Hotels with a swimming pool near Southwest Side, Chicago

Enjoy a stay with an indoor pool, complimentary breakfast, and 24-hour airport shuttle near Chicago Midway Airport.

Enjoy an indoor pool, 24-hour fitness center, and on-site dining at this Chicago hotel near Midway Airport.

Enjoy a stay with an indoor pool, 24-hour fitness center, and complimentary airport shuttle near Chicago Midway Airport.

Enjoy an indoor pool and 24-hour fitness center at this hotel near Chicago Midway Airport, with complimentary breakfast included.

Enjoy a heated indoor pool and modern amenities near Chicago Midway Airport. Perfect for business and leisure travelers.

Luxury hotel with indoor pool, restaurant, and 24-hour fitness center in the heart of Chicago, near Michigan Avenue.

Enjoy a stay in the heart of Chicago with an indoor pool, business center, and on-site dining options.

Luxury hotel in downtown Chicago featuring an indoor pool, fitness center, and on-site dining options.

Luxury hotel with indoor pool, spa services, and American cuisine restaurant in downtown Chicago.

Enjoy a swimming pool and 24-hour fitness center at this hotel in downtown Chicago, steps from State Street and Lake Michigan.

Experience luxury with an indoor pool, three restaurants, and extensive meeting space in the heart of Chicago.

Luxury hotel in downtown Chicago with an indoor pool, 24-hour fitness center, and on-site dining options.

Luxury hotel with indoor and seasonal outdoor pools, a restaurant, and a 24-hour health club in downtown Chicago.

Enjoy a luxurious stay with an indoor pool, hot tub, and a top-rated restaurant in the heart of Chicago.

Hotel with seasonal outdoor pool, 24-hour health club, and modern amenities in downtown Chicago.

Relax at this resort with a spa, swimming pool, and tennis courts in Chicago's Bucktown neighborhood.

Enjoy a seasonal outdoor pool and Mediterranean dining in this stylish Chicago hotel with modern amenities.

Experience luxury at this 5-star hotel with a full-service spa, indoor pool, and stunning city views in downtown Chicago.

Luxury hotel with indoor pool, spa services, and two restaurants in the heart of Chicago's shopping district.

Enjoy an indoor pool and fitness center at this centrally located hotel in downtown Chicago.