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Chicago, IL Hotel Deals

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Chicago, IL Hotel Deals

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TYPE PRICE DESTINATION DEAL
$101 Chicago, Illinois Chicago Savings! Book at Holiday Inn Chicago Downtown Fr $101+/Nt
Expedia
$112+ Chicago, Illinois 4.5 Star Luxury Chicago Hotel on Sale! Starting from $112/nt
Jetsetter
$274 Chicago, Illinois Oct deal: Park Hyatt Chicago Fr $274+/Nt
Expedia
$85+ Chicago, Illinois 4-Star Chicago Hotels from $85
trivago
$97 Chicago, Illinois Save Big This Oct! Book 3 Nts in Chicago Fr $97+/Nt
Expedia
$125+ Chicago, Illinois Chicago on Sale! Starting From $125/nt
Jetsetter
$116 Chicago, Illinois Book 3 Nts in Chicago this Oct Fr $116+/Nt
Expedia
$102 Chicago, Illinois Chicago Savings! Book at InterContinental Chicago Fr $102+/Nt
Expedia
$297 Chicago, Illinois Book 5-Star Trump International & Tower Chicago Fr $297+/Nt
Save with Expedia, $98/night less
$108 Chicago, Illinois Save in Chicago: Book 3 Nts in Oct Fr $108+/Nt
Save with Expedia, $57/night less
$125 Chicago, Illinois Book in Chicago: Save this Oct Fr $125+/Nt
Expedia
$79 Chicago, Illinois Save Big This Oct! Book 3 Nts in Chicago Fr $79+/Nt
Expedia
$139 Chicago, Illinois Book 4-Star Hilton Chicago O'Hare Airport in Chicago Fr $139+/Nt
Expedia
$99 Chicago, Illinois Save Big This Oct! Book 3 Nts at Chicago South Loop Fr $99+/Nt
Expedia
$134 Chicago, Illinois Chicago Savings! Book at The Blackstone A Renaissance Fr $134+/Nt
Expedia
$99 Chicago, Illinois Book the Comfort Suites Michigan Avenue 3 Nts in Oct Fr $99+/Nt
Expedia
$109 Chicago, Illinois Save Big This Oct! Book 3 Nts in Chicago Fr $109+/Nt
Expedia
$136 Chicago, Illinois Save Big This Oct! Book 3 Nts in Chicago Fr $136+/Nt
Expedia
$124 Chicago, Illinois Small budget: Book Hard Rock Chicago 3 Nts in Oct Fr $124+/Nt
Save with Expedia, $22/night less
$99 Chicago, Illinois Save Big This Oct! Book 3 Nts in Chicago Fr $99+/Nt
Expedia
$133 Chicago, Illinois Save in Chicago: Book 3 Nts in Oct Fr $133+/Nt
Expedia
$110 Chicago, Illinois Book 4-Star Hyatt Chicago Magnificent Mile in Chicago Fr $110+/Nt
Expedia
$109 Chicago, Illinois Book the Holiday Inn Express Cass 3 Nts in Oct Fr $109+/Nt
Expedia
$119 Chicago, Illinois Book the Residence Inn Chicago Downtown 3 Nts in Oct Fr $119+/Nt
Expedia
$168 Chicago, Illinois Save Big This Oct! Book 3 Nts in Chicago Fr $168+/Nt
Save with Expedia, $42/night less
$128 Chicago, Illinois Save Big This Oct! Book 3 Nts in Chicago Fr $128+/Nt
Expedia
$151 Chicago, Illinois Book 4.5-Star Sofitel Chicago Water Tower in Chicago Fr $151+/Nt
Expedia
$104 Chicago, Illinois Save Big This Oct! Book 3 Nts in Chicago Fr $104+/Nt
Expedia
$99 Chicago, Illinois Book 3.5-Star Blake Chicago in Chicago Fr $99+/Nt
Expedia
$109 Chicago, Illinois Club Quarters Chicago - Central Loop in Oct: $109 & Up
Save with Expedia, $7/night less
$278 Chicago, Illinois Chicago Savings! Book at Waldorf Astoria Chicago Fr $278+/Nt
Expedia
$350 Chicago, Illinois Chicago Savings! Book at The Peninsula Chicago Fr $350+/Nt
Save with Expedia, $175/night less
$159 Chicago, Illinois Book 3.5-Star Crowne Plaza Chicago - The Metro Fr $159+/Nt
Expedia
$144 Chicago, Illinois $144 & Up: The Silversmith 3.5-Star Hotel in Chicago
