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Chicago, IL Hotel Deals

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Chicago, IL Hotel Deals

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TYPE PRICE DESTINATION DEAL
$103+ Chicago, Illinois $103: Millennium Knickerbocker, Chicago
Hotels.com
$128 Chicago, Illinois $128 & Up: The Westin Chicago River North 4-Star Hotel in Chicago
Expedia
$126+ Chicago, Illinois $126: Kinzie Hotel, Chicago
Priceline.com
$244 Chicago, Illinois $244 & Up: Park Hyatt Chicago 5-Star Hotel in Chicago
Expedia
$129+ Chicago, Illinois $129: Raffaello Hotel, Chicago
Hotels.com
$99 Chicago, Illinois $99 & Up: Congress Plaza 3-Star Hotel in Chicago
Expedia
$132+ Chicago, Illinois $132: SpringHill Suites Chicago O'Hare by Marriott
Priceline.com
$99 Chicago, Illinois $99 & Up: The Palmer House Hilton 4-Star Hotel in Chicago
Expedia
$139+ Chicago, Illinois $139: The Majestic Hotel, Chicago
Priceline.com
$85+ Chicago, Illinois 4-Star Chicago Hotels from $85
trivago
$155+ Chicago, Illinois $155: Sofitel Chicago Water Tower
Priceline.com
$112+ Chicago, Illinois 4.5 Star Luxury Chicago Hotel on Sale! Starting from $112/nt
Jetsetter
$157+ Chicago, Illinois $157: The Buckingham Athletic Club & Hotel, Chicago
Priceline.com
$76 Chicago, Illinois BEST WESTERN Grant Park in Dec: $76 & Up
Expedia
$158+ Chicago, Illinois $158: dana hotel and spa, Chicago
Priceline.com
$90 Chicago, Illinois Blake Chicago in Dec: $90 & Up
Expedia
$169+ Chicago, Illinois $169: The Westin Chicago River North
Priceline.com
$129 Chicago, Illinois Book 3 Nts in Chicago this Dec Fr $129+/Nt
Expedia
$170+ Chicago, Illinois $170: Warwick Allerton Hotel Chicago
Hotels.com
$86 Chicago, Illinois Book 3 Nts in Chicago this Dec Fr $86+/Nt
Expedia
$175+ Chicago, Illinois $175: Ruby Room, Chicago
Priceline.com
$76 Chicago, Illinois Book 3-Star Homewood Suites by Hilton Chicago Downtown Fr $76+/Nt
Expedia
$176+ Chicago, Illinois $176: Radisson Blu Aqua Hotel Chicago
Priceline.com
$81 Chicago, Illinois Book 3.5-Star Club Quarters Chicago - Central Loop Fr $81+/Nt
Save with Expedia, $8/night less
$179+ Chicago, Illinois $179: Embassy Suites Chicago Downtown - Lakefront
Priceline.com
$93 Chicago, Illinois Book 3.5-Star Embassy Suites Chicago Downtown Fr $93+/Nt
Expedia
$188+ Chicago, Illinois $188: The James Chicago
Hotels.com
$79 Chicago, Illinois Book 3.5-Star Indigo Chicago Downtown Gold Coast Fr $79+/Nt
Expedia
$189+ Chicago, Illinois $189: Springhill Suites Chicago Downtown/ River North
Priceline.com
$122 Chicago, Illinois Book 4-Star Radisson Blu Aqua in Chicago Fr $122+/Nt
Expedia
$212+ Chicago, Illinois $212: Fairmont Chicago at Millennium Park
Hotels.com
$120 Chicago, Illinois Book 4-Star Swissotel Chicago in Chicago Fr $120+/Nt
Save with Expedia, $30/night less
$267+ Chicago, Illinois $267: The Peninsula Chicago
Priceline.com
$259 Chicago, Illinois Book 5-Star Trump International & Tower Chicago Fr $259+/Nt
Save with Expedia, $86/night less
$79+ Chicago, Illinois $79: Best Western Grant Park, Chicago
