Find Hotels with an Outdoor Pool in Downtown Chicago, IL

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Top Downtown Chicago Hotels with an Outdoor Pool

The Langham, Chicago

The Langham, Chicago

5 out of 5
330 North Wabash Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is $435 per night from Nov 14 to Nov 14
4.9/5 Exceptional! (1,036 reviews)
"Elegance and comfort with a spectacular location"

Reviewed on Oct 15, 2021

The Langham, Chicago
Loews Chicago Hotel

Loews Chicago Hotel

4.5 out of 5
455 North Park Drive, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is $199 per night from Oct 29 to Oct 29
4.6/5 Exceptional! (1,517 reviews)
"The room is very clean. It will be nice to have chrome cast for the TV though"

Reviewed on Oct 18, 2021

Loews Chicago Hotel
Residence Inn by Marriott Chicago Downtown / River North

Residence Inn by Marriott Chicago Downtown / River North

3.5 out of 5
410 N Dearborn St, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is $179 per night from Oct 24 to Oct 24
4.4/5 Wonderful! (975 reviews)
"They told us they weren't cleaning the rooms but didn't realize we would have to ask for towels everyday and no one emptied the trash. We were there for 6 days. I get not making the bed or changing sheets but towels are needed every two days and trash should be dumped."

Reviewed on Oct 14, 2021

Residence Inn by Marriott Chicago Downtown / River North
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Royal Sonesta Chicago River North

Royal Sonesta Chicago River North

4.5 out of 5
505 N State Street, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is $182 per night from Nov 10 to Nov 10
4.4/5 Excellent! (953 reviews)
"Very friendly staff! Special thanks to Julia and Blue"

Reviewed on Oct 9, 2021

Royal Sonesta Chicago River North
Homewood Suites by Hilton Chicago Downtown/Magnificent Mile

Homewood Suites by Hilton Chicago Downtown/Magnificent Mile

3 out of 5
152 E Huron St, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is $152 per night from Oct 26 to Oct 26
4.3/5 Excellent! (1,006 reviews)
"The staff was very welcoming. Great price for a king suite, with full kitchen with a full fridge. The location of the hotel is excellent, about 15-20 min walk from navy pier, the comedy bar is just around the corner. Great location and price."

Reviewed on Sep 21, 2021

Homewood Suites by Hilton Chicago Downtown/Magnificent Mile
Springhill Suites by Marriott Chicago Downtown/ River North

Springhill Suites by Marriott Chicago Downtown/ River North

3.5 out of 5
410 North Dearborn Street, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is $142 per night from Nov 11 to Nov 11
4.3/5 Excellent! (935 reviews)
"Very well located in the heart of River North."

Reviewed on Oct 18, 2021

Springhill Suites by Marriott Chicago Downtown/ River North
Hampton Inn & Suites Chicago Downtown

Hampton Inn & Suites Chicago Downtown

3 out of 5
33 West Illinois Street, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is $110 per night from Nov 7 to Nov 7
4.3/5 Excellent! (969 reviews)
"Love it set up everything was nice 👍 in so was the service I’ll come back"

Reviewed on Oct 18, 2021

Hampton Inn & Suites Chicago Downtown
Hyatt Place Chicago/Downtown - The Loop

Hyatt Place Chicago/Downtown - The Loop

3 out of 5
28 North Franklin Street, Chicago, IL
Fully refundable
The price is $189 per night from Oct 24 to Oct 24
4.3/5 Excellent! (995 reviews)
"Area was good"

Reviewed on Oct 4, 2021

Hyatt Place Chicago/Downtown - The Loop
Homewood Suites by Hilton Chicago Downtown

Homewood Suites by Hilton Chicago Downtown

3 out of 5
40 East Grand Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is $127 per night from Nov 1 to Nov 1
4.3/5 Excellent! (1,020 reviews)
"Great location, room with a kitchen and staff!"

