The Best Hotels with a Pool in Wrigleyville, IL from AED 590 in 2026

Q: What are some accommodations with pools in Wrigleyville?

Congress Plaza Hotel : Hotel, 3-minute walk from Merchandise Mart. Offers 2 restaurants, an indoor pool, and a sauna. The Chicago Hotel Collection Ambassador Gold Coast : Hotel, 10-minute walk from University of Illinois Chicago. Provides a snack bar/deli, a seasonal outdoor pool, and complimentary wireless internet access. Hilton Chicago O'Hare Airport : Hotel steps from Michigan Avenue. Features 2 restaurants, an indoor pool, and a sauna. Hyatt Regency O'Hare Chicago : Hotel, 2-minute walk from Grant Park. Features 2 restaurants, an indoor pool, and a health club.

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Our top choices for Wrigleyville hotels with a pool

1. The Hotel at Midtown

Bucktown

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

AED 1,324 total

includes taxes & fees

20 Aug - 21 Aug

Seasonal outdoor pool, open 7:00 AM to 10:00 PM, pool umbrellas

2. Level Chicago – Old Town

Downtown Chicago

Luxurious rooftop pool retreat overlooks Lake Michigan with seasonal sunbathing on comfortable loungers under shady umbrellas.

AED 1,106 total

includes taxes & fees

31 Aug - 1 Sep

3. Viceroy Chicago

Downtown Chicago

Splash into the downtown scene at this luxury Chicago hotel with a rooftop pool and complimentary bicycles.

AED 1,275 total

includes taxes & fees

7 Sep - 8 Sep

4. Hilton Chicago/Magnificent Mile Suites

Downtown Chicago

AED 702 total

includes taxes & fees

30 Aug - 31 Aug

5. Level Chicago - River North

Downtown Chicago

Summer splashes and cityscape views await at this Chicago hotel's seasonal rooftop pool.

AED 1,066 total

includes taxes & fees

16 Aug - 17 Aug

6. Best Western River North Hotel

Downtown Chicago

Splash into year-round pool fun at this Michigan Avenue hotel with a modern fitness center.

AED 590 total

includes taxes & fees

30 Aug - 31 Aug

7. River North Stay | 1 Unit | Near Chicago Attractions

Downtown Chicago

AED 803 total

includes taxes & fees

30 Aug - 31 Aug

8. AC Hotels by Marriott Chicago Downtown

Downtown Chicago

Splash into an aquatic escape at this downtown Chicago hotel with an indoor pool sanctuary and archery experiences.

AED 648 total

includes taxes & fees

7 Sep - 8 Sep

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Choose what matters most at hotels with a pool in Wrigleyville

Breakfast included

4 stars

Top Wrigleyville Hotel Reviews

Holiday Inn Chicago Dwtn - The Mart by IHG

10/10 Excellent

"Great stay! Would recommend."

Club Quarters Hotel, Central Loop, Chicago

8/10 Good

"Our room was very comfortable and clean. We were a little disappointed that there was no dresser or luggage rack. That made it a little difficult as there was no way to unpack and no place to put our clothing. Otherwise, the place is great! There is a guest closet with small items like toothpaste and mouthwash that is available for everyone. That was a great plus. We didn't get to use the gym, but it's well stocked with everything you need to get a good workout on the road."

Frequently asked questions

What are some accommodations with pools in Wrigleyville?

Congress Plaza Hotel: Hotel, 3-minute walk from Merchandise Mart. Offers 2 restaurants, an indoor pool, and a sauna. The Chicago Hotel Collection Ambassador Gold Coast: Hotel, 10-minute walk from University of Illinois Chicago. Provides a snack bar/deli, a seasonal outdoor pool, and complimentary wireless internet access. Hilton Chicago O'Hare Airport: Hotel steps from Michigan Avenue. Features 2 restaurants, an indoor pool, and a sauna. Hyatt Regency O'Hare Chicago: Hotel, 2-minute walk from Grant Park. Features 2 restaurants, an indoor pool, and a health club.

What is there to see and do in Wrigleyville?

Explore places like Wrigley Field while you're in Wrigleyville. Make a point to visit attractions like Athenaeum Theatre and Peggy Notebaert Nature Museum. 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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