star Holiday Inn Chicago O'Hare in Chicago Fr $100+/Nt
Expedia
$62 Chicago, Illinois Book 3 Nts in Chicago this Dec Fr $62+/Nt
Save with Expedia, $15/night less
$78 Chicago, Illinois Book 3.5-Star Indigo Chicago Downtown Gold Coast Fr $78+/Nt
Expedia
$89 Chicago, Illinois Chicago Savings! Book 3 Nts in Dec Fr $89+/Nt
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$87 Chicago, Illinois Save Big This Dec! Book 3 Nts in Chicago Fr $87+/Nt
Expedia
$109 Chicago, Illinois Chicago Marriott Downtown Magnificent Mile in Dec: $109 & Up
Expedia
$102 Chicago, Illinois Courtyard Chicago Downtown/Magnificent Mile in Dec: $102 & Up
Expedia
$284 Chicago, Illinois Save Big This Dec! Book 3 Nts in Chicago Fr $284+/Nt
Save with Expedia, $141/night less
$85 Chicago, Illinois Save at 4-Star theWit - A DoubleTree by Hilton: $85 & Up in Dec
Expedia
$79 Chicago, Illinois Save in Chicago: Book 3 Nts in Dec Fr $79+/Nt
Expedia
$96 Chicago, Illinois Hyatt Regency Chicago in Dec: $96 & Up
Save with Expedia, $23/night less
$99 Chicago, Illinois Chicago Savings! Book at Chicago South Loop Fr $99+/Nt
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$123 Chicago, Illinois Chicago Savings! Book at Burnham - a Kimpton Fr $123+/Nt
Save with Expedia, $13/night less
$126 Chicago, Illinois Monaco Chicago - a Kimpton in Dec: $126 & Up
Save with Expedia, $13/night less
$89 Chicago, Illinois Save in Chicago: Book 3 Nts in Dec Fr $89+/Nt
Expedia
$81 Chicago, Illinois Small budget: Stay in Chicago this Dec Fr $81+/Nt
Save with Expedia, $14/night less
$72 Chicago, Illinois BEST WESTERN Grant Park on Sale: Book 3 Nts in Dec Fr $72+/Nt
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$99 Chicago, Illinois Save in Chicago: Book 3 Nts in Dec Fr $99+/Nt
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$119 Chicago, Illinois Book the Buckingham Athletic Club 3 Nts in Dec Fr $119+/Nt
Save with Expedia, $20/night less
$159 Chicago, Illinois Save in Chicago: Book 3 Nts in Dec Fr $159+/Nt
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$114 Chicago, Illinois Save Big This Dec! Book 3 Nts in Chicago at Raffaello Fr $114+/Nt
Save with Expedia, $61/night less
$116 Chicago, Illinois Save Big This Dec! Book 3 Nts in Chicago Fr $116+/Nt
Expedia
$136 Chicago, Illinois Book in Chicago: Save this Dec Fr $136+/Nt
Save with Expedia, $23/night less
$297 Chicago, Illinois Book 3 Nts in Chicago this Dec Fr $297+/Nt
Save with Expedia, $98/night less
$189 Chicago, Illinois Chicago Savings! Book at JW Marriott Chicago Fr $189+/Nt
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$89 Chicago, Illinois Hilton Suites Chicago/Magnificent Mile in Dec: $89 & Up
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$118 Chicago, Illinois Chicago Savings! Book at The Blackstone A Renaissance Fr $118+/Nt
Expedia
$120 Chicago, Illinois Save Big This Dec! Book 3 Nts in Chicago Fr $120+/Nt
Save with Expedia, $30/night less
$88 Chicago, Illinois Book 3 Nts in Chicago this Dec Fr $88+/Nt
Save with Expedia, $41/night less
$110 Chicago, Illinois Book 3.5-Star The Silversmith Fr $110+/Nt
Save with Expedia, $19/night less
$126 Chicago, Illinois Chicago Savings! Book at Palomar Chicago, a Kimpton Fr $126+/Nt
Save with Expedia, $13/night less
$126 Chicago, Illinois Book 3.5-Star Kinzie in Chicago Fr $126+/Nt
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$92 Chicago, Illinois Chicago Savings! Book at MileNorth, A Chicago Fr $92+/Nt
Save with Expedia, $61/night less
$75 Chicago, Illinois Save Big This Dec! Book 3 Nts in Chicago Fr $75+/Nt
Expedia
$98 Chicago, Illinois Dec deal: Holiday Inn Chicago Mart Plaza River North Fr $98+/Nt
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$81 Chicago, Illinois River in Dec: $81 & Up
Save with Expedia, $8/night less
$106 Chicago, Illinois Small budget: Stay in Chicago this Dec Fr $106+/Nt
Expedia
$109 Chicago, Illinois Chicago Savings! Book 3 Nts in Dec Fr $109+/Nt
Expedia
$90 Chicago, Illinois Chicago Savings! Book at BEST WESTERN River North Fr $90+/Nt
Expedia
$165 Chicago, Illinois Small budget: Stay in Chicago this Dec Fr $165+/Nt
Expedia
$77 Chicago, Illinois Book 4-Star The Whitehall in Chicago Fr $77+/Nt
Save with Expedia, $12/night less
$284 Chicago, Illinois The Ritz-Carlton Chicago (A Four Seasons ) in Dec: $284 & Up
Save with Expedia, $141/night less
$95 Chicago, Illinois Chicago Savings! Book at Hilton Chicago Fr $95+/Nt
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$79 Chicago, Illinois Small budget: Stay in Chicago this Dec Fr $79+/Nt
