The Best Hotels with a Pool in Wrigleyville, IL from ￥28,123 in 2026

Q: What are some accommodations 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. Features 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 center.

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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

Bucktown

Dive into tennis and spa bliss at this wellness-focused hotel with two pools and luxurious amenities.

￥60,031 total

includes taxes & fees

Oct 4 - Oct 5

An indoor swimming pool with lounge chairs and a sofa, large windows with a view of the city, and a high ceiling with skylights.

2. The Wade

Downtown Chicago

Float away at this stunning luxury hotel with an indoor pool overlooking Lake Michigan and the city's iconic skyline.

￥28,123 total

includes taxes & fees

Sep 27 - Sep 28

A swimming pool with lounge chairs and sun loungers, a tiled floor, and a large window with curtains.

3. Hilton Chicago/Magnificent Mile Suites

Downtown Chicago

￥32,727 total

includes taxes & fees

Oct 25 - Oct 26

A modern indoor swimming pool with blue seating and a view of the city through large windows.

4. Aloft by Marriott Chicago Mag Mile

Downtown Chicago

Splash into the city at this downtown hotel with a sleek indoor pool, stylish loungers, and a vibrant atmosphere to match.

￥35,898 total

includes taxes & fees

Sep 27 - Sep 28

An indoor swimming pool with lounge chairs and exercise equipment.

5. Hyatt Centric Chicago Magnificent Mile

Downtown Chicago

Splash into serenity at this Michigan Avenue retreat with a sparkling indoor pool, hot tub haven, and 24-hour fitness center.

￥45,112 total

includes taxes & fees

Oct 1 - Oct 2

A large indoor swimming pool with clear blue water, surrounded by windows offering views of a cityscape.

6. Courtyard by Marriott Chicago Magnificent Mile

Downtown Chicago

￥37,749 total

includes taxes & fees

Sep 27 - Sep 28

An indoor swimming pool with lounge chairs and a no diving sign.

7. Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Downtown Chicago

Chicago hotel offers refreshing stays with indoor pool, fitness center, and walkable Michigan Avenue access.

￥44,286 total

includes taxes & fees

Oct 25 - Oct 26

A swimming pool with lounge chairs and umbrellas, surrounded by tall buildings.

8. DoubleTree by Hilton Chicago - Magnificent Mile

Downtown Chicago

Seasonal outdoor pool with cabanas and loungers provides sanctuary after exploring Chicago's Magnificent Mile.

￥36,738 total

includes taxes & fees

Oct 25 - Oct 26

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Choose what matters most at hotels with a pool in Wrigleyville

Breakfast included

4 stars

Top Wrigleyville Hotel Reviews

Congress Plaza Hotel

10/10 Excellent

"Tina in cafe at breakfast was awesome! Made my day! See you-all next time!"

Frequently asked questions

What are some accommodations 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. Features 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 center.

What is there to see and do in Wrigleyville?

Explore places like 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 offers an outdoor if you'll be visiting in the hottest 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 visit during the coldest months of January, February, or December when the average temp is 31°F.

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