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Apartments in Wicker Park Under $5,000
7 apartments available in Wicker Park under $5,000. 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 under $5,000 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 under $5,000?
Apartments are currently listed in Wicker Park under $5,000. Median rent is $3,085.
Which buildings in Wicker Park offer apartments?
Top buildings by current inventory: 1241 N Milwaukee, Wicker Park Connection, 1611 West Division.
Is $5,000 a realistic budget for in Wicker Park?
Yes. The median rent at this size in Wicker Park is $3,085, so a $5,000 ceiling sits $1,915 above the median and leaves room to choose.
Compare Wicker Park to nearby neighborhoods
More in Wicker Park
Updated September 20, 2026 at 5:59 PM CDT. No paid placement.