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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
$79 Chicago, Illinois Book the Hyatt Regency McCormick Place 3 Nts in Nov Fr $79+/Nt
Expedia
$112+ Chicago, Illinois 4.5 Star Luxury Chicago Hotel on Sale! Starting from $112/nt
Jetsetter
$264 Chicago, Illinois Nov deal: The Ritz-Carlton Chicago (A Four Seasons ) Fr $264+/Nt
Save with Expedia, $131/night less
$125+ Chicago, Illinois Chicago on Sale! Starting From $125/nt
Jetsetter
$102 Chicago, Illinois Book 4.5-Star InterContinental Chicago Fr $102+/Nt
Expedia
$68 Chicago, Illinois Book 3-Star The Tremont Chicago at Magnificent Mile Fr $68+/Nt
Expedia
$94 Chicago, Illinois Book 3-Star BEST WESTERN River North Fr $94+/Nt
Expedia
$95 Chicago, Illinois Book 4-Star Hilton Chicago Fr $95+/Nt
Expedia
$249 Chicago, Illinois Book 3 Nts in Chicago this Nov Fr $249+/Nt
Expedia
$109 Chicago, Illinois Chicago Savings! Book at Holiday Inn Express Cass Fr $109+/Nt
Expedia
$159 Chicago, Illinois Save at 4.5-Star Conrad Chicago: $159 & Up in Nov
Expedia
$112 Chicago, Illinois Chicago Savings! Book at Radisson Blu Aqua Fr $112+/Nt
Expedia
$149 Chicago, Illinois Chicago Savings! Book at JW Marriott Chicago Fr $149+/Nt
Expedia
$143 Chicago, Illinois Nov deal: Residence Inn Chicago Downtown Fr $143+/Nt
Expedia
$115 Chicago, Illinois Save Big This Nov! Book 3 Nts in Chicago Fr $115+/Nt
Expedia
$136 Chicago, Illinois Book the The Westin Chicago River North 3 Nts in Nov Fr $136+/Nt
Expedia
$99 Chicago, Illinois Book 3 Nts in Chicago this Nov Fr $99+/Nt
Expedia
$97 Chicago, Illinois Save Big This Nov! Book 3 Nts in Chicago Fr $97+/Nt
Expedia
$85 Chicago, Illinois Book 3.5-Star Indigo Chicago Downtown Gold Coast Fr $85+/Nt
Expedia
$127 Chicago, Illinois Chicago Savings! Book at PUBLIC Chicago Fr $127+/Nt
Save with Expedia, $68/night less
$133 Chicago, Illinois Book 3.5-Star Wyndham Grand Chicago Riverfront Fr $133+/Nt
Save with Expedia, $23/night less
$68 Chicago, Illinois Book in Chicago: Save this Nov Fr $68+/Nt
Save with Expedia, $17/night less
$85 Chicago, Illinois Save Big This Nov! Book 3 Nts in Chicago Fr $85+/Nt
Expedia
$85 Chicago, Illinois $85 & Up: Chicago's Essex Inn 3-Star Hotel in Chicago
Save with Expedia, $14/night less
$81 Chicago, Illinois Book 3.5-Star Club Quarters Chicago - Central Loop Fr $81+/Nt
Save with Expedia, $8/night less
$140 Chicago, Illinois Monaco Chicago - a Kimpton in Nov: $140 & Up
Save with Expedia, $59/night less
$144 Chicago, Illinois Nov deal: W Chicago - City Center Fr $144+/Nt
Expedia
$127 Chicago, Illinois Nov deal: Courtyard Chicago Downtown/Magnificent Mile Fr $127+/Nt
Expedia
$103 Chicago, Illinois Book 3-Star Hampton Majestic Chicago Theatre District Fr $103+/Nt
Expedia
$104 Chicago, Illinois Hilton Suites Chicago/Magnificent Mile in Nov: $104 & Up
Expedia
$139 Chicago, Illinois Nov deal: Kinzie Fr $139+/Nt
Expedia
$128 Chicago, Illinois Save at 4-Star Swissotel Chicago: $128 & Up in Nov
Save with Expedia, $32/night less
$151 Chicago, Illinois Chicago Savings! Book at Sofitel Chicago Water Tower Fr $151+/Nt
Expedia
