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Chicago, IL Hotel Deals

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Chicago, IL Hotel Deals

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TYPE PRICE DESTINATION DEAL
$110 Chicago, Illinois $110 & Up: Holiday Inn Chicago O'Hare 3-Star Hotel in Chicago
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$38+ Chicago, Illinois Dolands Addition Vacation Rental Deals From $38
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$159 Chicago, Illinois $159 & Up: The Drake 4-Star Hotel in Chicago
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$162 Chicago, Illinois $162 & Up: Omni Chicago 4.5-Star Hotel in Chicago
Save with Expedia, $17/night less
$126 Chicago, Illinois BEST WESTERN River North on Sale: Book 3 Nts in Mar Fr $126+/Nt
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$116 Chicago, Illinois Book 3 Nts in Chicago this Mar Fr $116+/Nt
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$124 Chicago, Illinois Book 3 Nts in Chicago this Mar Fr $124+/Nt
Save with Expedia, $22/night less
$130 Chicago, Illinois Book 3 Nts in Chicago this Mar Fr $130+/Nt
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$135 Chicago, Illinois Book 3 Nts in Chicago this Mar Fr $135+/Nt
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$164 Chicago, Illinois Book 3 Nts in Chicago this Mar Fr $164+/Nt
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$203 Chicago, Illinois Book 3 Nts in Chicago this Mar Fr $203+/Nt
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$67 Chicago, Illinois Book 3 Nts in Chicago this Mar Fr $67+/Nt
Save with Expedia, $28/night less
$139 Chicago, Illinois Book 3-Star Comfort Suites Michigan Avenue in Chicago Fr $139+/Nt
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$159 Chicago, Illinois Book 3-Star Hampton Majestic Chicago Theatre District Fr $159+/Nt
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$93 Chicago, Illinois Book 3-Star The Tremont Chicago at Magnificent Mile Fr $93+/Nt
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$114 Chicago, Illinois Book 3.5-Star Club Quarters Chicago - Central Loop Fr $114+/Nt
Save with Expedia, $12/night less
$133 Chicago, Illinois Book 3.5-Star Crowne Plaza Chicago - The Metro Fr $133+/Nt
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$82 Chicago, Illinois Book 3.5-Star Indigo Chicago Downtown Gold Coast Fr $82+/Nt
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$138 Chicago, Illinois Book 3.5-Star Kinzie Fr $138+/Nt
Save with Expedia, $35/night less
$196 Chicago, Illinois Book 3.5-Star Renaissance Chicago O'Hare Suites Fr $196+/Nt
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$127 Chicago, Illinois Book 4-Star Chicago Downtown, Autograph Collection Fr $127+/Nt
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$159 Chicago, Illinois Book 4-Star MileNorth, A Chicago Fr $159+/Nt
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$250 Chicago, Illinois Book 5-Star Four Seasons Chicago Fr $250+/Nt
Save with Expedia, $125/night less
$284 Chicago, Illinois Book 5-Star Trump International & Tower Chicago Fr $284+/Nt
Save with Expedia, $95/night less
$146 Chicago, Illinois Book in Chicago: Save this Mar Fr $146+/Nt
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$97 Chicago, Illinois Book the Hostelling International Chicago 3 Nts in Mar Fr $97+/Nt
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$139 Chicago, Illinois Book the Residence Inn Chicago Downtown 3 Nts in Mar Fr $139+/Nt
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$88 Chicago, Illinois Book the Travelodge Chicago Downtown 3 Nts in Mar Fr $88+/Nt
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$139 Chicago, Illinois Burnham - a Kimpton on Sale: Book 3 Nts in Mar Fr $139+/Nt
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$189 Chicago, Illinois Chicago Marriott Downtown Magnificent Mile in Mar: $189 & Up
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$117 Chicago, Illinois Chicago Savings! Book 3 Nts in Mar at Blake Chicago Fr $117+/Nt
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$132 Chicago, Illinois Chicago Savings! Book 3 Nts in Mar at The Whitehall Fr $132+/Nt
