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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 - Save up to 17%
Trump International Hotel & Tower
Trump International Hotel & Tower
Traveler Rating:4.5 of 5 stars
Latest review: "Wonderful Hotel!"
My husband and I just stayed 3 nights at the Trump International and as many have said, it did NOT disappoint. Although the first room we were in had quite...
Check Rates    Average price*: $461
Four Seasons Hotel Chicago
Four Seasons Hotel Chicago
Traveler Rating:4.5 of 5 stars
Latest review: "Five Stars All the Way"
My husband and I just returned from a weekend at the Four Seasons Chicago (our second this year) and it was everything one could ask for in a hotel. The...
Check Rates    Average price*: $556
Park Hyatt Chicago
Traveler Rating:4.5 of 5 stars
Latest review: "Impeccable, comfortable stay"
Bad reviews are much more fun to write and to read, but I cannot stop gushing about my recent experience staying the Park Hyatt. First, the every member of...
Check Rates    Average price*: $458
The Ritz-Carlton Chicago (A Four Seasons Hotel)
The Ritz-Carlton Chicago (A Four Seasons Hotel)
Traveler Rating:4.5 of 5 stars
Latest review: "Very comfortable and pleasant stay at the Ritz"
I booked my 4-night stay at the Ritz for a conference so the rate was reasonable. The hotel lobby was elegant and my room was very nicely appointed, with a...
Check Rates    Average price*: $475
4-Star Hotels - Save up to 55%
Sofitel Chicago Water Tower
Sofitel Chicago Water Tower
Traveler Rating:4.5 of 5 stars
Latest review: "Very nice, but not as nice as the London Sofitel"
Just returned from 5 days at the Sofitel. Yes the beds are fantastic and the rooms are immaculate. Service was very good, but we have stayed at a Sofitel...
Check Rates    Average price*: $334
Hotel Monaco Chicago - a Kimpton Hotel
Hotel Monaco Chicago - a Kimpton Hotel
Traveler Rating:4.5 of 5 stars
Latest review: "Just wonderful!"
The Hotel Monaco was wonderful. We had a Mediterranean Suite, which featured an enormous living room with pull out couch, desk, chair and flat screen TV and...
Check Rates    Average price*: $303
3-Star Hotel
Homewood Suites by Hilton Chicago Downtown
Homewood Suites by Hilton Chicago Downtown
Traveler Rating:4.5 of 5 stars
Latest review: "Two thumbs up to Homewood Suites"
My wife and I returned home today from Chicago. We stayed at the Homewood Suites for five days. The service was amazing. We were a little early arriving...
Check Rates    Average price*: $260
More Deals for Popular Hotels
Flemish House of Chicago
Traveler Rating:5.0 of 5 stars
Latest review: "I agree with all the positive reviews - a perfect accomodation!"
Everything was wonderful - can't think of anything I would change. Can't wait to go back!
Check Rates    Average price*: $225
Hampton Inn Majestic Chicago
Traveler Rating:4.5 of 5 stars
Latest review: "Great Stay"
Stayed for one night on June 7, 2008. Booked hotel with reward stay points. Everything about the hotel itself was great - comfortable bed, nice TV, very...
Check Rates    Average price*: $270
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*: $256

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