Windy Apartments

Updated Nov 10, 2026 · 178 buildings

1 bedroom apartments in Old Town

6 buildings in Old Town, Chicago, list 1-bedroom floor plans with rents from each building's own website. 5 of them have a price verified in the last seven days; the lowest verified 1-bedroom rent is $3,198 a month. The typical 1-bedroom starting rent is $3,581, and the middle half runs $3,415 to $3,753. Filter by budget, bathrooms and move-in date.

6 buildings fit you

1 BR, 1 BTH 11 floor plan at 1225 Old Town

1225 Old Town$3,238

Old Town · 1 bed · 1 bath · 703 sq ft · Available now

1 bed matches preference. Old Town is a preferred neighborhood.

+5 more floor plans fitChecked Nov 10, 2026

A floor plan at Eugenie Terrace

Eugenie Terrace$3,198–$3,667

Old Town · 1 bed · 1 bath · 785 sq ft · Available now

1 bed matches preference. Old Town is a preferred neighborhood.

+1 more floor plan fitsChecked Nov 10, 2026

Plan S2 floor plan at Old Town Park 3

Old Town Park 3$2,393–$2,480

Old Town · 1 bed · 1 bath · 505 sq ft

1 bed matches preference. Old Town is a preferred neighborhood.

+5 more floor plans fitChecked Nov 5, 2026

Plan A1M floor plan at Old Town Park 2

Old Town Park 2$3,359–$3,481

Old Town · 1 bed · 0 bath · 704 sq ft

1 bed matches preference. Old Town is a preferred neighborhood.

+2 more floor plans fitChecked Nov 10, 2026

Plan A1 floor plan at Old Town Park

Old Town Park$2,940–$3,570

Old Town · 1 bed · 0 bath · 680 sq ft

1 bed matches preference. Old Town is a preferred neighborhood.

+1 more floor plan fitsChecked Sep 15, 2026

DA13 floor plan at Cobbler Square Lofts

Cobbler Square Lofts$4,274

Old Town · 1 bed · 1 bath · 1,023 sq ft

1 bed matches preference. Old Town is a preferred neighborhood.

Checked Nov 10, 2026