Save with Expedia, $17/night less
$169 Chicago, Illinois Chicago Savings! Book 3 Nts in Mar Fr $169+/Nt
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$179 Chicago, Illinois Chicago Savings! Book 3 Nts in Mar Fr $179+/Nt
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$104 Chicago, Illinois Chicago Savings! Book at ACME Company Chicago Fr $104+/Nt
Save with Expedia, $19/night less
$113 Chicago, Illinois Chicago Savings! Book at Chicago South Loop Fr $113+/Nt
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$175 Chicago, Illinois Chicago Savings! Book at Conrad Chicago Fr $175+/Nt
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$112 Chicago, Illinois Chicago Savings! Book at InterContinental Chicago Fr $112+/Nt
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$260 Chicago, Illinois Chicago Savings! Book at Park Hyatt Chicago Fr $260+/Nt
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$116 Chicago, Illinois Chicago Savings! Book at W Chicago Lakeshore Fr $116+/Nt
Save with Expedia, $49/night less
$160 Chicago, Illinois Courtyard Chicago Downtown/Magnificent Mile in Mar: $160 & Up
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$153 Chicago, Illinois Doubletree by Hilton Chicago Magnificent Mile in Mar: $153 & Up
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$120 Chicago, Illinois Fairmont Chicago Millennium Park in Mar: $120 & Up
Save with Expedia, $39/night less
$104 Chicago, Illinois Holiday Inn Chicago Downtown in Mar: $104 & Up
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$97 Chicago, Illinois Holiday Inn Express Cass in Mar: $97 & Up
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$126 Chicago, Illinois Homewood Suites by Hilton Chicago Downtown in Mar: $126 & Up
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$142 Chicago, Illinois Hyatt Chicago Magnificent Mile in Mar: $142 & Up
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$120 Chicago, Illinois Hyatt Regency Chicago on Sale: Book 3 Nts in Mar Fr $120+/Nt
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$149 Chicago, Illinois Hyatt Regency McCormick Place in Mar: $149 & Up
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$153 Chicago, Illinois La Quinta Inn & Suites Chicago Downtown in Mar: $153 & Up
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$103 Chicago, Illinois Mar deal: Felix Fr $103+/Nt
Save with Expedia, $18/night less
$144 Chicago, Illinois Mar deal: Hampton Inn & Suites Chicago - Downtown Fr $144+/Nt
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$114 Chicago, Illinois Mar deal: Hilton Suites Chicago/Magnificent Mile Fr $114+/Nt
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$171 Chicago, Illinois Mar deal: Swissotel Chicago Fr $171+/Nt
Save with Expedia, $19/night less
$244 Chicago, Illinois Mar deal: The Ritz-Carlton Chicago (A Four Seasons ) Fr $244+/Nt
Save with Expedia, $121/night less
$167 Chicago, Illinois Raffaello on Sale: Book 3 Nts in Mar Fr $167+/Nt
Save with Expedia, $89/night less
$82 Chicago, Illinois Red Roof Inn Chicago Downtown Magnificent Mile in Mar: $82 & Up
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$130 Chicago, Illinois Save at 3.5-Star Buckingham Athletic Club: $130 & Up in Mar
Save with Expedia, $9/night less
$126 Chicago, Illinois Save at 3.5-Star Central Loop: $126 & Up in Mar
Save with Expedia, $13/night less
$117 Chicago, Illinois Save at 3.5-Star River: $117 & Up in Mar
Save with Expedia, $12/night less
$156 Chicago, Illinois Save at 4-Star dana and spa: $156 & Up in Mar
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$139 Chicago, Illinois Save at 4-Star The Palmer House Hilton: $139 & Up in Mar
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$141 Chicago, Illinois Save at 4-Star theWit - A DoubleTree by Hilton: $141 & Up in Mar
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$138 Chicago, Illinois Save Big This Mar! Book 3 Nts at The Silversmith Fr $138+/Nt
Save with Expedia, $15/night less
$104 Chicago, Illinois Save Big This Mar! Book 3 Nts in Chicago Fr $104+/Nt
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$113 Chicago, Illinois Save Big This Mar! Book 3 Nts in Chicago Fr $113+/Nt