$119 Chicago, Illinois Book 4-Star Palomar Chicago, a Kimpton Fr $119+/Nt
Save with Expedia, $20/night less
$101 Chicago, Illinois Book the Holiday Inn Chicago Downtown 3 Nts in Nov Fr $101+/Nt
Expedia
$107 Chicago, Illinois Save Big This Nov! Book 3 Nts in Chicago Fr $107+/Nt
Save with Expedia, $18/night less
$161 Chicago, Illinois Chicago Marriott at Medical District/UIC in Nov: $161 & Up
Expedia
$129 Chicago, Illinois Chicago Savings! Book at Days Inn Chicago Fr $129+/Nt
Expedia
$119 Chicago, Illinois Book 4-Star The Drake Fr $119+/Nt
Expedia
$136 Chicago, Illinois Save Big This Nov! Book 3 Nts in Chicago Fr $136+/Nt
Save with Expedia, $23/night less
$142 Chicago, Illinois Book 3-Star Holiday Inn Chicago O'Hare Fr $142+/Nt
Expedia
$129 Chicago, Illinois Chicago Savings! Book at Hyatt Regency Chicago Fr $129+/Nt
Expedia
$109 Chicago, Illinois Small budget: Stay in Chicago this Nov Fr $109+/Nt
Expedia
$129 Chicago, Illinois Crowne Plaza Chicago - The Metro in Nov: $129 & Up
Expedia
$130 Chicago, Illinois Nov deal: W Chicago Lakeshore Fr $130+/Nt
Expedia
$127 Chicago, Illinois Small budget: Book Burnham - a Kimpton 3 Nts in Nov Fr $127+/Nt
Save with Expedia, $22/night less
$108 Chicago, Illinois Holiday Inn Chicago Mart Plaza River North in Nov: $108 & Up
Expedia
$126 Chicago, Illinois Buckingham Athletic Club on Sale: Book 3 Nts in Nov Fr $126+/Nt
Expedia
$93 Chicago, Illinois Book in Chicago: Save this Nov Fr $93+/Nt
Expedia
$97 Chicago, Illinois Chicago Savings! Book 3 Nts in Nov Fr $97+/Nt
Expedia
$351 Chicago, Illinois Chicago Savings! Book at Waldorf Astoria Chicago Fr $351+/Nt
Expedia
$127 Chicago, Illinois Small budget: Stay in Chicago this Nov Fr $127+/Nt
Expedia
$96 Chicago, Illinois Save in Chicago: Book 3 Nts in Nov Fr $96+/Nt
Save with Expedia, $10/night less
$72 Chicago, Illinois Chicago Savings! Book at BEST WESTERN Grant Park Fr $72+/Nt
Save with Expedia, $18/night less
$159 Chicago, Illinois Chicago Savings! Book 3 Nts in Nov Fr $159+/Nt
Expedia
$90 Chicago, Illinois Small budget: Stay in Chicago this Nov Fr $90+/Nt
Expedia
$161 Chicago, Illinois Chicago Savings! Book at The James Chicago Fr $161+/Nt
Save with Expedia, $28/night less
$119 Chicago, Illinois Book in Chicago: Save this Nov Fr $119+/Nt
Expedia
$276 Chicago, Illinois Book 3 Nts in Chicago this Nov Fr $276+/Nt
Save with Expedia, $69/night less
$45 Chicago, Illinois Book 3 Nts in Chicago this Nov Fr $45+/Nt
Save with Expedia, $30/night less
$102 Chicago, Illinois Book in Chicago: Save this Nov Fr $102+/Nt
Expedia
$133 Chicago, Illinois Chicago Savings! Book 3 Nts in Nov Fr $133+/Nt
Expedia
$99 Chicago, Illinois Homewood Suites by Hilton Chicago Downtown in Nov: $99 & Up
Expedia
$144 Chicago, Illinois Save in Chicago: Book 3 Nts in Nov Fr $144+/Nt
Save with Expedia, $15/night less
$93 Chicago, Illinois Book 3 Nts in Chicago this Nov Fr $93+/Nt
Expedia
$317 Chicago, Illinois Book 3 Nts in Chicago this Nov Fr $317+/Nt
Save with Expedia, $158/night less
$109 Chicago, Illinois Book 4-Star The Westin Michigan Avenue Chicago Fr $109+/Nt
Expedia
$105 Chicago, Illinois Save in Chicago: Book 3 Nts in Nov at Raffaello Fr $105+/Nt
