Photo by City Of Chicago

Wrigleyville Hotels with Swimming Pool

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
13 Nov - 14 Nov
Tomorrow
14 Nov - 15 Nov
This weekend
13 Nov - 15 Nov
Next weekend
20 Nov - 22 Nov

Our top choices for Wrigleyville hotels with a pool

A hotel with a swimming pool, outdoor seating, and a view of the city skyline.

1. The Hotel at Midtown

The Hotel at Midtown
4.0 star property
Bucktown
9.0 out of 10, Wonderful, (946 reviews)
  • cleanliness
    Dive into tennis and spa bliss at this wellness-focused hotel with two pools and luxurious amenities.
The price is S$392
includes taxes & fees
1 Dec - 2 Dec
The Hotel at Midtown
A rooftop pool area with lounge chairs and umbrellas, a city skyline view, and a no diving sign.

2. The Robey, Chicago, a Member of Design Hotels

The Robey, Chicago, a Member of Design Hotels
3.5 star property
West Town
9.2 out of 10, Wonderful, (1,001 reviews)
  • cleanliness
    Seasonal outdoor pool paradise at the Art Deco Robey Hotel with poolside bar and views of Chicago's art scene.
The price is S$276
includes taxes & fees
6 Dec - 7 Dec
The Robey, Chicago, a Member of Design Hotels
A swimming pool with lounge chairs and sun loungers, a tiled floor, and a large window with curtains.

3. Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (5,065 reviews)
The price is S$157
includes taxes & fees
7 Dec - 8 Dec
Hilton Chicago/Magnificent Mile Suites
A swimming pool with lounge chairs and umbrellas, surrounded by tall buildings.

4. DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,588 reviews)
  • cleanliness
    Seasonal outdoor pool with cabanas and loungers provides sanctuary after exploring Chicago's Magnificent Mile.
The price is S$148
includes taxes & fees
7 Dec - 8 Dec
DoubleTree by Hilton Chicago - Magnificent Mile
An indoor swimming pool with lounge chairs and tables, a tiled floor, and a ceiling with a unique light fixture.

5. 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, (3,016 reviews)
  • cleanliness
    Chicago hotel offers refreshing stays with indoor pool, fitness centre, and walkable Michigan Avenue access.
The price is S$219
includes taxes & fees
14 Dec - 15 Dec
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
A modern indoor swimming pool with clear blue water, large windows offering city views, and a poolside area with chairs and a sun lounger.

6. Hyatt House Chicago/West Loop-Fulton Market

Hyatt House Chicago/West Loop-Fulton Market
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,309 reviews)
  • cleanliness
    Splashy indoor pool luxury awaits with designer touches in Chicago's West Loop scene.
The price is S$192
includes taxes & fees
25 Nov - 26 Nov
Hyatt House Chicago/West Loop-Fulton Market
A modern indoor pool area with clear glass walls, lounge chairs, and a view of city buildings.

7. Hotel 505 River North

Hotel 505 River North
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (3,017 reviews)
  • cleanliness
    Stylish indoor pool retreat in city centre Chicago makes luxury laps a breeze after sightseeing.
The price is S$253
includes taxes & fees
9 Dec - 10 Dec
Hotel 505 River North
An indoor swimming pool with lounge chairs and exercise equipment.

8. Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,113 reviews)
  • cleanliness
    Splash into serenity at this Michigan Avenue retreat with a sparkling indoor pool, hot tub haven, and 24-hour fitness centre.
The price is S$210
includes taxes & fees
22 Nov - 23 Nov
Hyatt Centric Chicago Magnificent Mile
A modern indoor swimming pool with blue seating and a view of the city through large windows.

9. Aloft by Marriott Chicago Mag Mile

Aloft by Marriott Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,309 reviews)
  • cleanliness
    Splash into the city at this city centre hotel with a sleek indoor pool, stylish loungers, and a vibrant atmosphere to match.
The price is S$166
includes taxes & fees
13 Dec - 14 Dec
Aloft by Marriott Chicago Mag Mile
A large indoor swimming pool with clear blue water, surrounded by windows offering views of a cityscape.

10. Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile
3.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (2,091 reviews)
The price is S$168
includes taxes & fees
6 Dec - 7 Dec
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.
View all properties

Compare popular hotels in Wrigleyville

Property
Property class
Guest rating
Breakfast included
Pool
Spa
Pet-friendly
WiFi included
A modern lobby with a wooden floor, a staircase with glass railings, and a seating area with leather sofas.
The Hotel at Midtown
4.0 star property
9.0
Wonderful
946 reviews
View
A breakfast setting with a plate of toast, a bowl of fruit, a cup of coffee, and a newspaper on a table by a window with a city view.
The Robey, Chicago, a Member of Design Hotels
3.5 star property
9.2
Wonderful
1,001 reviews
View
A cityscape at dusk with high-rise buildings, including a Hilton hotel.
Hilton Chicago/Magnificent Mile Suites
3.5 star property
9.0
Wonderful
5,065 reviews
View
A swimming pool with lounge chairs and umbrellas, surrounded by tall buildings.
DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
8.8
Excellent
2,588 reviews
View
A multi-story building with a prominent curved glass facade, surrounded by other high-rise buildings.
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
4.0 star property
8.4
Very good
3,016 reviews
View

Top Wrigleyville Hotel Reviews

A swimming pool with lounge chairs and sun loungers, a tiled floor, and a large window with curtains.
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
Downtown Chicago

10/10 Excellent

The service and room were excellent. Was very clean
Singapore
Rajesh
Reviewed October 19, 2024
Hilton Chicago/Magnificent Mile Suites

Frequently Asked Questions

What are some accommodation options with pools in Wrigleyville?

River Hotel: Hotel, 2-minute walk from Grant Park. Features 2 restaurants, an indoor pool and a health club. Congress Plaza Hotel: Hotel steps from Michigan Avenue. Offers 2 restaurants, an indoor pool and a sauna. The Chicago Hotel Collection Ambassador Gold Coast: Hotel, 8-minute walk from Lake Michigan. Offers complimentary wireless Internet access, an indoor pool and a 24-hour fitness centre.

What is there to see and do in Wrigleyville?

Explore places such as Wrigley Field while you're in Wrigleyville. Surround yourself with nature at Gallagher Way. You'll also discover lots of options for bars in Wrigleyville.

When is the best time to book a hotel with a pool in Wrigleyville?

You may want to think about a place to stay that has an outdoor pool if you'll be visiting in the hottest months of July, August or June, when the average temperature is 21°C. Accommodation 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 temp is -1°C.

Explore a world of travel with Expedia