Apartments in Old Town Chicago

61 - 90 of 634 Results
5
$3,450 - 3,495
10 W Chestnut St Chicago, IL
2 BR | Jun. 16, 2026
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Dog Friendly
Surface Parking
Balcony/Deck/Patio
Storage
Dishwasher
$12,375
Chicago, IL
4 BR | Available Now
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In Unit Laundry
Old Town
$2,595
Chicago, IL
2 BR | Jul. 1, 2026
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Dishwasher
Old Town
5
$1,645 - 2,165
Chicago, IL
1 BR | Available Now
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Dishwasher
Gold Coast
20
$1,897 - 3,456
Deal
3.5
Chicago, IL
Studio - 2 BR | Available Now
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Virtual Tour
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Covered Parking
1
$2,000 - 2,300
35 E Division St Chicago, IL
Studio - 1 BR | Available Now
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19
$1,992 - 4,847
Deal
3.7
Chicago, IL
Studio - 3 BR | Available Now
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Luxury
Air Conditioning
Covered Parking
1
$4,200
1127-1133 N State St Chicago, IL
3 BR | Jun. 1, 2026
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Dishwasher
Gold Coast
5
$995 - 1,155
Chicago, IL
Studio | Available Now
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Air Conditioning
Old Town
1
$2,400
...
Chicago, IL
1 BR | Available Now
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Old Town
8
$2,895 - 3,200
1801-05 N. Cleveland Ave. Chicago, IL
2 BR | Available Now
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10
$2,350 - 2,395
Chicago, IL
2 BR | Available Now
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Dishwasher
Old Town
11
$2,695
Chicago, IL
2 BR | Available Now
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Cat Friendly
In Unit Laundry
Balcony/Deck/Patio
Dishwasher
$2,450
Chicago, IL
1 BR | Available Now
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Pool
Old Town
8
$2,200 - 2,295
Chicago, IL
1 BR | Available Now
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Air Conditioning
Balcony/Deck/Patio
Fitness Center
Dishwasher
$ Ask - 1,995
Chicago, IL
Studio - 1 BR | Available Now
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Fitness Center
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Pool
7
$1,695 - 2,025
Chicago, IL
2 BR | Available Now
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Dishwasher
Old Town
38
3D Tour
$3,121 - 3,780
905 N Orleans St. Chicago, IL
1 BR | Aug. 27, 2026
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Luxury
Section 8
Air Conditioning
Covered Parking
5
$1,350 - 1,775
40 E. Oak St. Chicago, WI
Studio - 1 BR | Available Now
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Heat Included
Fitness Center
Gold Coast
4
$2,595
1900 N Lincoln Ave Chicago, IL
2 BR | Jul. 1, 2026
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Dishwasher
Old Town
12
$5,765 - 14,995
Chicago, IL
2 - 3 BR | Available Now
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Fitness Center
Dishwasher
3
$1,115 - 2,295
1936 North Clark St. Chicago, IL
Studio - 2 BR | Available Now
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Balcony/Deck/Patio
Fitness Center
Old Town
31
$1,450 - 1,995
1936 North Clark Street Chicago, IL
Studio | Available Now
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Old Town
8
$1,459
Chicago, IL
Studio | Available Now
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Balcony/Deck/Patio
Disability Access
Old Town
25
$2,328 - 3,610
Deal
4.0
Chicago, IL
1 - 2 BR | Available Now
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River North
26
$1,755 - 3,650
1 E Delaware Pl Chicago, IL
Studio - 2 BR | Available Now
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Luxury
Section 8
Air Conditioning
12
$1,975 - 2,940
833 N Clark St. Chicago, IL
Studio - 1 BR | Available Now
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Balcony/Deck/Patio
12
$2,249 - 17,000
833 North Clark Chicago, IL
Studio - 3 BR | Available Now
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Section 8
Air Conditioning
37
3D Tour
$2,090 - 3,545
8 W. Chestnut Street Chicago, IL
Studio - 2 BR | Available Now
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Luxury
Air Conditioning
26
$1,775 - 3,630
121 W. Chestnut St. Chicago, IL
Studio - 2 BR | Available Now
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61 - 90 of 634 Results
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Old Town Neighborhood Summary

