Maxwell Street Market

A free Near West Side museum, opened 2025, with a sculpture garden and interactive exhibits -- its Historic Apartment tours suit school-age kids and up more than toddlers. Coordinates estimated from the street address.

A Little Italy summer institution since 1954, serving Italian ice from a walk-up stand. Seasonal, open May through September only.

A free outdoor water playground in Little Italy with sprayers and a tipping bucket, next to a standard playground and an indoor pool. Coordinates estimated from the street address.

A South Loop indoor children's museum inside the Roosevelt Collection, opened 2024, with town-square-themed pretend play. Reservation-based timed sessions. Coordinates estimated from the street address.

A family-run Little Italy grocery and deli since 1948, sandwiches and prepared Italian foods at the counter. Coordinates estimated from the street address.

A 50-plus-year Little Italy Italian restaurant known for attentive service with multi-generational family groups. Coordinates estimated from the street address.