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Chicago Hotel Deals *

 Chicago deals and TripAdvisor SmartDealsThe Windy City has hotels, attractions and entertainment to fit all tastes and budgets. From the Sears Tower to Lake Michigan, the Magnificent Mile to Wrigley Field, blues to plays, Chicago has it all.
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Hotel deals
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View more Chicago hotel specials

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All travel offers
Don't see your favorite Chicago hotel here?
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Most Popular Hotels
as Ranked by TripAdvisor™ Travelers
5-Star Hotels
Trump International Hotel & Tower
Traveler Rating:4.5 of 5 stars
Check Rates    Average price*: $505
The Ritz-Carlton Chicago (A Four Seasons Hotel)
Traveler Rating:4.5 of 5 stars
Check Rates    Average price*: $526
4-Star Hotels - Save up to 42%
Sofitel Chicago Water Tower
Traveler Rating:4.5 of 5 stars
Check Rates    Average price*: $359
Hotel Monaco Chicago - a Kimpton Hotel
Traveler Rating:4.5 of 5 stars
Check Rates    Average price*: $301
James Chicago
Traveler Rating:4.5 of 5 stars
Check Rates    Average price*: $387
3-Star Hotels - Save up to 35%
Homewood Suites by Hilton Chicago Downtown
Traveler Rating:4.5 of 5 stars
Check Rates    Average price*: $257
Affinia Chicago
Traveler Rating:4.5 of 5 stars
Check Rates    Average price*: $325
More Deals for Popular Hotels
Flemish House of Chicago
Traveler Rating:5.0 of 5 stars
Check Rates    Average price*: $195
China Doll
Traveler Rating:4.5 of 5 stars
Check Rates    Average price*: $247
Hampton Inn Majestic Chicago
Traveler Rating:4.5 of 5 stars
Check Rates    Average price*: $265
Looking for More Deals?
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Discount hotelsHotel + air deals
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Read more about Chicago travel!
TripAdvisor's Tourism page has the web's best articles on Chicago travel.
Our Chicago hotels page presents hotels ranked by popularity - read traveler reviews and guidebooks.
Looking for things to do in Chicago? Try our Attractions page!
TripAdvisor's Chicago restaurants page shows you the best local places to dine.
Planning a weekend trip to Chicago? Check out our Chicago weekend itinerary!
Visit our Chicago forum page to ask questions and get advice about Chicago travel. TripAdvisor forums let you ask questions and get advice - post in our Chicago forum.
Our Maps, etc. page has maps and other travel information.
Visit our Chicago discount hotels page for great savings on Chicago hotels, including TripAdvisor SmartDeals.
Looking for vacation packages to Chicago? We've got deals including hotel and airfare.
Book a flight to Chicago on our Flights page.
To view all the specials, vacation packages, and other travel offers we've found, visit our All travel offers page.