Live data — refreshed 5:18 PM CDT
Apartments in Wicker Park with a Rooftop
7 apartments available in Wicker Park with a Rooftop. Median rent $3,085. Live prices and availability.
About Wicker Park: Indie-music and creative-class neighborhood at the intersection of Milwaukee, Damen, and North avenues. Murals, dive bars, vintage shops, and brick walk-ups. Loud at night, walkable everywhere.
$3,085
Median rent
$2,575
Cheapest
Available now
$2,575
Studio · 776sf
1241 N Milwaukee #201
Wicker Park
$2,745
1BR · 672sf
1611 West Division #1105
Wicker Park
$2,875
1BR · 699sf
Wicker Park Connection #0308-M
Wicker Park
$3,085
1BR · 1107sf
1241 N Milwaukee #505
Wicker Park
$3,140
1BR · 1107sf
1241 N Milwaukee #605
Wicker Park
$3,180
1BR · 957sf
1241 N Milwaukee #401
Wicker Park
$4,770
3BR · 1245sf
Wicker Park Connection #0902-H
Wicker Park
Top buildings for this search
- 1241 N Milwaukee$2,575–$3,180
- Wicker Park Connection$2,875–$4,770
- 1611 West Division$2,745–$2,745
Frequently asked
What's the cheapest in Wicker Park with a Rooftop right now?
1241 N Milwaukee #201 at $2,575/month, 776 square feet. Located at 1241 N Milwaukee Ave.
How many apartments are available in Wicker Park with a Rooftop?
Apartments are currently listed in Wicker Park with a Rooftop. Median rent is $3,085.
Which buildings in Wicker Park offer apartments with a Rooftop?
Top buildings by current inventory: 1241 N Milwaukee, Wicker Park Connection, 1611 West Division.
Is the rooftop usable year-round?
Most rooftop decks in Wicker Park are partially open year-round, with covered seating and fire pits for cooler months. Pools and outdoor grills are typically May-September.
Compare Wicker Park to nearby neighborhoods
More in Wicker Park
Updated September 20, 2026 at 5:18 PM CDT. No paid placement.