Chicago

Chicago Hotels with Rooftop Pools

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Hotel Star Rating
≤2345
Guest Rating
Amazing 9+Great 8+Good 7+Pleasant 6+

We found 7 Chicago hotels with Rooftop Pools for you

Choose your travel dates to see the latest prices and deals.
Most Booked
Lowest price
Closest to downtown
Highest Rated
99+
Hotel near River North,Chicago
Featured facilities: Swimming Pool, Bar, Fitness Room
Very Good
49 reviews
8.1/10
1 night
From KRW 302,018
Check Availability
99+
Hotel near River North,Chicago
Featured facilities: Swimming Pool, Sunbathing Area, Bar
Great
108 reviews
9.0/10
Check Availability
99+
Hotel near Streeterville,Chicago
Featured facilities: Swimming Pool, Bar, Fitness Room
Very Good
284 reviews
8.9/10
1 night
From KRW 222,539
Check Availability
99+
Hotels in Chicago
Featured facilities: Swimming Pool, Fitness Room, Laundry Service (On-Site)
Very Good
136 reviews
8.8/10
1 night
From KRW 206,032
Check Availability
74
Hotel near Streeterville,Chicago
Featured facilities: Swimming Pool, Bar, Fitness Room
Great
101 reviews
9.1/10
1 night
From KRW 295,904
Check Availability
99+
Hotel near West Loop,Chicago
Featured facilities: Swimming Pool, Bar, Fitness Room
Very Good
103 reviews
8.9/10
1 night
From KRW 324,027
Check Availability
99+
Hotel near Wicker Park,Chicago
Featured facilities: Swimming Pool, Bar, Massage Room
Great
101 reviews
9.1/10
1 night
From KRW 401,264
Check Availability
See All Hotels with Rooftop Pools in Chicago

Frequently Asked Questions

What is the average price of a hotel in Chicago this weekend?

According to the latest 12-month data from Trip.com, the average price for a 3-star hotel in Chicago this weekend is KRW 526,197 per night. For a 4-star hotel, the average cost is KRW 677,467 per night. If you're looking for a luxury experience, 5-star hotels in Chicago this weekend typically cost KRW 1,619,319 per night.

How much do hotels in Chicago cost per night on weekdays?

Based on the latest 12-month data from Trip.com, the average price for a 3-star hotel in Chicago during weekdays is KRW 456,682 per night. For a 4-star hotel, you can expect to pay around KRW 631,571 per night. If you're seeking a luxury stay, 5-star hotels in Chicago generally cost KRW 1,526,988 per night on weekdays.

What are the best places to stay in Chicago?

Some of the best places to stay in Chicago are near popular attractions like Millennium Park, Willis Tower and Magnificent Mile, offering easy access to key sights and amenities.

What are the top hotels in Chicago near Millennium Park?

Some of the top hotels in Chicago near Millennium Park include The Palmer House Hilton (from KRW 341,011), Swissotel Chicago (from KRW 301,263) and Hyatt Regency Chicago (from KRW 445,169), all offering easy access to Millennium Park, making them ideal for visitors looking to explore the area.

Which hotels in Chicago are worth visiting for their spa experience?

Which hotels in Chicago have swimming pools?

What hotels in Chicago offer an especially good breakfast ?

How to get good deals on hotels in Chicago?

To get the best hotel deals, try these Trip.com tips: 1. Log In Trip.com first and unlock member-only rates and Trip Coins (loyalty points). 2. Book Midweek: Sun–Thurs stays are much cheaper than weekends. 3. Set Price Alerts: Monitor price drops and rebook if needed. 4. Use “We Price Match” Policy: If you find a lower price elsewhere, Trip.com will refund the difference. 5. Avoid major holidays, conventions, and big events. 6. Check the Deals Page to see what promotions are available now on Trip.com.