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 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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Most Popular Hotels
as Ranked by TripAdvisor™ Travelers
5-Star Hotels
Trump International Hotel & Tower
Trump International Hotel & Tower
Traveler Rating:4.5 of 5 stars
Latest review: "best hotel in america"
stay anywhere else in chicago and you'll be making a mistake. pick a category and this hotel has it knocked. there was nothing to complain about. loved...
Check Rates    Average price*: $486
Park Hyatt Chicago
Traveler Rating:4.5 of 5 stars
Latest review: "probably the best place to stay in Chicago"
I have just returned from a stay at the Park Hyatt. The hotel is stylish and luxurious, the service could not be more attentive. You feel save at night. The...
Check Rates    Average price*: $464
Four Seasons Hotel Chicago
Traveler Rating:4.5 of 5 stars
Latest review: "martini did not live up to expectations!"
Based on the Best of Chicago magazine August 2008, my husband and I went to enjoy martinis at the 4 Seasons Lounge before dinner. I ordered a premium gin...
Check Rates    Average price*: $612
4-Star Hotels - Save up to 48%
Sofitel Chicago Water Tower
Sofitel Chicago Water Tower
Traveler Rating:4.5 of 5 stars
Latest review: "Loved it!!"
Stayed here as a treat to myself while in Chicago recently for a concert. I totally LOVED IT here!!When you called either the Front Desk or Room Service...
Check Rates    Average price*: $342
Hotel Monaco Chicago - a Kimpton Hotel
Hotel Monaco Chicago - a Kimpton Hotel
Traveler Rating:4.5 of 5 stars
Latest review: "Hotel Monaco-awesome as advertised!"
A friend recommended the Hotel Monaco and after reading reviews on this website, we decided to book it and we were not disappointed. From the moment you...
Check Rates    Average price*: $294
3-Star Hotels
Affinia Chicago
Affinia Chicago
Traveler Rating:4.5 of 5 stars
Latest review: "Great location but very noisy"
This hotel is situated in a fantastic location literally 150m off the magnificent mile. The foyer is simple but spotless and exudes a wonderful lemon fresh...
Check Rates    Average price*: $299
Homewood Suites by Hilton Chicago Downtown
Homewood Suites by Hilton Chicago Downtown
Traveler Rating:4.5 of 5 stars
Latest review: "Couldn't ask for better service!"
Wow. We had such an excellent stay. The rooms were enormous and exceedingly clean. The front desk staff was incredibly accommodating, anticipating our...
Check Rates    Average price*: $255
More Deals for Popular Hotels
Flemish House of Chicago
Traveler Rating:5.0 of 5 stars
Latest review: "Who Could Ask For Anything More?"
My husband, son and I had the two second floor apartments for nine nights. Our hosts greeted us warmly and were available for any questions we had about...
Check Rates    Average price*: $225
Hampton Inn Majestic Chicago
Traveler Rating:4.5 of 5 stars
Latest review: "Great hotel, great staff, great location. Will stay again!"
Having planned a trip long in advance to hit the July 4th holiday (so we could attend the Taste of Chicago), I planned an Amtrak trip up and staying at the...
Check Rates    Average price*: $264
China Doll
China Doll
Traveler Rating:4.5 of 5 stars
Latest review: "Hated to Leave"
Everything at the China Doll was top notch! We enjoyed every minute we spent there. It was so homey & warm. The selection of breakfast items was terrific...
Check Rates    Average price*: $263
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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.