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.
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 Streeterville riverfront hotel with an indoor heated pool overlooking the river and a family "Summer Splash" package.
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.
An all-suite extended-stay hotel one block off Michigan Avenue, with full kitchens in every suite and free hot breakfast, an easy walk to Millennium Park and Navy Pier.
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 Loop hotel inside the Aqua Tower with a seasonal rooftop pool and cabanas plus an indoor lap pool and whirlpool, free cribs and connecting rooms.
A South Loop hotel with a pool, one block from Grant Park.
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.
A design-focused boutique hotel in the Fulton Market district, formerly Ace Hotel Chicago before a 2022 rebrand.
A converted 1929 landmark tower in Wicker Park with loft-style rooms. Its rooftop pool is seasonal (May to September) and does not admit guests under 12.
A 27-floor Loop hotel by the Chicago Theatre and Riverwalk, formerly branded a DoubleTree by Hilton and now simply a Hilton Hotel, with no pool on site.
A theater-district boutique hotel, formerly Kimpton Hotel Allegro and now the Allegro Royal Sonesta, with in-room mini-fridges and a crib available.