Priceline.com
$294 Chicago, Illinois Book 5-Star Waldorf Astoria Chicago Fr $294+/Nt
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
$31 Chicago, Illinois Chicago Vacation Rental Deals From $31
Tripping
$110 Chicago, Illinois Book in Chicago: Save this Dec Fr $110+/Nt
Save with Expedia, $19/night less
$38+ Chicago, Illinois Dolands Addition Vacation Rental Deals From $38
Tripping
$112 Chicago, Illinois Book in Chicago: Save this Dec Fr $112+/Nt
Expedia
$119 Chicago, Illinois Book in Chicago: Save this Dec Fr $119+/Nt
Expedia
$159 Chicago, Illinois Book in Chicago: Save this Dec Fr $159+/Nt
Expedia
$81 Chicago, Illinois Book in Chicago: Save this Dec Fr $81+/Nt
Save with Expedia, $8/night less
$85 Chicago, Illinois Book in Chicago: Save this Dec Fr $85+/Nt
Expedia
$68 Chicago, Illinois Book the Chicago's Essex Inn 3 Nts in Dec Fr $68+/Nt
Save with Expedia, $11/night less
$79 Chicago, Illinois Book the Holiday Inn Chicago Downtown 3 Nts in Dec Fr $79+/Nt
Expedia
$80 Chicago, Illinois Book the Hyatt Regency Chicago 3 Nts in Dec Fr $80+/Nt
Save with Expedia, $19/night less
$88 Chicago, Illinois Book the Millennium Knickerbocker Chicago 3 Nts in Dec Fr $88+/Nt
Expedia
$109 Chicago, Illinois Book the Sheraton Chicago and Towers 3 Nts in Dec Fr $109+/Nt
Expedia
$59 Chicago, Illinois Book the Travelodge Chicago Downtown 3 Nts in Dec Fr $59+/Nt
Expedia
$116 Chicago, Illinois Chicago Marriott at Medical District/UIC in Dec: $116 & Up
Expedia
$112 Chicago, Illinois Chicago Savings! Book 3 Nts in Dec Fr $112+/Nt
Save with Expedia, $27/night less
$292 Chicago, Illinois Chicago Savings! Book 3 Nts in Dec Fr $292+/Nt
Save with Expedia, $73/night less
$77 Chicago, Illinois Chicago Savings! Book 3 Nts in Dec Fr $77+/Nt
Save with Expedia, $32/night less
$81 Chicago, Illinois Chicago Savings! Book 3 Nts in Dec Fr $81+/Nt
Save with Expedia, $8/night less
$93 Chicago, Illinois Chicago Savings! Book 3 Nts in Dec Fr $93+/Nt
Expedia
$93 Chicago, Illinois Chicago Savings! Book 3 Nts in Dec Fr $93+/Nt
Save with Expedia, $16/night less
$99 Chicago, Illinois Chicago Savings! Book 3 Nts in Dec Fr $99+/Nt
Expedia
$64 Chicago, Illinois Chicago Savings! Book at ACME Company Chicago Fr $64+/Nt
Save with Expedia, $31/night less
$120 Chicago, Illinois Chicago Savings! Book at Allegro Chicago - a Kimpton Fr $120+/Nt
Save with Expedia, $13/night less
$94 Chicago, Illinois Chicago Savings! Book at BEST WESTERN River North Fr $94+/Nt
Expedia
$119 Chicago, Illinois Chicago Savings! Book at Buckingham Athletic Club Fr $119+/Nt
Save with Expedia, $20/night less
$120 Chicago, Illinois Chicago Savings! Book at Burnham - a Kimpton Fr $120+/Nt
Save with Expedia, $13/night less
$284 Chicago, Illinois Chicago Savings! Book at Four Seasons Chicago Fr $284+/Nt
Save with Expedia, $141/night less
$101 Chicago, Illinois Chicago Savings! Book at Holiday Inn Chicago O'Hare Fr $101+/Nt
Expedia
$79 Chicago, Illinois Chicago Savings! Book at Holiday Inn Express Cass Fr $79+/Nt
Expedia
$189 Chicago, Illinois Chicago Savings! Book at JW Marriott Chicago Fr $189+/Nt