Reviewed on Oct 16, 2021

Homewood Suites by Hilton Chicago Downtown
Embassy Suites Chicago Downtown Magnificent Mile

Embassy Suites Chicago Downtown Magnificent Mile

4 out of 5
511 North Columbus Drive, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is $148 per night from Nov 7 to Nov 7
4.2/5 Excellent! (1,781 reviews)
"The staff was great !! Juan at the front desk was super nice and helpful. I found my room with a little bit of dust. Breakfast was good I’ll go back Thanks"

Reviewed on Oct 15, 2021

Embassy Suites Chicago Downtown Magnificent Mile
Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is $219 per night from Oct 29 to Oct 29
4.2/5 Excellent! (1,309 reviews)
"The door opened directly into the room next to the bed, which felt a bit weird. The room had a musty older building smell to it. We had to take the long way around as pedestrians due to construction on the sidewalk and road around the building. Everything else was excellent. Staff were professional ..."

Reviewed on Sep 20, 2021

Hilton Chicago
Sheraton Grand Chicago

Sheraton Grand Chicago

4 out of 5
301 E North Water St, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is $165 per night from Oct 29 to Oct 29
4.2/5 Excellent! (1,167 reviews)
"Its proximity to the riverwalk, the bridge and only a few minutes drves to willis tower and other attractions"

Reviewed on Oct 18, 2021

Sheraton Grand Chicago
InterContinental Chicago Magnificent Mile, an IHG Hotel

InterContinental Chicago Magnificent Mile, an IHG Hotel

4.5 out of 5
505 N Michigan Ave, Chicago, IL
Fully refundable
The price is $169 per night from Oct 31 to Oct 31
4.2/5 Excellent! (972 reviews)
"Excellent stay. I felt safe the entire 4 nights. Staff is very friendly and professional. Eva, Front Desk Manager, was very kind and helpful. Will definitely stay here again when I return to Chicago to visit my son."

Reviewed on Oct 12, 2021

InterContinental Chicago Magnificent Mile, an IHG Hotel
DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile

4 out of 5
300 E Ohio St, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is $148 per night from Oct 31 to Oct 31
4.2/5 Excellent! (1,581 reviews)
"Walking distance to shopping & restuarants"

Reviewed on Oct 18, 2021

DoubleTree by Hilton Chicago - Magnificent Mile
Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
323 E Wacker Dr, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is $188 per night from Oct 25 to Oct 25
4.2/5 Very Good! (2,018 reviews)
"My room view absolutely beautiful"

Reviewed on Oct 17, 2021

Swissotel - Chicago
Hampton Inn Chicago Downtown/Magnificent Mile

Hampton Inn Chicago Downtown/Magnificent Mile

2.5 out of 5
160 E Huron Street, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is $118 per night from Nov 3 to Nov 3
4.2/5 Very Good! (1,351 reviews)
"I thought that this property was pretty good for the money. The staff was really nice that made it better. I thought in a good location and cheaper than other locations. They had free continental breakfast which I didn't know. The bathroom was really small. However there was a refrigerator in our ..."

Reviewed on Oct 18, 2021

Hampton Inn Chicago Downtown/Magnificent Mile
Embassy Suites Chicago Downtown

Embassy Suites Chicago Downtown

4 out of 5
600 N State St, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is $136 per night from Oct 27 to Oct 27
4.2/5 Very Good! (1,447 reviews)
"Awesome breakfast. Friendly staff. Very convenient to the red line & close dining/shopping."

Reviewed on Oct 13, 2021

Embassy Suites Chicago Downtown
Radisson Blu Aqua Hotel Chicago

Radisson Blu Aqua Hotel Chicago

4.5 out of 5
221 N Columbus Dr, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is $186 per night from Nov 3 to Nov 3
4.2/5 Very Good! (1,473 reviews)
"It was beautiful"

Reviewed on Oct 18, 2021

Radisson Blu Aqua Hotel Chicago
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
17 E Monroe St, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is $199 per night from Oct 29 to Oct 29
4.1/5 Very Good! (2,510 reviews)
"Beautiful and historic. Walking distance to many things!"

Reviewed on Oct 18, 2021

Palmer House a Hilton Hotel
Best Western River North Hotel

Best Western River North Hotel

2.5 out of 5
125 W Ohio St, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is $105 per night from Nov 1 to Nov 1
4/5 Very Good! (965 reviews)
"The location was very convenient and is close to nearby attractions. The room looked like it had be renovated in the recently. The towels were soft and the mattress was very comfortable! The shower was awesome and I loved the heat lamp in the bathroom. Parking was easy and convenient. I will definitely ..."

