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Chicago, IL Hotel Deals

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Chicago, IL Hotel Deals

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TYPE PRICE DESTINATION DEAL
$76 Chicago, Illinois Small budget: Stay in Chicago this Dec Fr $76+/Nt
Expedia
$155+ Chicago, Illinois $155: Sofitel Chicago Water Tower
Priceline.com
$99 Chicago, Illinois Book 3.5-Star Embassy Suites Chicago Downtown Fr $99+/Nt
Expedia
$112+ Chicago, Illinois 4.5 Star Luxury Chicago Hotel on Sale! Starting from $112/nt
Jetsetter
$146 Chicago, Illinois Save in Chicago: Book 3 Nts in Dec Fr $146+/Nt
Expedia
$212+ Chicago, Illinois $212: Fairmont Chicago at Millennium Park
Hotels.com
$128 Chicago, Illinois $128 & Up: The Westin Chicago River North 4-Star Hotel in Chicago
Expedia
$135+ Chicago, Illinois $135: Conrad Chicago
Priceline.com
$60 Chicago, Illinois Red Roof Inn Chicago Downtown Magnificent Mile in Dec: $60 & Up
Save with Expedia, $15/night less
$158+ Chicago, Illinois $158: dana hotel and spa, Chicago
Priceline.com
$67 Chicago, Illinois Save in Chicago: Book 3 Nts in Dec Fr $67+/Nt
Save with Expedia, $22/night less
$103+ Chicago, Illinois $103: Millennium Knickerbocker, Chicago
Hotels.com
$83 Chicago, Illinois $83 & Up: Hyatt Regency McCormick Place 3.5-Star Hotel in Chicago
Expedia
$125+ Chicago, Illinois Chicago on Sale! Starting From $125/nt
Jetsetter
$104 Chicago, Illinois Book in Chicago: Save this Dec Fr $104+/Nt
Save with Expedia, $69/night less
$132+ Chicago, Illinois $132: SpringHill Suites Chicago O'Hare by Marriott
Priceline.com
$125 Chicago, Illinois Save in Chicago: Book 3 Nts in Dec Fr $125+/Nt
Expedia
$79+ Chicago, Illinois $79: Best Western Grant Park, Chicago
Priceline.com
$109 Chicago, Illinois Book the Sheraton Chicago and Towers 3 Nts in Dec Fr $109+/Nt
Expedia
$139+ Chicago, Illinois $139: ACME Hotel Company Chicago
Priceline.com
$76 Chicago, Illinois Small budget: Stay in Chicago this Dec Fr $76+/Nt
Expedia
$267+ Chicago, Illinois $267: The Peninsula Chicago
Priceline.com
$114 Chicago, Illinois Book 4-Star Radisson Blu Aqua Fr $114+/Nt
Expedia
$157+ Chicago, Illinois $157: The Buckingham Athletic Club & Hotel, Chicago
Priceline.com
$129 Chicago, Illinois Save Big This Dec! Book 3 Nts in Chicago Fr $129+/Nt
Expedia
$170+ Chicago, Illinois $170: Warwick Allerton Hotel Chicago
Hotels.com
$79 Chicago, Illinois Small budget: Stay in Chicago this Dec Fr $79+/Nt
Expedia
$85+ Chicago, Illinois 4-Star Chicago Hotels from $85
trivago
$78 Chicago, Illinois BEST WESTERN Grant Park on Sale: Book 3 Nts in Dec Fr $78+/Nt
Expedia
$169+ Chicago, Illinois $169: The Westin Chicago River North
Priceline.com
$96 Chicago, Illinois Comfort Suites Michigan Avenue in Dec: $96 & Up
Expedia
$31 Chicago, Illinois Chicago Vacation Rental Deals From $31
Tripping
$99 Chicago, Illinois $99 & Up: InterContinental Chicago 4.5-Star Hotel in Chicago
Expedia
$175+ Chicago, Illinois $175: Ruby Room, Chicago
Priceline.com
$95 Chicago, Illinois Chicago Savings! Book at Hilton Chicago Fr $95+/Nt
Expedia
$179+ Chicago, Illinois $179: Embassy Suites Chicago Downtown - Lakefront