Save with Expedia, $25/night less
$127 Chicago, Illinois Chicago Savings! Book at W Chicago Lakeshore Fr $127+/Nt
Expedia
$127 Chicago, Illinois Book 3.5-Star Wyndham Grand Chicago Riverfront Fr $127+/Nt
Save with Expedia, $22/night less
$153 Chicago, Illinois Save in Chicago: Book 3 Nts in Oct Fr $153+/Nt
Save with Expedia, $26/night less
$112 Chicago, Illinois Chicago Savings! Book at Warwick Allerton Chicago Fr $112+/Nt
Save with Expedia, $52/night less
$109 Chicago, Illinois Oct deal: Sheraton Chicago and Towers Fr $109+/Nt
Expedia
$108 Chicago, Illinois Save Big This Oct! Book 3 Nts in Chicago Fr $108+/Nt
Save with Expedia, $58/night less
$140 Chicago, Illinois La Quinta Inn & Suites Chicago Downtown in Oct: $140 & Up
Expedia
$68 Chicago, Illinois Red Roof Inn Chicago Downtown Magnificent Mile in Oct: $68 & Up
Save with Expedia, $17/night less
$122 Chicago, Illinois Small budget: Stay in Chicago this Oct Fr $122+/Nt
Save with Expedia, $41/night less
$89 Chicago, Illinois Oct deal: Hampton Majestic Chicago Theatre District Fr $89+/Nt
Expedia
$115 Chicago, Illinois Oct deal: theWit - A DoubleTree by Hilton Fr $115+/Nt
Expedia
$85 Chicago, Illinois Book 3-Star Hampton Inn & Suites Chicago - Downtown Fr $85+/Nt
Expedia
$123 Chicago, Illinois Book 3 Nts in Chicago this Oct Fr $123+/Nt
Expedia
$72 Chicago, Illinois Small budget: Stay in Chicago this Oct Fr $72+/Nt
Expedia
$96 Chicago, Illinois Book 3.5-Star River Fr $96+/Nt
Save with Expedia, $10/night less
$264 Chicago, Illinois $264 & Up: Four Seasons Chicago 5-Star Hotel in Chicago
Save with Expedia, $131/night less
$149 Chicago, Illinois Oct deal: Kinzie Fr $149+/Nt
Expedia
$93 Chicago, Illinois Chicago Savings! Book at The Palmer House Hilton Fr $93+/Nt
Expedia
$99 Chicago, Illinois Save in Chicago: Book 3 Nts in Oct Fr $99+/Nt
Expedia
$149 Chicago, Illinois Chicago Savings! Book at JW Marriott Chicago Fr $149+/Nt
Expedia
$133 Chicago, Illinois Small budget: Stay in Chicago this Oct Fr $133+/Nt
Expedia
$86 Chicago, Illinois Save Big This Oct! Book 3 Nts in Chicago Fr $86+/Nt
Expedia
$159 Chicago, Illinois Save at 4.5-Star Conrad Chicago: $159 & Up in Oct
Expedia
$94 Chicago, Illinois Oct deal: Hyatt Regency Chicago Fr $94+/Nt
Expedia
$218 Chicago, Illinois Chicago Savings! Book at W Chicago - City Center Fr $218+/Nt
Expedia
$127 Chicago, Illinois Save Big This Oct! Book 3 Nts in Chicago Fr $127+/Nt
Expedia
$112 Chicago, Illinois Oct deal: Radisson Blu Aqua Fr $112+/Nt
Expedia
$80 Chicago, Illinois Save in Chicago: Book 3 Nts in Oct Fr $80+/Nt
Expedia
$93 Chicago, Illinois Save in Chicago: Book 3 Nts in Oct Fr $93+/Nt
Expedia
$109 Chicago, Illinois Save Big This Oct! Book 3 Nts in Chicago Fr $109+/Nt
Expedia
$119 Chicago, Illinois Special deal: 4-Star MileNorth, A Chicago Fr $119+/Nt
Expedia
$90 Chicago, Illinois BEST WESTERN River North on Sale: Book 3 Nts in Oct Fr $90+/Nt
Expedia
$69 Chicago, Illinois Save in Chicago: Book 3 Nts in Oct Fr $69+/Nt
Save with Expedia, $17/night less
$244 Chicago, Illinois Book in Chicago: Save this Oct Fr $244+/Nt
Save with Expedia, $121/night less
$140 Chicago, Illinois Chicago Savings! Book at Monaco Chicago - a Kimpton Fr $140+/Nt
Save with Expedia, $59/night less
$90 Chicago, Illinois Save Big This Oct! Book 3 Nts in Chicago Fr $90+/Nt
