The Best Hotels with a Pool in Wrigleyville, IL from AED 651 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.

AED 1,393 total

includes taxes & fees

4 Oct - 5 Oct

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.

AED 651 total

includes taxes & fees

25 Oct - 26 Oct

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

AED 765 total

includes taxes & fees

25 Oct - 26 Oct

A rooftop pool area with lounge chairs and umbrellas, a city skyline view, and a no diving sign.

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

West Town

Seasonal outdoor pool paradise at the Art Deco Robey Hotel with poolside bar and views of Chicago's art scene.

AED 1,043 total

includes taxes & fees

25 Oct - 26 Oct

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

5. 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.

AED 948 total

includes taxes & fees

25 Oct - 26 Oct

A swimming pool with a glass wall, a seating area with sofas, and an exit sign.

6. Embassy Suites by Hilton Chicago Downtown River North

Downtown Chicago

Slip into a vacation state of mind at Chicago's urban retreat with a sparkling indoor pool.

AED 933 total

includes taxes & fees

26 Oct - 27 Oct

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

7. DoubleTree by Hilton Chicago - Magnificent Mile

Downtown Chicago

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

AED 850 total

includes taxes & fees

25 Oct - 26 Oct

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

8. Courtyard by Marriott Chicago Magnificent Mile

Downtown Chicago

AED 939 total

includes taxes & fees

25 Oct - 26 Oct

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Choose what matters most at hotels with a pool in Wrigleyville

Breakfast included

4 stars

Top Wrigleyville Hotel Reviews

Hyatt Regency O'Hare Chicago

10/10 Excellent

"Great Hotel! I would definitely recommend."

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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