Chicago

Hotels with Rooftop Pools in Chicago

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Hotel star rating
≤2345
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Amazing 9+Great 8+Good 7+Pleasant 6+

7 Chicago hotels with Rooftop Pools

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Recommended
Lowest price
Closest to downtown
Top reviewed
99+
Hotel near River North,Chicago
Featured facilities: Swimming Pool, Bar, Fitness Room
Very Good
49 reviews
8.1/10
1 night
From S$ 281
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 S$ 192
Check Availability
74
Hotel near Streeterville,Chicago
Featured facilities: Swimming Pool, Bar, Fitness Room
Great
101 reviews
9.1/10
1 night
From S$ 275
Check Availability
99+
Hotel near Streeterville,Chicago
Featured facilities: Swimming Pool, Bar, Fitness Room
Very Good
284 reviews
8.9/10
1 night
From S$ 207
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 S$ 302
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 Wicker Park,Chicago
Featured facilities: Swimming Pool, Bar, Massage Room
Great
101 reviews
9.1/10
1 night
From S$ 374
Check Availability
See All Hotels With Rooftop Pools in Chicago

FAQs

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 S$ 317), Swissotel Chicago (from S$ 280) and Hyatt Regency Chicago (from S$ 414), all offering easy access to Millennium Park, making them ideal for visitors looking to explore the area.

What is the average price of a hotel in Chicago for 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 S$ 490 per night. For a 4-star hotel, the average cost is S$ 631 per night. If you're looking for a luxury experience, 5-star hotels in Chicago this weekend typically cost S$ 1,508 per night.

How much do hotels in Chicago cost per day during weekdays?

Based on the latest 12-month data from Trip.com, the average price for a 3-star hotel in Chicago during weekdays is S$ 425 per night. For a 4-star hotel, you can expect to pay around S$ 588 per night. If you're seeking a luxury stay, 5-star hotels in Chicago generally cost S$ 1,422 per night on weekdays.

What are the best hotels with a spa in Chicago?

Planning a relaxing getaway? A spa experience can be the perfect addition to your trip. Hilton Garden Inn Chicago Downtown/Magnificent Mile (from S$ 208), Hilton Chicago O'Hare Airport (from S$ 265) and Chicago Marriott Downtown Magnificent Mile (from S$ 381) provide highly rated spa services for ultimate relaxation.

Which hotels in Chicago have pools?

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 best budget-friendly hotels in Chicago?

What hotels in Chicago offer an especially good breakfast?

Swissotel Chicago (from S$ 280), JW Marriott Chicago (from S$ 355) and Trump International Hotel & Tower® Chicago (from S$ 687) offer an especially good breakfast to start your day. Begin your day with a tasty and satisfying breakfast!

How to get good deals on hotels in Chicago?

Trip.com provides various promotions, discounts and special offers all year round. You can check the promotions page for the latest promotions on Trip.com.