Reviewed on Oct 18, 2021

Best Western River North Hotel
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Pocket Guide: Hotels with an Outdoor Pool in Downtown Chicago

Search for hotels in Downtown Chicago on Expedia. You can easily find your hotels in Downtown Chicago using one of the methods below:

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Recent reviews of Downtown Chicago hotels

Congress Plaza Hotel
Expedia Verified Review
5 / 5 Excellent
Great location. Amazing courteous helpful staff.
A verified traveler stayed at Congress Plaza Hotel
Posted 7 hours ago
Congress Plaza Hotel
The Whitehall Hotel
Expedia Verified Review
5 / 5 Excellent
Great location - less touristy than the loop but still easily walkable to all the popular destinations, but with better food options and great shopping nearby. Hotel is basic and old but the rooms are large for a downtown hotel. Our beds sucked and desperately need to be replaced, giant dips in the center and droopy corners. Carpets are also pretty gross. But it's a great deal if you don't plan on spending much time at the hotel.
A verified traveler stayed at The Whitehall Hotel
Posted 9 hours ago
The Whitehall Hotel
Millennium Knickerbocker Chicago
Expedia Verified Review
5 / 5 Excellent
Location - clean- comfortable
A verified traveler stayed at Millennium Knickerbocker Chicago
Posted 10 hours ago
Millennium Knickerbocker Chicago
Silversmith Hotel Chicago Downtown
Expedia Verified Review
5 / 5 Excellent
Excellent service by great staff. Beautiful hotel in great location. Breakfast excellent.
A verified traveler stayed at Silversmith Hotel Chicago Downtown
Posted 10 hours ago
Silversmith Hotel Chicago Downtown
Hyatt Regency Chicago
Expedia Verified Review
5 / 5 Excellent
Location to Riverfront and shopping/dinning.
A verified traveler stayed at Hyatt Regency Chicago
Posted 18 hours ago
Hyatt Regency Chicago
Loews Chicago Hotel
Expedia Verified Review
5 / 5 Excellent
The room is very clean. It will be nice to have chrome cast for the TV though
A verified traveler stayed at Loews Chicago Hotel
Posted 1 day ago
Loews Chicago Hotel
Radisson Blu Aqua Hotel Chicago
Expedia Verified Review
5 / 5 Excellent
It was beautiful
A verified traveler stayed at Radisson Blu Aqua Hotel Chicago
Posted 2 days ago
Radisson Blu Aqua Hotel Chicago
La Quinta Inn & Suites by Wyndham Chicago Downtown
Expedia Verified Review
5 / 5 Excellent
Loved staying at this property. Location is great snd staff was friendly. I would definitely stay again next time I’m in town. The only bad thing is there was mold in the shower
A verified traveler stayed at La Quinta Inn & Suites by Wyndham Chicago Downtown
Posted 2 days ago
La Quinta Inn & Suites by Wyndham Chicago Downtown
Club Quarters Hotel, Central Loop
Expedia Verified Review
5 / 5 Excellent
The front desk
A verified traveler stayed at Club Quarters Hotel, Central Loop
Posted 2 days ago
Club Quarters Hotel, Central Loop

Travelers Loved These Hotels with an Outdoor Pool

Omni Chicago Suites - Magnificent Mile

4.5 out of 5
676 N Michigan Ave, Chicago, IL
Endorsed by 105 travelers

Courtyard by Marriott Chicago Magnificent Mile

3 out of 5
165 East Ontario Street, Chicago, IL
Endorsed by 50 travelers

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3 out of 5
10 E Grand Ave, Chicago, IL
Endorsed by 141 travelers

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl, Chicago, IL
Endorsed by 180 travelers

W Chicago - Lakeshore

4.5 out of 5
644 N Lake Shore Dr, Chicago, IL
Endorsed by 49 travelers

Hyatt Centric Chicago Magnificent Mile

4 out of 5
633 N Saint Clair St, Chicago, IL
Endorsed by 228 travelers

The Peninsula Chicago

5 out of 5
108 East Superior Street, Chicago, IL
Endorsed by 26 travelers

La Quinta Inn & Suites by Wyndham Chicago Downtown

3 out of 5
1 S Franklin Street, Chicago, IL
Endorsed by 62 travelers

AC Hotels by Marriott Chicago Downtown

3.5 out of 5
630 N Rush St, Chicago, IL
Endorsed by 113 travelers