Find hotels with pools in East Side, Chicago from $84

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Check availability on East Side Hotels with a Pool

Our top choices for East Side hotels with a pool

Indoor pool, open 7:00 AM to 10:00 PM, sun loungers
Aloft Chicago Mag Mile

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2958)
"Great location and great staff!!"
United States
lynne
$79 nightly
The price is $93
Jan 14 - Jan 15, 2026
Total with taxes and fees
Aloft Chicago Mag Mile
Indoor pool
Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1052)
"Perfect location to surrounding area and activities, friendly staff, clean rooms, amazing gym, and delicious food."
United States
Hannah
$123 nightly
The price is $144
Jan 2 - Jan 3, 2026
Total with taxes and fees
Hyatt Centric Chicago Magnificent Mile
Indoor pool
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
4.0 star property
Downtown Chicago
8.2 out of 10, Very Good, (2742)
"Clean room and friendly staff, overall good stay "
United States
eesaa saalik
$102 nightly
The price is $120
Jan 11 - Jan 12, 2026
Total with taxes and fees
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Indoor pool, open 5:00 AM to 11:00 PM, sun loungers
voco Chicago Downtown - Riverwalk by IHG

voco Chicago Downtown - Riverwalk by IHG

voco Chicago Downtown - Riverwalk by IHG
3.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (3462)
"Amazing stay, beautiful view!"
United States
Joshua
$115 nightly
The price is $135
Dec 29 - Dec 30
Total with taxes and fees
voco Chicago Downtown - Riverwalk by IHG
Pool
Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop
3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1756)
"Clean and staff was courteous. "
United States
HANNAH
$71 nightly
The price is $84
Jan 5 - Jan 6, 2026
Total with taxes and fees
Hilton Garden Inn Chicago Downtown South Loop
Indoor pool
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (2128)
"Loved and enjoyed our stay"
United States
Luis
$136 nightly
The price is $155
Dec 21 - Dec 22
Total with taxes and fees
Palmer House a Hilton Hotel
Outdoor pool, cabanas (surcharge), pool umbrellas
DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2189)
"Yes, very clean room and great hospitality "
United States
leticia i Vasquez
$89 nightly
The price is $105
Dec 21 - Dec 22
Total with taxes and fees
DoubleTree by Hilton Chicago - Magnificent Mile
Indoor pool
The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2314)
"Wonderful customer service, great location! "
United States
Michelle
$138 nightly
The price is $162
Jan 4 - Jan 5, 2026
Total with taxes and fees
The Royal Sonesta Chicago River North
Indoor pool
Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile
3.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (4241)
"Clean room, very friendly staff and great location "
United States
Marcia
$82 nightly
The price is $96
Dec 21 - Dec 22
Total with taxes and fees
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Indoor pool
The Wade

The Wade

The Wade
4.5 star property
Downtown Chicago
8.4 out of 10, Very Good, (1515)
"Everything was really wonderful.. would stay again for sure!! "
United States
Alexa
$101 nightly
The price is $119
Dec 21 - Dec 22
Total with taxes and fees
The Wade
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top East Side Hotel Reviews

Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

10/10 Excellent
"Spacious rooms , free drinks and great breakfast "
Ebony 3-night trip
Posted 6 hours ago
Embassy Suites by Hilton Chicago Downtown River North

Frequently asked questions

What are some hotels with pools in East Side?
Embassy Suites by Hilton Chicago Downtown River North: Hotel, 4-minute walk from Michigan Avenue. Features full, an indoor pool, and flat-screen televisions. Hilton Chicago/Magnificent Mile Suites: Hotel steps from State Street. Features a full-service spa, an indoor pool, and a 24-hour fitness center. Silversmith Hotel Chicago Downtown: Hotel, 4-minute walk from State Street. Features 2 restaurants, an indoor pool, and a health club. Palmer House a Hilton Hotel: Hotel, 2-minute walk from State Street. Offers a snack bar/deli, a pool, and buffet. Club Quarters Hotel Wacker at Michigan, Chicago: Hotel steps from Michigan Avenue. Features 2 restaurants, an indoor pool, and a sauna.
What is there to see and do in East Side?
Explore places like Lake Michigan while you're in East Side. Take in the natural beauty with a stop at Calumet Park.
When is the best time to book a hotel with a pool in East Side?
You may want to think about a place to stay that has an outdoor pool if you'll be visiting in the warmest months of July, August, or June when the average temperature is 70°F. Lodging offering an indoor pool may be the way to go if you come to town during the coldest months of January, February, or December when the average temperature is 31°F.

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