Chicago › Neighborhoods › Old Town
Neighborhood guide
Old Town is a historic Near North Side neighborhood known for its 19th-century streets, the Wells Street strip of bars and cafes, and Second City — a charming, walkable pocket minutes from downtown and the lakefront.
from $2,525/mo★ 5 · 54 Google reviews
At a glance
| Layout | From |
|---|---|
| Studio | $2,525 |
| 1 Bed | $2,930 |
| 2 Bed | $4,488 |
| 3+ Bed | $7,273 |
The overview
Old Town mixes cobblestone-era streets and Victorian rowhouses with the Wells Street run of bars, cafes, and shops — and Second City, the comedy institution that launched countless careers. It feels like a real neighborhood while staying minutes from downtown.
For renters it's character and calm without leaving the core: vintage walk-ups alongside newer mid-rises, a strong sense of place, and easy access to the lakefront, Lincoln Park, and the Gold Coast.
What you’ll love
The historic Wells Street strip of bars and cafes, anchored by Second City.
The Second City, 1616 N Wells St · Old Town Ale House, 219 W North Ave · Wells Street cafes & bars
One of the city's best-preserved historic districts, a walk from the lakefront.
Crilly Court & the Old Town Triangle · Lincoln Park & the Lakefront Trail · Plum Market, 1233 N Wells St
Getting around
Available now
Old Town Park Tower 1
Old Town
$2,640+
Studio
$2,991+
1 bed
$4,599+
2 bed
Fitness Center, Outdoor Pool, Sauna +22
Old Town Park Tower 2
Old Town
$2,750+
Studio
$3,321+
1 bed
$4,753+
2 bed
Fitness Center, Outdoor Pool, Sauna +19
Old Town Park Tower 3
Old Town
$2,525+
Studio
$2,930+
1 bed
$4,488+
2 bed
Fitness Center, Outdoor Pool, Sauna +17
The Scott Residences
Old Town
$2,620+
Studio
$3,805+
1 bed
$4,545+
2 bed
Fitness Center, Dog Run, Rooftop Deck +8
How rent compares
| Neighborhood | Studio | 1 bed | 2 bed |
|---|---|---|---|
| Old Town | $2,688 | $3,391 | $4,893 |
| Gold Coast | $2,370 | $3,192 | $4,710 |
| Lincoln Park | $3,250 | $4,395 | $6,075 |
| River North | $2,582 | $3,297 | $4,604 |
| Chicago median | $2,483 | $3,021 | $4,416 |
Median asking rent from current availability. Updated daily.
Nearby
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Questions
Rents in Old Town start around $2,525/month and update daily from current availability. The guide shows live pricing and the current deals, and a local locator can line up tours.
It's a favorite for renters who want historic character and a real neighborhood feel while staying central. It's walkable and charming, with a lively Wells Street core.
Very — it's one of the more walkable neighborhoods in the city, with cafes, bars, groceries, and the lakefront all within a short stroll.
Old Town mixes 19th-century streets with Second City, Wells Street bars and cafes, and an easy neighborhood feel just minutes from downtown. It's charming and central — vintage walk-ups alongside newer mid-rises.
A licensed local locator learns what you're after, sends a hand-picked shortlist of Old Town apartments that fit, surfaces the current deals, and lines up your tours.
Tell us what you’re looking for and a licensed local locator will send a hand-picked shortlist — plus the current deals.
“He helped my boyfriend and me find the perfect place in just two days while we were in town — and every showing fit exactly what we were looking for.”
“Gui is an amazing realtor who cares about his clients more than anything. He helped us find our dream place in the perfect location!”
“Cannot recommend Chicago's Best Rentals enough — I had an incredible experience working with Gui.”