Hotels with Pool & Resorts in Skokie from NZ$144

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Check availability on Skokie Hotels with Pool

Our top choices for Skokie hotels with a pool

Indoor pool, seasonal outdoor pool
DoubleTree by Hilton Chicago - North Shore Conference Center

DoubleTree by Hilton Chicago - North Shore Conference Center

DoubleTree by Hilton Chicago - North Shore Conference Center
4.0 star property
Skokie
8.8 out of 10, Excellent, (1004)
"Room was very comfortable."
United States
Rosalyn
The price is NZ$196
includes taxes & fees
21 Dec - 22 Dec
DoubleTree by Hilton Chicago - North Shore Conference Center
Indoor pool
Holiday Inn Chicago North Shore by IHG

Holiday Inn Chicago North Shore by IHG

Holiday Inn Chicago North Shore by IHG
3.0 star property
Skokie
7.6 out of 10, Good, (1413)
"nice place "
United States
David
The price is NZ$179
includes taxes & fees
21 Dec - 22 Dec
Holiday Inn Chicago North Shore 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
The price is NZ$144
includes taxes & fees
5 Jan - 6 Jan 2026
Hilton Garden Inn Chicago Downtown South Loop
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
8.4 out of 10, Very good, (2743)
"Clean room and friendly staff, overall good stay "
United States
eesaa saalik
The price is NZ$206
includes taxes & fees
11 Jan - 12 Jan 2026
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Indoor pool, open 7:00 AM to 10:00 PM, pool 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, (2961)
"Great location and great staff!!"
United States
lynne
The price is NZ$160
includes taxes & fees
14 Jan - 15 Jan 2026
Aloft Chicago Mag Mile
Indoor pool, open 5:00 AM to 11:00 PM, pool 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
The price is NZ$232
includes taxes & fees
29 Dec - 30 Dec
voco Chicago Downtown - Riverwalk by IHG
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, (1053)
"Perfect location to surrounding area and activities, friendly staff, clean rooms, amazing gym, and delicious food."
United States
Hannah
The price is NZ$249
includes taxes & fees
2 Jan - 3 Jan 2026
Hyatt Centric Chicago Magnificent Mile
Pool
Homewood Suites by Hilton Chicago Downtown South Loop

Homewood Suites by Hilton Chicago Downtown South Loop

Homewood Suites by Hilton Chicago Downtown South Loop
3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2136)
"Very nice place"
United States
Salman
The price is NZ$160
includes taxes & fees
5 Jan - 6 Jan 2026
Homewood Suites by Hilton Chicago Downtown South Loop
Outdoor pool, 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, (2190)
"Yes, very clean room and great hospitality "
United States
leticia i Vasquez
The price is NZ$181
includes taxes & fees
21 Dec - 22 Dec
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, (2315)
"Wonderful customer service, great location! "
United States
Michelle
The price is NZ$279
includes taxes & fees
4 Jan - 5 Jan 2026
The Royal Sonesta Chicago River North
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 Skokie Hotel Reviews

Congress Plaza Hotel

Congress Plaza Hotel

10/10 Excellent
"Perfectly located in the heart of the Magnificent miles. "
Luis 1-night trip
Posted 15 hours ago
Congress Plaza Hotel

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Frequently asked questions

What are some hotels with pools in Skokie?
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 centre. Silversmith Hotel Chicago Downtown: Hotel, 2-minute walk from State Street. Features a snack bar/deli, a pool and buffet. Palmer House a Hilton Hotel: Hotel, 4-minute walk from State Street. Offers 2 restaurants, an indoor pool and a health club. Eurostars Magnificent Mile: Hotel steps from Michigan Avenue. Features 2 restaurants, an indoor pool and a sauna.
What is there to see and do in Skokie?
Explore places such as Wrigley Field, Michigan Avenue and United Center while you're in the area. Make a point to visit attractions such as Emily Oaks Nature Center and Adagio Teas. Skokie appeals to visitors with its array of dining options and major shopping area.
When is the best time to book a hotel with a pool in Skokie?
You may want to consider accommodation with an outdoor swimming pool if you'll be visiting Skokie in the hottest months of July, August or June, when the average temp is 21°C. Accommodation with an indoor pool may be what you want if you are visiting during the coldest months of January, February or December, when the average temp is -1°C.