Apartments For Rent Near Little Italy Chicago Il . As of june 2022, the average apartment rent in chicago, il is $1,554 for a studio, $1,639 for one bedroom, $1,734 for two bedrooms, and $2,833 for three bedrooms. See all available apartments for rent at 2656 w 24th st in chicago, il. 1414 W Pratt Blvd 220, Chicago, IL 1 Bed, 1 Bath Apartment 14 from www.trulia.com The rosie is conveniently located between pilsen, the near west side, and little italy. Use our detailed filters to find the perfect place, then get in touch with the property manager. Union park, little italy, and the.