Expedia
$85 Chicago, Illinois ACME Company Chicago on Sale: Book 3 Nts in Oct Fr $85+/Nt
Save with Expedia, $14/night less
$136 Chicago, Illinois Oct deal: dana and spa Fr $136+/Nt
Expedia
$140 Chicago, Illinois Save in Chicago: Book 3 Nts in Oct Fr $140+/Nt
Expedia
$127 Chicago, Illinois Small budget: Book Burnham - a Kimpton 3 Nts in Oct Fr $127+/Nt
Save with Expedia, $22/night less
$114 Chicago, Illinois Book in Chicago: Save this Oct Fr $114+/Nt
Expedia
$117 Chicago, Illinois Save Big This Oct! Book 3 Nts in Chicago Fr $117+/Nt
Expedia
$95 Chicago, Illinois Book in Chicago: Save this Oct Fr $95+/Nt
Expedia
$108 Chicago, Illinois Holiday Inn Chicago Mart Plaza River North in Oct: $108 & Up
Expedia
$128 Chicago, Illinois Chicago Savings! Book at Omni Chicago Fr $128+/Nt
Save with Expedia, $31/night less
$85 Chicago, Illinois Book in Chicago: Save this Oct Fr $85+/Nt
Save with Expedia, $14/night less
$119 Chicago, Illinois Save Big This Oct! Book 3 Nts in Chicago Fr $119+/Nt
Expedia
$109 Chicago, Illinois Chicago Savings! Book 3 Nts in Oct at Central Loop Fr $109+/Nt
Expedia
$119 Chicago, Illinois Chicago Savings! Book at Palomar Chicago, a Kimpton Fr $119+/Nt
Save with Expedia, $20/night less
$159 Chicago, Illinois Book the Renaissance Chicago 3 Nts in Oct Fr $159+/Nt
Expedia
$144 Chicago, Illinois Save Big This Oct! Book 3 Nts in Chicago Fr $144+/Nt
Save with Expedia, $15/night less
$249 Chicago, Illinois Book 3 Nts in Chicago this Oct Fr $249+/Nt
Expedia
$68 Chicago, Illinois Travelodge Chicago Downtown on Sale: Book 3 Nts in Oct Fr $68+/Nt
Expedia
$110 Chicago, Illinois Crowne Plaza Chicago Magnificent Mile in Oct: $110 & Up
Expedia
$139 Chicago, Illinois Book in Chicago: Save this Oct Fr $139+/Nt
Save with Expedia, $25/night less
$110 Addison, Illinois Save in Addison: Book 3 Nts in Oct Fr $110+/Nt
Expedia
$91 Arlington Heights, Illinois Save Big This Oct! Book 3 Nts in Arlington Heights Fr $91+/Nt
Expedia
$63 Arlington Heights, Illinois Jameson Suites of Arlington Heights in Oct: $63 & Up
Save with Expedia, $21/night less
$128 Bedford Park, Illinois Book 3-Star Hilton Garden Inn Chicago Midway Airport Fr $128+/Nt
Expedia
$128 Bedford Park, Illinois Book 3 Nts in Bedford Park this Oct Fr $128+/Nt
Expedia
$73 Bensenville, Illinois Country Inn & Suites O'Hare South in Oct: $73 & Up
Expedia
$126 Bloomingdale, Illinois Oct deal: Courtyard by Marriott Chicago Bloomingdale Fr $126+/Nt
Expedia
$90 Bloomingdale, Illinois Save at 3.5-Star Hilton Chicago/Indian Lakes: $90 & Up in Oct
Expedia
$105 Bolingbrook, Illinois Special deal: 3-Star aloft Bolingbrook Fr $105+/Nt
Expedia
$51 Bridgeview, Illinois Save in Bridgeview: Book 3 Nts in Oct Fr $51+/Nt
Save with Expedia, $12/night less
$96 Burbank, Illinois Oct deal: BEST WESTERN Inn & Suites - Midway Airport Fr $96+/Nt
Save with Expedia, $11/night less
PRICEDESTINATIONDEAL
$107 Newark, New Jersey Cheap Flights from Boston
DealBase.com
$239 Newark, New Jersey Cheap Flights from Baltimore
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$361 Newark, New Jersey Cheap Flights from Seattle
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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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