Find Hotels with a Pool in Chicago, IL

If lounging by a pool is your idea of a great vacation, you may want to consider lively Chicago, which offers 47 places to stay with pools. While you’re here, you can explore attractions like Michigan Avenue and Soldier Field, and then kick back and relax poolside at one of the accommodations in Chicago that guests like for their pools.

Embassy Suites by Hilton Chicago Downtown River North: Hotel, 4-minute walk from Michigan Avenue. Features full, an indoor pool, and flat-screen televisions. Holiday Inn & Suites Chicago - Downtown by IHG: Hotel, 10-minute walk from University of Illinois Chicago. Offers a snack bar/deli, a pool, and complimentary wireless internet access. Hyatt Centric Chicago Magnificent Mile: Hotel, 2-minute walk from Michigan Avenue. Provides complimentary wireless internet access, an indoor pool, and a 24-hour fitness center. Homewood Suites by Hilton Chicago Downtown South Loop: Hotel, 13-minute walk from Lake Michigan. Features a snack bar/deli, a pool, and buffet. Hilton Garden Inn Chicago Downtown South Loop: Hotel, 13-minute walk from Lake Michigan. Offers a snack bar/deli, a pool, and complimentary wireless internet access.

Expedia’s 47 hotels in Chicago give you a great choice for your poolside getaway.

Explore places like Michigan Avenue, Soldier Field, and Navy Pier while you’re in Chicago. Surround yourself with nature at Millennium Park and Grant Park. Visitors have positive things to say about the popular theater scene and stunning architecture in Chicago.

You may want to think about a place to stay that offers an outdoor pool if you’re planning to visit Chicago in the warmest 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 temperature is 31°F.

Knowing the transportation options in Chicago can help you enjoy the area beyond your hotel pool. Take advantage of metro transit at Monroe Station (Red Line), Monroe Station (Blue Line), and Adams-Wabash Station. If you’d like to venture out around the area, you may want to rent a car for your trip.