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Chicago, IL Hotel Deals

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Chicago, IL Hotel Deals

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TYPE PRICE DESTINATION DEAL
$85+ Chicago, Illinois 4-Star Chicago Hotels from $85
trivago
$244 Chicago, Illinois Nov deal: Park Hyatt Chicago Fr $244+/Nt
Expedia
$112+ Chicago, Illinois 4.5 Star Luxury Chicago Hotel on Sale! Starting from $112/nt
Jetsetter
$58 Chicago, Illinois Red Roof Inn Chicago Downtown Magnificent Mile in Nov: $58 & Up
Save with Expedia, $14/night less
$125+ Chicago, Illinois Chicago on Sale! Starting From $125/nt
Jetsetter
$99 Chicago, Illinois Book in Chicago: Save at the Chicago South Loop in Nov Fr $99+/Nt
Expedia
$99 Chicago, Illinois Special deal: 4-Star Hyatt Regency Chicago Fr $99+/Nt
Expedia
$91 Chicago, Illinois Chicago Downtown, Autograph Collection in Nov: $91 & Up
Save with Expedia, $38/night less
$129 Chicago, Illinois Book in Chicago: Save this Nov Fr $129+/Nt
Expedia
$136 Chicago, Illinois Chicago Savings! Book 3 Nts in Nov Fr $136+/Nt
Save with Expedia, $23/night less
$120 Chicago, Illinois Book in Chicago: Save this Nov Fr $120+/Nt
Save with Expedia, $30/night less
$79 Chicago, Illinois Book 3 Nts in Chicago this Nov Fr $79+/Nt
Expedia
$73 Chicago, Illinois Chicago Savings! Book at BEST WESTERN Grant Park Fr $73+/Nt
Expedia
$94 Chicago, Illinois Nov deal: Hilton Suites Chicago/Magnificent Mile Fr $94+/Nt
Expedia
$103 Chicago, Illinois Book 3 Nts in Chicago this Nov Fr $103+/Nt
Expedia
$109 Chicago, Illinois Crowne Plaza Chicago - The Metro in Nov: $109 & Up
Expedia
$127 Chicago, Illinois Save in Chicago: Book 3 Nts in Nov Fr $127+/Nt
Save with Expedia, $22/night less
$80 Chicago, Illinois Warwick Allerton Chicago in Nov: $80 & Up
Save with Expedia, $37/night less
$100 Chicago, Illinois Chicago Savings! Book at Sheraton Chicago and Towers Fr $100+/Nt
Expedia
$304 Chicago, Illinois Chicago Savings! Book 3 Nts in Nov Fr $304+/Nt
Expedia
$259 Chicago, Illinois Book 5-Star Trump International & Tower Chicago Fr $259+/Nt
Save with Expedia, $86/night less
$119 Chicago, Illinois Save Big This Nov! Book 3 Nts at Omni Chicago Fr $119+/Nt
Expedia
$144 Chicago, Illinois Chicago Savings! Book at W Chicago - City Center Fr $144+/Nt
Expedia
$85 Chicago, Illinois Save in Chicago: Book 3 Nts in Nov Fr $85+/Nt
Expedia
$144 Chicago, Illinois The James Chicago on Sale: Book 3 Nts in Nov Fr $144+/Nt
Save with Expedia, $25/night less
$119 Chicago, Illinois Save in Chicago: Book 3 Nts in Nov Fr $119+/Nt
Expedia
$139 Chicago, Illinois $139 & Up: Burnham - a Kimpton 4-Star Hotel in Chicago
Expedia
$69 Chicago, Illinois Holiday Inn Express Cass in Nov: $69 & Up
Expedia
$109 Chicago, Illinois Chicago Savings! Book at InterContinental Chicago Fr $109+/Nt
Expedia
$133 Chicago, Illinois Nov deal: Raffaello Fr $133+/Nt
Save with Expedia, $71/night less
$85 Chicago, Illinois Book 4-Star Hilton Chicago in Chicago Fr $85+/Nt
Expedia
$89 Chicago, Illinois Hampton Majestic Chicago Theatre District in Nov: $89 & Up
Expedia
$111 Chicago, Illinois Nov deal: Courtyard Chicago Downtown/Magnificent Mile Fr $111+/Nt
Expedia
