Chicago Hotels with Pools

For travelers seeking relaxation, a hotel with a pool in Chicago offers the perfect respite. You can take a refreshing swim or lounge poolside without leaving the property. When booking, look for hotels with well-maintained pools to enhance your stay.

Trip.com Featured Hotels with Swimming Pools in Chicago

1. Hilton Garden Inn Chicago Downtown/Magnificent Mile

• Offers Dry cleaning, Spa, and Fax/copying service.

• Rated 8.8/10 based on 249 reviews.

• Convenient to Starbucks Reserve Roastery, only 0.34 km.

• SGD 203-SGD 1,881 / night

2. Best Western River North Hotel

• Featuring Bar, Business center, and Languages spoken at front desk.

• Rated 8.3/10 based on 40 reviews.

• Convenient to Marina City Goldberg, only 0.53 km.

• Price range: SGD 273-SGD 1,189.

3. Embassy Suites by Hilton Chicago Downtown River North

• Offers Spa, Fax/copying service, and Ironing service.

• Rated 9/10 based on 66 reviews.

• Steps from Starbucks Reserve Roastery (0.34 km).

• Price range: SGD 225-SGD 1,009.

All prices shown are for July 20-July 26, as listed on Trip.com.

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Top Hotels with Pools in Chicago

Seek out top Chicago hotels with proistine Pools.

Most Booked

Lowest price

Closest to downtown

Highest Rated

SpringHill Suites Chicago O'Hare

Hotel near O'Hare,Chicago

Featured facilities: Bar, Gym

Great

45 reviews

9.0/10

1 night

From SGD 213

Check availability

99+

JW Marriott Chicago

Hotel near Chicago Loop,Chicago

Featured facilities: Bar, Spa, Sauna

Great

114 reviews

9.2/10

1 night

From SGD 614

Check availability

DoubleTree by Hilton Hotel Chicago Wood Dale - Elk Grove

Hotels in Chicago

Featured facilities: Bar, Gym

Good

97 reviews

7.6/10

1 night

From SGD 157

Check availability

Best Western River North Hotel

Hotel near River North,Chicago

Featured facilities: Bar, Gym

Very Good

41 reviews

8.2/10

1 night

From SGD 230

Check availability

99+

Voco Chicago Downtown - Riverwalk by IHG

Hotel near River North,Chicago

Featured facilities: Bar, Gym

Great

121 reviews

9.0/10

1 night

From SGD 265

Check availability

99+

The Palmer House Hilton

Hotel near Chicago Loop,Chicago

Featured facilities: Bar, Spa, Sauna

Very Good

102 reviews

8.3/10

1 night

From SGD 335

Check availability

99+

Renaissance Chicago O'Hare Suites Hotel

Hotel near O'Hare,Chicago

Featured facilities: Bar, Gym

Great

131 reviews

9.3/10

1 night

From SGD 225

Check availability

99+

Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hotel near River North,Chicago

Featured facilities: Bar, Spa, Gym

Very Good

249 reviews

8.8/10

1 night

From SGD 195

Check availability

99+

Holiday Inn CHICAGO DWTN - THE MART by IHG

Hotel near River North,Chicago

Featured facilities: Bar, Sauna, Gym

Great

128 reviews

9.0/10

1 night

From SGD 261

Check availability

Homewood Suites by Hilton Chicago Downtown South Loop

Hotel near Chicago Loop,Chicago

Featured facilities: Bar, Gym

Very Good

109 reviews

8.6/10

1 night

From SGD 363

Check availability

See More Hotels with Pools in Chicago

Latest Reviews for Chicago Hotels

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Read genuine traveler ratings & reviews to find your perfect stay.