Priceline.com
$64 Chicago, Illinois Chicago Savings! Book at ACME Company Chicago Fr $64+/Nt
Save with Expedia, $31/night less
$129+ Chicago, Illinois $129: Courtyard by Marriott Chicago Magnificent Mile
Priceline.com
$93 Chicago, Illinois La Quinta Inn & Suites Chicago Downtown in Dec: $93 & Up
Expedia
$176+ Chicago, Illinois $176: Radisson Blu Aqua Hotel Chicago
Priceline.com
$75 Chicago, Illinois Small budget: Stay in Chicago this Dec Fr $75+/Nt
Expedia
$99 Chicago, Illinois Chicago Savings! Book 3 Nts in Dec Fr $99+/Nt
Expedia
$81 Chicago, Illinois Dec deal: Homewood Suites by Hilton Chicago Downtown Fr $81+/Nt
Expedia
$68 Chicago, Illinois Dec deal: The Tremont Chicago at Magnificent Mile Fr $68+/Nt
Expedia
$95 Chicago, Illinois Book in Chicago: Save this Dec Fr $95+/Nt
Expedia
$123 Chicago, Illinois Book 4-Star Burnham - a Kimpton in Chicago Fr $123+/Nt
Save with Expedia, $13/night less
$119 Chicago, Illinois Book in Chicago: Save this Dec Fr $119+/Nt
Expedia
$79 Chicago, Illinois Book the The Whitehall 3 Nts in Dec Fr $79+/Nt
Save with Expedia, $14/night less
$81 Chicago, Illinois Book in Chicago: Save this Dec Fr $81+/Nt
Save with Expedia, $8/night less
$90 Chicago, Illinois Book 4-Star The Westin Michigan Avenue Chicago Fr $90+/Nt
Expedia
$264 Chicago, Illinois Chicago Savings! Book at The Peninsula Chicago Fr $264+/Nt
Save with Expedia, $131/night less
$159 Chicago, Illinois Book in Chicago: Save this Dec Fr $159+/Nt
Expedia
$179 Chicago, Illinois Chicago Savings! Book at JW Marriott Chicago Fr $179+/Nt
Expedia
$126 Chicago, Illinois Small budget: Stay in Chicago this Dec Fr $126+/Nt
Save with Expedia, $13/night less
$89 Chicago, Illinois Save Big This Dec! Book 3 Nts in Chicago Fr $89+/Nt
Expedia
$99 Chicago, Illinois Small budget: Book Chicago South Loop 3 Nts in Dec Fr $99+/Nt
Expedia
$110 Chicago, Illinois Book in Chicago: Save this Dec Fr $110+/Nt
Save with Expedia, $19/night less
$86 Chicago, Illinois Book 3 Nts in Chicago this Dec Fr $86+/Nt
Expedia
$97 Chicago, Illinois Save in Chicago: Book 3 Nts in Dec Fr $97+/Nt
Expedia
$112 Chicago, Illinois Chicago Savings! Book at W Chicago - City Center Fr $112+/Nt
Expedia
$59 Chicago, Illinois Book the Travelodge Chicago Downtown 3 Nts in Dec Fr $59+/Nt
Expedia
$79 Chicago, Illinois Save Big This Dec! Book 3 Nts in Chicago Fr $79+/Nt
Expedia
$87 Chicago, Illinois Book in Chicago: Save this Dec Fr $87+/Nt
Expedia
$79 Chicago, Illinois Chicago Savings! Book at Holiday Inn Express Cass Fr $79+/Nt
Expedia
$89 Chicago, Illinois Book 4-Star The Palmer House Hilton in Chicago Fr $89+/Nt
Expedia
$80 Chicago, Illinois Dec deal: Holiday Inn Chicago Mart Plaza River North Fr $80+/Nt
Expedia
$102 Chicago, Illinois Dec deal: Wyndham Grand Chicago Riverfront Fr $102+/Nt
Save with Expedia, $17/night less
$78 Chicago, Illinois Dec deal: Indigo Chicago Downtown Gold Coast Fr $78+/Nt
Expedia
$117 Chicago, Illinois Book in Chicago: Save this Dec Fr $117+/Nt
Expedia
$88 Chicago, Illinois Book the Millennium Knickerbocker Chicago 3 Nts in Dec Fr $88+/Nt
Expedia
$119 Chicago, Illinois Chicago Savings! Book at Buckingham Athletic Club Fr $119+/Nt
Save with Expedia, $20/night less