$86 Chicago, Illinois Hilton Chicago O'Hare Airport in Nov: $86 & Up
Expedia
$99 Chicago, Illinois Book 3 Nts in Chicago this Nov Fr $99+/Nt
Expedia
$85 Chicago, Illinois Book 3-Star Hampton Inn & Suites Chicago - Downtown Fr $85+/Nt
Expedia
$112 Chicago, Illinois Book 3 Nts in Chicago this Nov Fr $112+/Nt
Expedia
$110 Chicago, Illinois Nov deal: Hyatt Chicago Magnificent Mile Fr $110+/Nt
Expedia
$127 Chicago, Illinois Save Big This Nov! Book 3 Nts at Hard Rock Chicago Fr $127+/Nt
Save with Expedia, $22/night less
$76 Chicago, Illinois ACME Company Chicago in Nov: $76 & Up
Save with Expedia, $13/night less
$89 Chicago, Illinois Book in Chicago: Save this Nov Fr $89+/Nt
Expedia
$68 Chicago, Illinois Chicago Savings! Book at Travelodge Chicago Downtown Fr $68+/Nt
Expedia
$149 Chicago, Illinois Book 4-Star JW Marriott Chicago in Chicago Fr $149+/Nt
Expedia
$131 Chicago, Illinois Book the The Blackstone A Renaissance 3 Nts in Nov Fr $131+/Nt
Expedia
$90 Chicago, Illinois Save in Chicago: Book 3 Nts in Nov Fr $90+/Nt
Expedia
$124 Chicago, Illinois Book 4-Star PUBLIC Chicago Fr $124+/Nt
Expedia
$96 Chicago, Illinois Special deal: 3-Star Comfort Suites Michigan Avenue Fr $96+/Nt
Expedia
$89 Chicago, Illinois Nov deal: Hyatt Regency McCormick Place Fr $89+/Nt
Expedia
$87 Chicago, Illinois Book 3 Nts in Chicago this Nov Fr $87+/Nt
Expedia
$103 Chicago, Illinois Save Big This Nov! Book 3 Nts in Chicago Fr $103+/Nt
Expedia
$99 Chicago, Illinois Special deal: 3.5-Star Embassy Suites Chicago Downtown Fr $99+/Nt
Expedia
$103 Chicago, Illinois Chicago Savings! Book 3 Nts in Nov Fr $103+/Nt
Expedia
$81 Chicago, Illinois Save in Chicago: Book 3 Nts in Nov at Central Loop Fr $81+/Nt
Save with Expedia, $8/night less
$119 Chicago, Illinois $119 & Up: Residence Inn Chicago Downtown 3-Star Hotel in Chicago
Expedia
$107 Chicago, Illinois Save at 4-Star The Westin Chicago River North: $107 & Up in Nov
Expedia
$96 Chicago, Illinois Save Big This Nov! Book 3 Nts in Chicago Fr $96+/Nt
Expedia
$80 Chicago, Illinois Book 3-Star Congress Plaza Fr $80+/Nt
Expedia
$120 Chicago, Illinois Chicago Savings! Book 3 Nts in Nov Fr $120+/Nt
Expedia
$109 Chicago, Illinois Save in Chicago: Book 3 Nts in Nov Fr $109+/Nt
Expedia
$207 Chicago, Illinois Save Big This Nov! Book 3 Nts in Chicago Fr $207+/Nt
Expedia
$53 Chicago, Illinois Chicago Savings! Book 3 Nts in Nov Fr $53+/Nt
Save with Expedia, $22/night less
$96 Chicago, Illinois Save at 4-Star W Chicago Lakeshore: $96 & Up in Nov
Expedia
$125 Chicago, Illinois Nov deal: Chicago Marriott at Medical District/UIC Fr $125+/Nt
Expedia
$83 Chicago, Illinois Holiday Inn Chicago Mart Plaza River North in Nov: $83 & Up
Expedia
$127 Chicago, Illinois Chicago Savings! Book at Buckingham Athletic Club Fr $127+/Nt
Save with Expedia, $22/night less
$109 Chicago, Illinois Save Big This Nov! Book 3 Nts at dana and spa Fr $109+/Nt
Expedia
$85 Chicago, Illinois Chicago Savings! Book at MileNorth, A Chicago Fr $85+/Nt
Save with Expedia, $21/night less
$155 Chicago, Illinois Book in Chicago: Save at the Conrad Chicago in Nov Fr $155+/Nt
Expedia
$81 Chicago, Illinois Homewood Suites by Hilton Chicago Downtown in Nov: $81 & Up
Expedia
