Find Hotels with a Pool in Old Town Chicago, IL

Congress Plaza Hotel: Hotel, 3-minute walk from Michigan Avenue. Features a snack bar/deli, a pool, and complimentary wireless internet access. River Hotel: Hotel steps from Michigan Avenue. Provides 2 restaurants, an indoor pool, and a steam room. Warwick Allerton - Chicago: Hotel, 3-minute walk from Merchandise Mart. Offers 2 restaurants, a pool, and complimentary wireless internet access. Eurostars Magnificent Mile: Hotel steps from John Hancock Center. Features flat-screen televisions, an indoor pool, and laundry facilities. Hotel Felix River North/Magnificent Mile: Hotel, 4-minute walk from Michigan Avenue. Provides a rooftop terrace, a seasonal outdoor pool, and LED televisions.

While you’re in the area, consider exploring places like Navy Pier, Wrigley Field, and Grant Park. Make a point to visit attractions like North Avenue Beach and International Museum of Surgical Science. Old Town Chicago appeals to visitors with its beautiful lakeside setting, bar scene, and array of dining options.

You may want to consider a place to stay that offers an outdoor if you plan to visit in the hottest months of July, August, or June when the average temp is 70°F. Lodging with 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.