Save with Expedia, $56/night less
$80 Chicago, Illinois Book 3-Star Congress Plaza Fr $80+/Nt
Expedia
$97 Chicago, Illinois Save in Chicago: Book 3 Nts in Nov Fr $97+/Nt
Save with Expedia, $79/night less
$136 Chicago, Illinois Nov deal: Chicago Marriott Downtown Magnificent Mile Fr $136+/Nt
Expedia
$99 Chicago, Illinois Small budget: Stay in Chicago this Nov Fr $99+/Nt
Expedia
$85 Chicago, Illinois Small budget: Stay in Chicago this Nov Fr $85+/Nt
Expedia
$264 Chicago, Illinois Book 5-Star Four Seasons Chicago Fr $264+/Nt
Save with Expedia, $131/night less
$127 Chicago, Illinois Book 3 Nts in Chicago this Nov Fr $127+/Nt
Save with Expedia, $42/night less
$93 Chicago, Illinois Save in Chicago: Book 3 Nts in Nov Fr $93+/Nt
Expedia
$274 Chicago, Illinois Book 5-Star Park Hyatt Chicago in Chicago Fr $274+/Nt
Expedia
$109 Chicago, Illinois $109 & Up: Sheraton Chicago and Towers 4-Star Hotel in Chicago
Expedia
$110 Chicago, Illinois Save Big This Nov! Book 3 Nts at Hard Rock Chicago Fr $110+/Nt
Save with Expedia, $19/night less
$99 Chicago, Illinois Book in Chicago: Save this Nov Fr $99+/Nt
Expedia
$109 Chicago, Illinois Save in Chicago: Book 3 Nts in Nov Fr $109+/Nt
Expedia
$128 Chicago, Illinois Book 4.5-Star Omni Chicago in Chicago Fr $128+/Nt
Save with Expedia, $31/night less
$134 Chicago, Illinois Chicago Savings! Book at The Blackstone A Renaissance Fr $134+/Nt
Expedia
$136 Chicago, Illinois Chicago Savings! Book 3 Nts in Nov at dana and spa Fr $136+/Nt
Expedia
$68 Chicago, Illinois Chicago Savings! Book at Travelodge Chicago Downtown Fr $68+/Nt
Expedia
$109 Chicago, Illinois Book 4-Star MileNorth, A Chicago in Chicago Fr $109+/Nt
Expedia
$109 Chicago, Illinois Book 3 Nts in Chicago this Nov Fr $109+/Nt
Expedia
$80 Deerfield, Illinois Small budget: Stay in Deerfield this Nov Fr $80+/Nt
Save with Expedia, $19/night less
$98 Lombard, Illinois Lombard Savings! Book at Hyatt Place Chicago/Lombard Fr $98+/Nt
Expedia
$195 Lombard, Illinois Small budget: Stay in Lombard this Nov Fr $195+/Nt
Expedia
$129 Itasca, Illinois Itasca Savings! Book at Eaglewood & Spa Chicago Fr $129+/Nt
Expedia
$166 Itasca, Illinois Book 4-Star Westin Chicago Northwest Fr $166+/Nt
Expedia
$80 Itasca, Illinois Book 3 Nts in Itasca this Nov Fr $80+/Nt
Expedia
$140 Skokie, Illinois Holiday Inn Chicago North Shore (Skokie) in Nov: $140 & Up
Expedia
$51 Bridgeview, Illinois Book in Bridgeview: Save this Nov Fr $51+/Nt
Save with Expedia, $12/night less
$59 Arlington Heights, Illinois Jameson Suites of Arlington Heights in Nov: $59 & Up
Save with Expedia, $20/night less
$135 Arlington Heights, Illinois Holiday Inn Express Chicago Arlington Heights in Nov: $135 & Up
Expedia
$75 Wood Dale, Illinois Book in Wood Dale: Save this Nov Fr $75+/Nt
Expedia
$99 Lisle, Illinois Book 3.5-Star Hilton Lisle / Naperville Fr $99+/Nt
Expedia
PRICEDESTINATIONDEAL
$107 Newark, New Jersey Cheap Flights from Boston
DealBase.com
$239 Newark, New Jersey Cheap Flights from Baltimore
DealBase.com
$361 Newark, New Jersey Cheap Flights from Seattle
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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