$79 Chicago, Illinois Chicago Savings! Book 3 Nts in Nov at The Whitehall Fr $79+/Nt
Expedia
$297 Chicago, Illinois Special deal: 5-Star The Peninsula Chicago Fr $297+/Nt
Save with Expedia, $148/night less
$81 Chicago, Illinois Book 3 Nts in Chicago this Nov Fr $81+/Nt
Save with Expedia, $8/night less
$109 Chicago, Illinois Chicago Savings! Book at Allegro Chicago - a Kimpton Fr $109+/Nt
Expedia
$159 Chicago, Illinois Book in Chicago: Save this Nov Fr $159+/Nt
Expedia
$81 Chicago, Illinois Book 3.5-Star Club Quarters Chicago - Central Loop Fr $81+/Nt
Save with Expedia, $8/night less
$76 Chicago, Illinois Save Big This Nov! Book 3 Nts in Chicago Fr $76+/Nt
Expedia
$115 Chicago, Illinois Chicago Savings! Book 3 Nts in Nov Fr $115+/Nt
Expedia
$110 Chicago, Illinois Chicago Savings! Book 3 Nts in Nov at The Silversmith Fr $110+/Nt
Save with Expedia, $19/night less
$79 Chicago, Illinois Nov deal: Chicago's Essex Inn Fr $79+/Nt
Expedia
$76 Chicago, Illinois Chicago Savings! Book 3 Nts in Nov Fr $76+/Nt
Expedia
$90 Chicago, Illinois Chicago Savings! Book 3 Nts in Nov Fr $90+/Nt
Expedia
$264 Chicago, Illinois Save in Chicago: Book 3 Nts in Nov Fr $264+/Nt
Save with Expedia, $131/night less
$100 Chicago, Illinois Indigo Chicago Downtown Gold Coast in Nov: $100 & Up
Expedia
$74 Countryside, Illinois Book 3 Nts in Countryside this Nov Fr $74+/Nt
Save with Expedia, $19/night less
$89 Westchester, Illinois Nov deal: Hampton Inn Chicago/Westchester (Oak Brook) Fr $89+/Nt
Expedia
$95 Schiller Park, Illinois Hampton Inn Chicago-O'Hare International Airport in Nov: $95 & Up
Save with Expedia, $24/night less
$93 Skokie, Illinois Small budget: Stay in Skokie this Nov Fr $93+/Nt
Expedia
$96 Rosemont, Illinois Book 3.5-Star Sheraton Chicago O'Hare in Rosemont Fr $96+/Nt
Expedia
$93 Rosemont, Illinois Rosemont Savings! Book 3 Nts in Nov Fr $93+/Nt
Expedia
$117 Evanston, Illinois Special deal: 3-Star Hilton Garden Inn Evanston Fr $117+/Nt
Save with Expedia, $12/night less
$62 Bridgeview, Illinois Nov deal: Super 8 Bridgeview/Chicago Area Fr $62+/Nt
Expedia
$149 Oak Brook, Illinois Book 4-Star The Hyatt Lodge at McDonald's Campus Fr $149+/Nt
Expedia
$99 Rosemont, Illinois Nov deal: Doubletree Chicago O'Hare Airport - Rosemont Fr $99+/Nt
Expedia
$80 Schiller Park, Illinois Save in Schiller Park: Book 3 Nts in Nov Fr $80+/Nt
Expedia
$79 Oakbrook Terrace, Illinois Oakbrook Terrace Savings! Book 3 Nts in Nov Fr $79+/Nt
Expedia
$120 Rosemont, Illinois Nov deal: The Westin O'Hare Fr $120+/Nt
Expedia
$110 Addison, Illinois Book 3 Nts in Addison this Nov Fr $110+/Nt
Expedia
$107 Skokie, Illinois Holiday Inn Chicago North Shore (Skokie) in Nov: $107 & Up
Expedia
$75 Des Plaines, Illinois Book 3-Star Radisson Chicago O'Hare in Des Plaines Fr $75+/Nt
Save with Expedia, $18/night less
$94 Crestwood, Illinois Holiday Inn Express Crestwood in Nov: $94 & Up
Expedia
PRICEDESTINATIONDEAL
$283 Newark, New Jersey Cheap Flights from Phoenix
DealBase.com
$220 Newark, New Jersey Cheap Flights from Raleigh
DealBase.com
$219 Newark, New Jersey Cheap Flights from Milwaukee
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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