Expedia
$126 Chicago, Illinois Chicago Savings! Book at Palomar Chicago, a Kimpton Fr $126+/Nt
Save with Expedia, $13/night less
$108 Chicago, Illinois Chicago Savings! Book at Raffaello Fr $108+/Nt
Save with Expedia, $58/night less
$264 Chicago, Illinois Chicago Savings! Book at The Peninsula Chicago Fr $264+/Nt
Save with Expedia, $131/night less
$112 Chicago, Illinois Chicago Savings! Book at W Chicago - City Center Fr $112+/Nt
Expedia
$96 Chicago, Illinois Comfort Suites Michigan Avenue in Dec: $96 & Up
Expedia
$92 Chicago, Illinois Dec deal: Crowne Plaza Chicago Magnificent Mile Fr $92+/Nt
Expedia
$89 Chicago, Illinois Dec deal: Embassy Suites Chicago Downtown Lakefront Fr $89+/Nt
Expedia
$160 Chicago, Illinois Dec deal: Holiday Inn Express Chicago-Midway Airport Fr $160+/Nt
Expedia
$68 Chicago, Illinois Dec deal: The Tremont Chicago at Magnificent Mile Fr $68+/Nt
Expedia
$93 Chicago, Illinois Dec deal: The Westin Michigan Avenue Chicago Fr $93+/Nt
Expedia
$65 Chicago, Illinois Dec deal: The Whitehall Fr $65+/Nt
Save with Expedia, $21/night less
$102 Chicago, Illinois Dec deal: W Chicago Lakeshore Fr $102+/Nt
Expedia
$103 Chicago, Illinois Felix on Sale: Book 3 Nts in Dec Fr $103+/Nt
Save with Expedia, $18/night less
$60 Chicago, Illinois Red Roof Inn Chicago Downtown Magnificent Mile in Dec: $60 & Up
Save with Expedia, $15/night less
$114 Chicago, Illinois Residence Inn Chicago Downtown / River North in Dec: $114 & Up
Expedia
$109 Chicago, Illinois Residence Inn Chicago Downtown in Dec: $109 & Up
Expedia
$129 Chicago, Illinois Save Big This Dec! Book 3 Nts in Chicago Fr $129+/Nt
Expedia
$136 Chicago, Illinois Save Big This Dec! Book 3 Nts in Chicago Fr $136+/Nt
Save with Expedia, $23/night less
$79 Chicago, Illinois Save Big This Dec! Book 3 Nts in Chicago Fr $79+/Nt
Expedia
$79 Chicago, Illinois Save Big This Dec! Book 3 Nts in Chicago Fr $79+/Nt
Expedia
$89 Chicago, Illinois Save Big This Dec! Book 3 Nts in Chicago Fr $89+/Nt
Expedia
$99 Chicago, Illinois Save Big This Dec! Book 3 Nts in Chicago Fr $99+/Nt
Expedia
$100 Chicago, Illinois Save in Chicago: Book 3 Nts in Dec Fr $100+/Nt
Expedia
$104 Chicago, Illinois Save in Chicago: Book 3 Nts in Dec Fr $104+/Nt
Expedia
$125 Chicago, Illinois Save in Chicago: Book 3 Nts in Dec Fr $125+/Nt
Expedia
$146 Chicago, Illinois Save in Chicago: Book 3 Nts in Dec Fr $146+/Nt
Expedia
$85 Chicago, Illinois Save in Chicago: Book 3 Nts in Dec Fr $85+/Nt
Expedia
$99 Chicago, Illinois Small budget: Book Chicago South Loop 3 Nts in Dec Fr $99+/Nt
Expedia
$100 Chicago, Illinois Small budget: Stay in Chicago this Dec Fr $100+/Nt
Expedia
$109 Chicago, Illinois Small budget: Stay in Chicago this Dec Fr $109+/Nt
Expedia
$118 Chicago, Illinois Small budget: Stay in Chicago this Dec Fr $118+/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 Charlotte
DealBase.com
$263 New York City, New York Cheap Flights from Salt Lake City
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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