A high-rise hotel a block from the river with an indoor pool and a campout package that sets up a tent and toy campfire in the room.
A Streeterville hotel near the Mag Mile with a compact 19th-floor indoor pool called Splash.
A five-star high-rise hotel on the Magnificent Mile with a 44-foot heated indoor pool and lake views.
Right across from Grant Park, a walk from the Museum Campus and Buckingham Fountain.
A landmark Loop hotel in a converted historic bank building, with an indoor pool, in-room refrigerators and connecting room options for families.
An all-suite hotel near O'Hare with a separate living room and kitchenette-style fridge and microwave in every room, plus an indoor pool and a free airport shuttle.
A landmark 1893 athletic-club building across from Millennium Park, now a Hyatt hotel whose old lap pool is a tiled event space rather than a place to swim.
A boutique hotel in Old Town, near Lincoln Park Zoo, with free cribs and mini-fridges in some rooms.
A historic Michigan Avenue tower hotel known for its ornate 1929 indoor pool, one of the oldest and largest hotel pools in the country.
A 191-room boutique hotel in the Loop, in a century-old former hat-factory building, previously Kimpton Hotel Monaco before a 2022 rebrand as L7 Chicago.
A large riverfront convention hotel in the Loop with connecting rooms and a crib available on request, though it does not have a swimming pool.
A 1910 landmark hotel on Michigan Avenue's Cultural Mile, directly across from Grant Park and walkable to Millennium Park and the Art Institute.