Chicago

Hotels with Rooftop Pools in Chicago

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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
47 reviews
8.2/10
1 night
From S$ 177
Check Availability
99+
Hotel near River North,Chicago
Featured facilities: Swimming Pool, Sunbathing Area, Bar
Great
106 reviews
9.1/10
Check Availability
99+
Hotels in Chicago
Featured facilities: Swimming Pool, Fitness Room, Laundry Service (On-Site)
Very Good
135 reviews
8.8/10
1 night
From S$ 187
Check Availability
99+
Hotel near West Loop,Chicago
Featured facilities: Swimming Pool, Bar, Fitness Room
Very Good
102 reviews
8.9/10
1 night
From S$ 304
Check Availability
99+
Hotel near Streeterville,Chicago
Featured facilities: Swimming Pool, Bar, Fitness Room
Very Good
278 reviews
8.9/10
1 night
From S$ 237
Check Availability
74
Hotel near Streeterville,Chicago
Featured facilities: Swimming Pool, Bar, Fitness Room
Great
102 reviews
9.0/10
1 night
From S$ 278
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$ 315
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$ 283), Hyatt Regency Chicago (from S$ 359) and Swissotel Chicago (from S$ 239), 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$ 545 per night. For a 4-star hotel, the average cost is S$ 683 per night. If you're looking for a luxury experience, 5-star hotels in Chicago this weekend typically cost S$ 1,528 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$ 459 per night. For a 4-star hotel, you can expect to pay around S$ 616 per night. If you're seeking a luxury stay, 5-star hotels in Chicago generally cost S$ 1,405 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 Chicago O'Hare Airport (from S$ 265), Hilton Garden Inn Chicago Downtown/Magnificent Mile (from S$ 198) and Chicago Marriott Downtown Magnificent Mile (from S$ 332) 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$ 239), JW Marriott Chicago (from S$ 332) and Trump International Hotel & Tower® Chicago (from S$ 639) 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.