Live data — refreshed 12:45 AM CDT
Apartments in Wicker Park with a Pool
6 apartments available in Wicker Park with a Pool. Median rent $2,612.5. Live prices updated every few hours from the property's own leasing systems.
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.
6
Available
2
Buildings
$2,613
Median rent
$2,225
Cheapest
Available now (6 of 6)
$2,225
Studio · 463sf
Wicker Park Connection #0711-H
Wicker Park
$2,275
Studio · 463sf
Wicker Park Connection #1408-H
Wicker Park
$2,575
0.5BR · 570sf
Wicker Park Connection #0410-M
Wicker Park
$2,650
0.5BR · 572sf
Wicker Park Connection #0307-M
Wicker Park
$2,850
1BR · 637sf
Wicker Park Connection #0707-H
Wicker Park
$3,210
1BR · 957sf
1241 N Milwaukee #401
Wicker Park
Top buildings for this search
- Wicker Park Connection5 units · $2,225–$2,850
- 1241 N Milwaukee1 unit · $3,210–$3,210
Frequently asked
What's the cheapest in Wicker Park with a Pool right now?
Wicker Park Connection #0711-H at $2,225/month, 463 square feet. Located at 1640 W Division St.
How many apartments are available in Wicker Park with a Pool?
6 apartments are currently listed across 2 buildings in Wicker Park with a Pool. Median rent is $2,613.
Which buildings in Wicker Park offer apartments with a Pool?
Top buildings by current inventory: Wicker Park Connection, 1241 N Milwaukee.
Which Wicker Park buildings have a pool?
Of the 2 buildings matching this search, all feature a pool — most are rooftop pools open seasonally (typically May through September). Top buildings: Wicker Park Connection, 1241 N Milwaukee.
Compare Wicker Park to nearby neighborhoods
More in Wicker Park
Updated July 27, 2026 at 12:45 AM CDT. Prices, availability, and amenities are pulled from each property's own leasing system and refreshed every few hours. No paid placement.