Aloft Chicago Magnificent Mile
A Streeterville hotel near the Mag Mile with a compact 19th-floor indoor pool called Splash.
243 E Ontario St
Kid essentials
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An upscale downtown steakhouse that keeps a kids' menu and high chairs on hand, with staff attentive to family celebrations.
Retro diner where the servers sass the guests and dance on the counters, and the tiny hot fudge sundae comes in a glass kids keep.
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.
Chicago's other famous deep-dish spot near Michigan Avenue, rebuilt on its original site after a 2000 demolition.
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 ticketed, multi-room interactive attraction near the Tribune Tower built around ice-cream-themed installations, including a room filled with plastic sprinkles. Strollers must be left outside that room.