Windy Apartments

Updated Nov 10, 2026 · 178 buildings

2 bedroom apartments in Old Town

5 buildings in Old Town, Chicago, list 2-bedroom floor plans with rents from each building's own website. 3 of them have a price verified in the last seven days; the lowest verified 2-bedroom rent is $4,543 a month. Filter by budget, bathrooms and move-in date.

5 buildings fit you

2 BR, 2 BTH 6 floor plan at 1225 Old Town

1225 Old Town$4,874

Old Town · 2 bed · 2 bath · 1,134 sq ft · Available Jan 19, 2027

2 beds matches preference. Old Town is a preferred neighborhood.

+2 more floor plans fitChecked Nov 10, 2026

B floor plan at Eugenie Terrace

Eugenie Terrace$4,543–$5,507

Old Town · 2 bed · 2 bath · 1,175 sq ft · Available now

2 beds matches preference. Old Town is a preferred neighborhood.

Checked Nov 10, 2026

Plan B floor plan at Old Town Park 3

Old Town Park 3$3,938–$4,081

Old Town · 2 bed · 1 bath · 915 sq ft

2 beds matches preference. Old Town is a preferred neighborhood.

+3 more floor plans fitChecked Nov 5, 2026

Plan B6 floor plan at Old Town Park

Old Town Park$4,414–$5,360

Old Town · 2 bed · 0 bath · 1,355 sq ft

2 beds matches preference. Old Town is a preferred neighborhood.

+2 more floor plans fitChecked Sep 15, 2026

Plan B1 floor plan at Old Town Park 2

Old Town Park 2$4,594–$4,992

Old Town · 2 bed · 0 bath · 1,081 sq ft

2 beds matches preference. Old Town is a preferred neighborhood.

Checked Nov 10, 2026