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$93 Chicago, Illinois $93 & Up: InterContinental Chicago 4.5-Star Hotel in Chicago
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$100 Chicago, Illinois Book in Chicago: Save this Dec Fr $100+/Nt
Expedia
$69 Chicago, Illinois Chicago Savings! Book at Holiday Inn Express Cass Fr $69+/Nt
Expedia
$89 Chicago, Illinois Special deal: 3-Star Comfort Suites Michigan Avenue Fr $89+/Nt
Expedia
$87 Chicago, Illinois Book 3 Nts in Chicago this Dec Fr $87+/Nt
Expedia
$99 Chicago, Illinois Book 3-Star Congress Plaza Fr $99+/Nt
Expedia
$119 Chicago, Illinois Book the W Chicago - City Center 3 Nts in Dec Fr $119+/Nt
Expedia
$116 Chicago, Illinois Chicago Savings! Book at Radisson Blu Aqua Fr $116+/Nt
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$68 Chicago, Illinois Dec deal: The Tremont Chicago at Magnificent Mile Fr $68+/Nt
Expedia
$78 Chicago, Illinois Save Big This Dec! Book 3 Nts in Chicago Fr $78+/Nt
Expedia
$84 Chicago, Illinois Book 3.5-Star Club Quarters Chicago - Central Loop Fr $84+/Nt
Save with Expedia, $9/night less
$114 Chicago, Illinois Residence Inn Chicago Downtown / River North in Dec: $114 & Up
Expedia
$90 Chicago, Illinois Book the Blake Chicago 3 Nts in Dec Fr $90+/Nt
Expedia
$126 Chicago, Illinois Book in Chicago: Save this Dec Fr $126+/Nt
Save with Expedia, $13/night less
$99 Chicago, Illinois Save Big This Dec! Book 3 Nts in Chicago Fr $99+/Nt
Expedia
$99 Chicago, Illinois Chicago Savings! Book at Sheraton Chicago and Towers Fr $99+/Nt
Expedia
$100 Chicago, Illinois Save in Chicago: Book 3 Nts in Dec Fr $100+/Nt
Expedia
$92 Chicago, Illinois Small budget: Stay in Chicago this Dec Fr $92+/Nt
Expedia
$76 Chicago, Illinois Save Big This Dec! Book 3 Nts in Chicago Fr $76+/Nt
Expedia
$104 Chicago, Illinois Save Big This Dec! Book 3 Nts in Chicago Fr $104+/Nt
Expedia
$129 Chicago, Illinois Special deal: 4-Star dana and spa Fr $129+/Nt
Expedia
$112 Chicago, Illinois Sofitel Chicago Water Tower in Dec: $112 & Up
Expedia
$119 Chicago, Illinois Save in Chicago: Book 3 Nts in Dec Fr $119+/Nt
Expedia
$82 Chicago, Illinois Book 3.5-Star Crowne Plaza Chicago - The Metro Fr $82+/Nt
Save with Expedia, $27/night less
$108 Chicago, Illinois Chicago Savings! Book at PUBLIC Chicago Fr $108+/Nt
Expedia
$76 Chicago, Illinois Homewood Suites by Hilton Chicago Downtown in Dec: $76 & Up
Expedia
$102 Chicago, Illinois Book 3 Nts in Chicago this Dec Fr $102+/Nt
Save with Expedia, $17/night less
$76 Chicago, Illinois Save Big This Dec! Book 3 Nts in Chicago Fr $76+/Nt
Expedia
$294 Chicago, Illinois Book 3 Nts in Chicago this Dec Fr $294+/Nt
Expedia
$264 Chicago, Illinois Book 3 Nts in Chicago this Dec Fr $264+/Nt
Save with Expedia, $131/night less
$81 Chicago, Illinois Central Loop on Sale: Book 3 Nts in Dec Fr $81+/Nt
Save with Expedia, $8/night less
$85 Wood Dale, Illinois Save in Wood Dale: Book 3 Nts in Dec Fr $85+/Nt
Expedia
$99 Lisle, Illinois Dec deal: Sheraton Lisle Fr $99+/Nt
Expedia
$91 Addison, Illinois Hampton Inn & Suites Addison in Dec: $91 & Up
Expedia
$109 Rosemont, Illinois Save Big This Dec! Book 3 Nts in Rosemont Fr $109+/Nt
Expedia
$68 Glenview, Illinois Save Big This Dec! Book 3 Nts in Glenview Fr $68+/Nt
Save with Expedia, $17/night less
$98 Crestwood, Illinois Book in Crestwood: Save this Dec Fr $98+/Nt
Expedia
$123 Evanston, Illinois Book in Evanston: Save this Dec Fr $123+/Nt
Expedia
$89 Westchester, Illinois Hampton Inn Chicago/Westchester (Oak Brook) in Dec: $89 & Up
Expedia
$104 Des Plaines, Illinois Book the Radisson Chicago O'Hare 3 Nts in Dec Fr $104+/Nt
Expedia
$94 Rosemont, Illinois Book in Rosemont: Save this Dec Fr $94+/Nt
Expedia
$102 Itasca, Illinois $102 & Up: Eaglewood & Spa Chicago 3.5-Star Hotel in Itasca
Save with Expedia, $17/night less
$73 Countryside, Illinois Dec deal: BEST WESTERN Chicagoland - Countryside Fr $73+/Nt
Save with Expedia, $18/night less
$99 Downers Grove, Illinois Small budget: Stay in Downers Grove this Dec Fr $99+/Nt
Expedia
PRICEDESTINATIONDEAL
$117 New York City, New York Cheap Flights from Washington, DC
DealBase.com
$200 New York City, New York Virgin America Current Lowest Fares
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$149 New York City, New York Virgin America Current Lowest Fares
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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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