9.2/10

Great

SsknoseyThe free breakfast is not a full buffet but a choice of egg and then usually fried potato and beefburger patty or slices of sausage. the rest was tiny yoghurt and bread for toast, or make your own waffles. there is tea coffee and hot chocolate. There was cereal and porridge but sometimes it is made so thin that its not worth eating. There is no tea in the room, just coffee. The machine had a disposable tray but they ran out so I used the same one for 9 days for tea and coffee (i got teabags from the breakfast room). Housekeeping never supplied what you asked for first time, or even second. If you want something and ask at 2pm, you will get it if you chase a couple of times afterwards by 9-10pm. There was also alot of messing about with respect to check out time. I am a member of the loyalty programme which is meant to give you an automatic late checkout. The manager gave it to me but then when I went back to ask about extending it further for a fee, it was clear the other guy behind the counter was on a power trip and the day before started saying I shouldnt have got it and as it was the manager, he wouldnt withdraw it but he could and I should only get an hour and be charged $25/hr after that etc. He was just a mean spiteful man who saw an opportunity to cause worry and distress and he did it. I had luggage to store and it was a late flight so I had to know whether to pack to store it to check out at midday, or 1 or 2 or 3 or 4 (they were messing me about with all times) but this is why I gave a 1 star for service. It is not at all professional but childish and spiteful. I had arranged the extended checkout days before and the day before they were messing me about when I had to pack and had a schedule of things to do? The worst service in any hotel I have ever been in. Hilton is no longer a 5 star experience it seems. 1 star for service.

Hampton Inn Chicago McCormick Place

Hotel near Near South Side, Chicago

Price per night from:SGD 363

9.1/10

Great

GGuest UserThe room was really clean, well-equipped, nice, and the views were absolutely amazing. We enjoyed the pool area almost every day. However, the service and management are incredibly disappointing. During our 4-night stay, the Xfinity TV system didn't work at all. We reported it to front desk, but nobody showed up. As sports fans, we missed the NHL Finals and the soccer World Cup entirely. On top of that, the hotel has been holding an $800 security deposit on my credit card for nearly a month since check-out. I have sent two emails directly to the General Manager, to request compensation for the broken amenities, but I have been completely ignored. Very unprofessional post-stay customer service. Beware of their communication failures.

Level Chicago - River North

Hotel near River North, Chicago 13.2% of visitors choose this area

Price per night from:SGD 402

9.1/10

Great

AAlicia RaffoneFriday we got there got to check in early which was great we was on the 8th floor view was great I out the air at 65F bout two clock after hours being gone at 6 clock the room was hot I called down the first desk no problem I’ll have mateinice come right up two hours later nothing I called back down and talk to someone else they insure me that someone will be up an hour I called down and said since no one is coming can I get extra blankets so I can sleep on the floor 450 for a night and they brought the blankets up in no time, very not happy

Renaissance Chicago Downtown Hotel

Hotel near Chicago Loop, Chicago 26.3% of visitors choose this area

Price per night from:SGD 358

9.1/10

Great

SSir Jack D. C.The hotel offers comprehensive facilities, comfortable beds, and a very clean environment. The bathtub was easy to use, and the internet connection was reliable and strong. It's also conveniently located very close to the University of Chicago. The breakfast, served from 7-10 AM, was delicious.

Hyatt Place Chicago-South/University Medical Center

Hotel near Chicago

Price per night from:SGD 330

9.0/10

Great

GGuest UserThe hotel was very clean and the service was excellent. Check-in and check-out were quick. The accessibility to major tourist attractions is really good. Don't expect too much from the breakfast, but the coffee was delicious! Water isn't provided as standard, so buy some when you check in. There's a supermarket right nearby.

Embassy Suites by Hilton Chicago Downtown River North

Hotel near River North, Chicago 13.2% of visitors choose this area

Price per night from:SGD 245

8.9/10

Very Good

SSteven nguyen 1990The hotel is beautiful and clean, located right in the city center. However, the service from the baggage handling staff was not enthusiastic; we had to carry our own luggage into the hotel, find our own luggage in the storage room, and carry it out to the car ourselves.