Beginning of main content

Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels

Save up to 50% on select hotels with Insider Prices

Book on the app to instantly earn 5% on 350,000+ hotels

Best deal
Jun 28 - Jun 30
Tonight
This weekend
Jun 28 - Jun 30
Next weekend
Jul 5 - Jul 7

Featured Chicago Hotels with Pool

Estimated price for 1 night/2 adults

Country Inn & Suites by Radisson, Schaumburg, IL
Country Inn & Suites by Radisson, Schaumburg, IL
3.0 out of 5.0 1401 North Roselle Road, Schaumburg, IL
Free Cancellation
$84
4.6/5 (39 reviews)

it was nice and clean and quiet the staff was helpful and the breakfast was very good

Reviewed on Jun 12, 2019
PoolBreakfastFamily Friendly
Radisson Blu Aqua Hotel Chicago
Radisson Blu Aqua Hotel Chicago
4.5 out of 5.0 221 N Columbus Dr, Chicago, IL
Free Cancellation
$179
4.4/5 (94 reviews)

Staff in Filini restaurant were fabulous and attentive especially Joshua and Michael

Reviewed on Jun 16, 2019
PoolFitness CenterSports
Radisson Hotel Schaumburg
Radisson Hotel Schaumburg
3.5 out of 5.0 1998 North Roselle Road, Schaumburg, IL
Free Cancellation
$76
4.2/5 (38 reviews)

Clean friendly staff go above and beyond dont have any complaints really maybe kick kids out of the pool area at 10pm adult swim

Reviewed on Apr 7, 2019
PoolInternetDining
Swissotel - Chicago
Swissotel - Chicago
4.5 out of 5.0 323 E Wacker Dr, Chicago, IL
Free Cancellation
$111
4.2/5 (374 reviews)

Nice clean room & view of the city. The only problem was that our room was not ready at 3:00 PM for check in. After waiting 45 minutes, we inquired with the concierge. He said our room was ready. The original person we spoke to was already gone. We never received the text that she said we would get ...

Reviewed on Jun 17, 2019
PoolFitness CenterSports
Palmer House a Hilton Hotel
Palmer House a Hilton Hotel
4.0 out of 5.0 17 E Monroe St, Chicago, IL
Free Cancellation
$110
4.1/5 (909 reviews)

Most of the criticisms I have concern the room and bath size, the lack of sound proofing and the overall age of the property , so there’s not much that can be done to address them. I stay here because of its proximity to the places in Chicago I visit while I’m here. It’s a trade off.

Reviewed on Jun 23, 2019
PoolHistoricalConcierge
Hilton Chicago- Michigan Ave Cultural Mile
Hilton Chicago- Michigan Ave Cultural Mile
4.0 out of 5.0 720 S Michigan Ave, Chicago, IL
Free Cancellation
$106
4.1/5 (359 reviews)

Liked the 8th floor deck. Didn’t like the buffet only breakfast at 720 South

Reviewed on Jun 24, 2019
PoolRecreationPet Friendly
InterContinental Chicago Magnificent Mile
InterContinental Chicago Magnificent Mile
4.5 out of 5.0 505 N Michigan Ave, Chicago, IL
$151
4.0/5 (287 reviews)

Great location at the south end of the Magnificent Mile. Hotel staff were exceptionally friendly.

Reviewed on Jan 28, 2019
PoolSwimmingWifi
DoubleTree by Hilton Chicago - Magnificent Mile
DoubleTree by Hilton Chicago - Magnificent Mile
3.5 out of 5.0 300 E Ohio St, Chicago, IL
Free Cancellation
$115
3.9/5 (314 reviews)

very nice. . .right by the miracle mile, clean, convenient, a lot to see close by, posh!

Reviewed on Jun 7, 2019
PoolDiningRoomservice
Country Inn & Suites by Radisson, Chicago O'Hare South, IL
Country Inn & Suites by Radisson, Chicago O'Hare South, IL
3.0 out of 5.0 777 East Grand Avenue, Bensenville, IL
Free Cancellation
$83
3.5/5 (207 reviews)

Young lady who checked us in was very helpful. Even after dealing with a difficult customer.

Reviewed on Jun 17, 2019
PoolTransportation ServicesBreakfast

Dive into These Chicago Hotels with Pools

Whether you're looking for a sunny spot to take the family for a refreshing dip, or just want to kick back by a chic rooftop pool with views of the city, Chicago hotels with pool amenities offer something for everyone.

Chicago hotels with indoor pools ensure you get your swim time without worrying about weather. You can still brag that you spent your vacation poolside—rain or shine. Many hotels even offer access to both indoor and outdoor pools, giving you the best of both worlds.

Fun features of Chicago hotels with pools
If you’re planning a family getaway, a pool provides the ideal place for the kids to burn off some energy. Many options have a resort feel, with water slides, splash pads, and poolside activities.

If you’re looking for a luxe getaway, check out the range of chic Chicago hotels offering trendy rooftop pools with stunning views and elegant cocktail bars.

Spas, saunas, and more
Imagine relaxing in a Jacuzzi for a spa experience, with warm water and soothing jets melting your stress away, before jumping in a sauna to loosen your tired muscles, and cooling down with a quick dip in the pool.

Keep up with your fitness routine doing laps in the morning, or just sit with your feet in the water while you watch the kids play. And of course, let’s not forget a romantic evening dip with your special someone. Whether it's reconnecting, rejuvenating, or reenergizing that’s on your mind, a hotel pool is a must for your Chicago vacation.


Recent Hotels with Pool Reviews