$294 Chicago, Illinois Book 5-Star Waldorf Astoria Chicago Fr $294+/Nt
Expedia
$126 Chicago, Illinois Special deal: 4-Star Monaco Chicago - a Kimpton Fr $126+/Nt
Save with Expedia, $13/night less
$96 Chicago, Illinois Save Big This Dec! Book 3 Nts in Chicago Fr $96+/Nt
Expedia
$116 Chicago, Illinois Chicago Marriott at Medical District/UIC in Dec: $116 & Up
Expedia
$89 Chicago, Illinois Dec deal: Embassy Suites Chicago Downtown Lakefront Fr $89+/Nt
Expedia
$109 Chicago, Illinois Residence Inn Chicago Downtown in Dec: $109 & Up
Expedia
$81 Chicago, Illinois Chicago Savings! Book 3 Nts in Dec Fr $81+/Nt
Save with Expedia, $8/night less
$292 Chicago, Illinois Chicago Savings! Book 3 Nts in Dec Fr $292+/Nt
Save with Expedia, $73/night less
$68 Chicago, Illinois Book the Chicago's Essex Inn 3 Nts in Dec Fr $68+/Nt
Save with Expedia, $11/night less
$109 Chicago, Illinois Small budget: Stay in Chicago this Dec Fr $109+/Nt
Expedia
$102 Chicago, Illinois Dec deal: W Chicago Lakeshore Fr $102+/Nt
Expedia
$88 Chicago, Illinois Warwick Allerton Chicago in Dec: $88 & Up
Save with Expedia, $41/night less
$120 Chicago, Illinois Chicago Savings! Book at Allegro Chicago - a Kimpton Fr $120+/Nt
Save with Expedia, $13/night less
$99 Chicago, Illinois $99 & Up: Hyatt Regency Chicago 4-Star Hotel in Chicago
Expedia
$136 Chicago, Illinois Save Big This Dec! Book 3 Nts in Chicago Fr $136+/Nt
Save with Expedia, $23/night less
$108 Chicago, Illinois Chicago Savings! Book at Raffaello Fr $108+/Nt
Save with Expedia, $58/night less
$79 Chicago, Illinois Book the Holiday Inn Chicago Downtown 3 Nts in Dec Fr $79+/Nt
Expedia
$112 Chicago, Illinois Chicago Savings! Book 3 Nts in Dec Fr $112+/Nt
Save with Expedia, $27/night less
$104 Chicago, Illinois Save in Chicago: Book 3 Nts in Dec Fr $104+/Nt
Expedia
$91 Chicago, Illinois Dec deal: Courtyard Chicago Downtown/Magnificent Mile Fr $91+/Nt
Expedia
$90 Chicago, Illinois Blake Chicago in Dec: $90 & Up
Expedia
$160 Chicago, Illinois Dec deal: Holiday Inn Express Chicago-Midway Airport Fr $160+/Nt
Expedia
$92 Chicago, Illinois Dec deal: Crowne Plaza Chicago Magnificent Mile Fr $92+/Nt
Expedia
$74 Chicago, Illinois Chicago Downtown, Autograph Collection in Dec: $74 & Up
Save with Expedia, $32/night less
$284 Chicago, Illinois Chicago Savings! Book at Four Seasons Chicago Fr $284+/Nt
Save with Expedia, $141/night less
$100 Chicago, Illinois Small budget: Stay in Chicago this Dec Fr $100+/Nt
Expedia
$81 Chicago, Illinois Book 3.5-Star Club Quarters Chicago - Central Loop Fr $81+/Nt
Save with Expedia, $8/night less
$120 Chicago, Illinois Book 4-Star Swissotel Chicago in Chicago Fr $120+/Nt
Save with Expedia, $30/night less
$64 Chicago, Illinois Small budget: Stay in Chicago this Dec Fr $64+/Nt
Expedia
PRICEDESTINATIONDEAL
$117 New York City, New York Cheap Flights from Washington, DC
DealBase.com
$197 New York City, New York Cheap Flights from Orlando
DealBase.com
$283 New York City, New York Cheap Flights from San Francisco
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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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