Save with Expedia, $20/night less
$126 Chicago, Illinois Save Big This Mar! Book 3 Nts in Chicago Fr $126+/Nt
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$149 Chicago, Illinois Save Big This Mar! Book 3 Nts in Chicago Fr $149+/Nt
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$230 Chicago, Illinois Save Big This Mar! Book 3 Nts in Chicago Fr $230+/Nt
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$89 Chicago, Illinois Save Big This Mar! Book 3 Nts in Chicago Fr $89+/Nt
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$128 Chicago, Illinois Save in Chicago: Book 3 Nts in Mar Fr $128+/Nt
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$141 Chicago, Illinois Save in Chicago: Book 3 Nts in Mar Fr $141+/Nt
Save with Expedia, $25/night less
$146 Chicago, Illinois Save in Chicago: Book 3 Nts in Mar Fr $146+/Nt
Expedia
$146 Chicago, Illinois Save in Chicago: Book 3 Nts in Mar Fr $146+/Nt
Expedia
$149 Chicago, Illinois Save in Chicago: Book 3 Nts in Mar Fr $149+/Nt
Expedia
$219 Chicago, Illinois Save in Chicago: Book 3 Nts in Mar Fr $219+/Nt
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$322 Chicago, Illinois Save in Chicago: Book 3 Nts in Mar Fr $322+/Nt
Expedia
$96 Chicago, Illinois Save in Chicago: Book 3 Nts in Mar Fr $96+/Nt
Save with Expedia, $24/night less
$122 Chicago, Illinois Small budget: Stay in Chicago this Mar Fr $122+/Nt
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$123 Chicago, Illinois Small budget: Stay in Chicago this Mar Fr $123+/Nt
Expedia
$144 Chicago, Illinois Small budget: Stay in Chicago this Mar Fr $144+/Nt
Expedia
$220 Chicago, Illinois Small budget: Stay in Chicago this Mar Fr $220+/Nt
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$177 Chicago, Illinois Special deal: 4-Star W Chicago - City Center Fr $177+/Nt
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$150 Chicago, Illinois The James Chicago on Sale: Book 3 Nts in Mar Fr $150+/Nt
Save with Expedia, $26/night less
$249 Chicago, Illinois The Peninsula Chicago on Sale: Book 3 Nts in Mar Fr $249+/Nt
Save with Expedia, $131/night less
$210 Chicago, Illinois The Westin Chicago River North in Mar: $210 & Up
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$128 Chicago, Illinois The Westin Michigan Avenue Chicago in Mar: $128 & Up
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$35+ Oak Park, Illinois Oak Park Vacation Rental Deals From $35
Tripping
$117 Alsip, Illinois Alsip Savings! Book at Doubletree Chicago / Alsip Fr $117+/Nt
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$43+ Downers Grove, Illinois Downers Grove Vacation Rental Deals From $43
Tripping
$148 Des Plaines, Illinois BEST WESTERN Des Plaines Inn in Mar: $148 & Up
Expedia
$59+ Elmhurst, Illinois Elmhurst Vacation Rental Deals From $59
Tripping
$105 Burr Ridge, Illinois Book 3 Nts in Burr Ridge this Mar Fr $105+/Nt
Expedia
$50+ Evanston, Illinois Evanston Vacation Rental Deals From $50
Tripping
$106 Downers Grove, Illinois Book 3 Nts in Downers Grove this Mar Fr $106+/Nt
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$110 Northbrook, Illinois Book 3 Nts in Northbrook this Mar Fr $110+/Nt
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$123 Rosemont, Illinois Book 3 Nts in Rosemont this Mar Fr $123+/Nt
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$109 Bolingbrook, Illinois Book 3-Star aloft Bolingbrook in Bolingbrook Fr $109+/Nt
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$108 Orland Park, Illinois Book 3-Star Homewood Suites Orland Park Fr $108+/Nt
Expedia
$113 Rosemont, Illinois Book 3.5-Star Hilton Rosemont / Chicago O'Hare Fr $113+/Nt
Expedia
PRICEDESTINATIONDEAL
$69 Philadelphia, Pennsylvania Frontier Airlines Spring Forward Sale
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$123 Philadelphia, Pennsylvania Southwest Airlines Spring Forward Sale
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$81 Philadelphia, Pennsylvania Cheap Flights from Dallas
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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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