Hotels with connecting rooms in Chicago

A Streeterville hotel near the Mag Mile with a compact 19th-floor indoor pool called Splash, distinct from the separate Aloft Chicago Downtown River North property.

A Streeterville high-rise hotel one block from the river, with an indoor lap pool, a complimentary crib and a guaranteed connecting-rooms package for families needing two adjoining rooms.

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. Coordinates estimated from the street address.

A five-star high-rise hotel on the Magnificent Mile with a 44-foot heated indoor pool and lake views.

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 landmark Loop hotel in a converted historic bank building, with an indoor pool, in-room refrigerators and connecting room options for families, though breakfast is paid rather than complimentary.

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. Coordinates interpolated from nearby known addresses on the same street.

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 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 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 large riverfront convention hotel in the Loop with connecting rooms and a crib available on request, though it does not have a swimming pool.