Find Hotels with a Pool in Old Town Chicago, IL

Congress Plaza Hotel: Hotel, 4-minute walk from Michigan Avenue. Features full, an indoor pool, and flat-screen televisions. CitizenM Chicago Downtown: Hotel steps from Michigan Avenue. Features 2 restaurants, an indoor pool, and a steam room. Hilton Chicago/Magnificent Mile Suites: Hotel, 4-minute walk from Michigan Avenue. Offers a rooftop terrace, a seasonal outdoor pool, and LED televisions. The Westin Michigan Avenue Chicago: Hotel steps from State Street. Features a full-service spa, an indoor pool, and a 24-hour fitness center. The Chicago Hotel Collection Ambassador Gold Coast: Hotel, 8-minute walk from Lake Michigan. Provides a 24-hour fitness center, an indoor pool, and flat-screen televisions.

While you’re in the area, consider exploring places like Michigan Avenue, Navy Pier, and Wrigley Field. Make a point to visit attractions like North Avenue Beach and Lincoln Park Zoo. 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.