Find hotels with pools in Old Town Chicago, Chicago from $98

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Check availability on Old Town Chicago Hotels with a Pool

Top Old Town Chicago Hotels with a Pool

Indoor pool
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4.0 star property
Downtown Chicago
  • Indoor pool
  • Near the beach
  • Full-service spa
8.4 out of 10, Very Good, (2059)
Sophisticated swimmers relish the year-round indoor pool at this historic treasure near Millennium Park. After invigorating laps, guests can indulge in spa treatments, workout at the 24-hour health club, or explore nearby Chicago landmarks.
$131 nightly
The price is $149
Nov 24 - Nov 25
Total with taxes and fees
Palmer House a Hilton Hotel
Indoor pool
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

4.0 star property
Downtown Chicago
  • Indoor pool
  • Near the beach
8.2 out of 10, Very Good, (2735)
Aquatic enthusiasts splash year-round in the indoor pool, open from 6:00 AM to 10:00 PM daily. Located near Chicago Riverwalk and Millennium Park, guests enjoy complimentary breakfast before exploring nearby shopping and dining attractions.
$108 nightly
The price is $127
Dec 9 - Dec 10
Total with taxes and fees
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Indoor pool
The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North

4.5 star property
Downtown Chicago
  • Indoor pool
  • Near the beach
9.2 out of 10, Wonderful, (2239)
Sink into luxurious pool loungers at the inviting indoor sanctuary after exploring nearby Michigan Avenue. Featuring a 24-hour fitness center, on-site restaurant, and terrace, this hotel perfectly combines aquatic relaxation with urban adventure.
$130 nightly
The price is $153
Nov 26 - Nov 27
Total with taxes and fees
The Royal Sonesta Chicago River North
Indoor pool, open 5:00 AM to 11:00 PM, sun loungers
voco Chicago Downtown - Riverwalk by IHG

voco Chicago Downtown - Riverwalk by IHG

3.5 star property
Downtown Chicago
  • Indoor pool
  • Pool loungers
  • Near the beach
8.8 out of 10, Excellent, (3349)
Swimmers delight in the spacious indoor pool with glass roof, accessing refreshing waters from early morning until late evening. After laps, guests unwind on comfortable loungers or detoxify in the sauna before dining at the riverside restaurant.
$116 nightly
The price is $136
Nov 23 - Nov 24
Total with taxes and fees
voco Chicago Downtown - Riverwalk by IHG
Outdoor pool, cabanas (surcharge), pool umbrellas
DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
Downtown Chicago
  • Outdoor pool
  • Poolside bar
  • Pool loungers
  • Near the beach
8.8 out of 10, Excellent, (2140)
Poolside bliss awaits with shaded cabanas, comfortable loungers, and refreshing cocktails from the bar. After swimming, guests can explore Michigan Avenue's attractions, dine at HotHouse restaurant, or energize in the fitness center.
$98 nightly
The price is $115
Nov 23 - Nov 24
Total with taxes and fees
DoubleTree by Hilton Chicago - Magnificent Mile
Indoor pool
Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3.0 star property
Downtown Chicago
  • Indoor pool
  • Near the beach
8.4 out of 10, Very Good, (4163)
Pool enthusiasts revel in year-round swimming at this urban retreat's indoor aquatic haven. Just steps from Michigan Avenue and Millennium Park, guests enjoy Weber Grill dining, convenient shopping, and spacious accommodations.
$86 nightly
The price is $100
Nov 25 - Nov 26
Total with taxes and fees
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Pool
Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop

3.0 star property
Downtown Chicago
  • Pool
  • Pet friendly
  • Free WiFi
  • Restaurant
  • Air conditioning
  • Gym
8.8 out of 10, Excellent, (1706)
Swimming laps in the refreshing pool creates the perfect interlude between city adventures and relaxation. Minutes from Soldier Field and downtown attractions, this hotel combines Asian cuisine at Shang Noodle with thoughtful amenities for a complete urban retreat.
$83 nightly
The price is $98
Nov 24 - Nov 25
Total with taxes and fees
Hilton Garden Inn Chicago Downtown South Loop
1 bedroom, premium bedding, down comforters, pillowtop beds
The Wade

The Wade

4.5 star property
Downtown Chicago
  • Indoor pool
  • Near the beach
8.4 out of 10, Very Good, (1441)
Sparkling waters beckon in the sleek indoor pool, a serene oasis amid Chicago's urban energy. Guests appreciate the 5:00 AM to 11:00 PM access, perfect for refreshing dips before exploring Navy Pier or after fitness classes at the 24-hour gym.
$103 nightly
The price is $121
Nov 23 - Nov 24
Total with taxes and fees
The Wade
Indoor pool
Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile

4.0 star property
Downtown Chicago
  • Indoor pool
  • Near the beach
  • Hot tub
9.0 out of 10, Wonderful, (1034)
Bubbling relaxation awaits in the pristine indoor pool and soothing hot tub, perfect complements to an invigorating workout in the state-of-the-art fitness center. Steps from Chicago's Riverwalk and Millennium Park, this hotel combines aquatic tranquility with urban adventure.
$140 nightly
The price is $164
Dec 7 - Dec 8
Total with taxes and fees
Hyatt Centric Chicago Magnificent Mile
Indoor pool
Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile

3.0 star property
Downtown Chicago
  • Indoor pool
  • Near the beach
8.8 out of 10, Excellent, (1555)
$98 nightly
The price is $115
Nov 23 - Nov 24
Total with taxes and fees
Courtyard by Marriott Chicago Magnificent Mile
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 Old Town Chicago Hotel Reviews

The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection

10/10 Excellent
"Amazing staff that helped to resolve several matters. "
Aleksandra 3-night trip
Posted 14 hours ago
The Whitehall Hotel, BW Premier Collection

Frequently asked questions

What are some accommodations with pools in Old Town Chicago?
Embassy Suites by Hilton Chicago Downtown River North: Hotel, 4-minute walk from Michigan Avenue. Features full, an indoor pool, and flat-screen televisions. Congress Plaza Hotel: Hotel, 4-minute walk from Michigan Avenue. Features complimentary wired internet access, an indoor pool, and LCD televisions. Hilton Chicago/Magnificent Mile Suites: Hotel, 3-minute walk from Michigan Avenue. Offers a snack bar/deli, an indoor pool, and complimentary wireless internet access. Hilton Garden Inn Chicago Downtown/Magnificent Mile: Hotel steps from State Street. Provides a full-service spa, an indoor pool, and a 24-hour fitness center. CitizenM Chicago Downtown: Hotel steps from Michigan Avenue. Offers 2 restaurants, an indoor pool, and a sauna.
What is there to see and do in Old Town Chicago?
While you're in the area, consider exploring places like Michigan Avenue, Navy Pier, and Wrigley Field. Make a point to visit attractions like North Avenue Beach and International Museum of Surgical Science. Old Town Chicago appeals to visitors with its beautiful lakeside setting, bar scene, and array of dining options.
When is the best time to book a hotel with a pool in Old Town Chicago?
You may want to consider a place to stay that offers an outdoor if you plan to visit in the hottest months of July, August, or June when the average temp is 70°F. Lodging with an indoor pool may be the way to go if you visit during the coldest months of January, February, or December when the average temp is 31°F.

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