Thriving Nightlife Paired with Eclectic Shops and Restaurants in Chicago’s Old Town

The area referred to as Old Town was home to many Native American Nations including members of the Illinois, Miami and Potawatomi. After the 1833 Treaty of Chicago most indigenous peoples were forcibly removed. The land was then settled by German Catholic immigrants. Although there is no legal entity called Old Town, the people who live there regard the northern border as North Avenue and the neighborhood continues south to Division Street. The East edge is LaSalle Street and heads west to Halsted. Old Town has many historic buildings, including St. Michael’s Church, one of only seven buildings to survive the Great Chicago Fire. In 1924 Henry Gerber established the first gay-rights group, the Society for Human Rights, and his home has since been designated as both a Chicago Landmark and a National Historic Landmark. The 1950s saw an influx of Puerto Ricans that emigrated to Chicago. In the 60s and 70s Old Town became a center for folk musicians. The Old Town School of Folk Music was located on North Avenue until its move to Armitage Street in 1968.

Who Lives There

The total population of Old Town is 39,019 and the median age is 33.6 years. A whopping 89.5% of households have no children and the median income is $86,803. Only 29% of Old Town’s residents have bachelor’s degrees and 12.43% have only some high schooling. An average 620 square foot apartment hovers around $2,000 and a three-bedroom, 1330 square foot place, will cost you just under $6,000.

Places of Interest

Today the Old Town Triangle Art Center is a cultural hub and the annual Old Town Art Fair attracts people from all over the area. There is considerable diversity in the eclectic shops of Old Town as they sell items from spices to wines. Second City, a comedy/improv club made famous by performers like Bill Murray, John Belushi, Stephen Colbert and Tina Fey, is still in Old Town. At the corner of North and Wells since 1967 they have expanded to include a mainstage, theater, small theaters for student shows as well as a training facility and film school. Zanies is another popular comedy club.

Chicago:
May Rent Report

Welcome to the May 2026 Chicago Apartment Report. In this assessment of the local rental market, Rentable data scientists and rental experts break down the May 2026 key findings and figures for the Chicago rental landscape.

Our experts analyze the pricing trends — one-bedroom, two-bedroom, year-over-year and month-over-month — in Chicago and surrounding areas and provide comparisons to the entire metro area, nearby cities and some of the most desirable and expensive cities in the United States. Take a look at the last 12 months of Chicago average rent prices in the chart below.

Monthly Rent Report

$2,150
$1,610
$1,080
$540
$0
Jun. 2025
Jul. 2025
Aug. 2025
Sep. 2025
Oct. 2025
Nov. 2025
Dec. 2025
Jan. 2026
Feb. 2026
Mar. 2026
Apr. 2026
May. 2026
1 BR       2 BR

Chicago Rent Prices Decrease From April to May

Chicago rent prices decreased over the last month. From April to May, the city experienced a 0% decrease for the price of a one-bedroom apartment. The rent price for a Chicago one-bedroom apartments currently stands at $.

When we take a look at the two-bedroom comparison from April to May, Chicago experienced a 0% decrease for the price of a two-bedroom apartment. The rent price for a Chicago two-bedroom apartments currently stands at $.

May Prices: Chicago vs. Surrounding Areas

Rent Prices in Chicago and Surrounding Areas

Rent prices have decreased in Chicago over the last month. But how have the surrounding areas fared when it comes to the recent volatility in apartment prices? Rent prices in 0 of the Chicago suburbs increased last month. On the other hand, 0 local areas experienced a decrease in the price of a one-bedroom apartment.

More key findings include:

  • Rents did not increase in any of the Chicago suburbs

  • Rents did not decrease in any of the Chicago suburbs.

May 2026 Pricing Trends: Chicago vs. National Comparisons

Chicago Rent Prices More Affordable Than Major Cities

Rent growth in Chicago over the past year has been declining. When compared to major cities nearby, along with some of the most expensive cities in the country, Chicago average rent prices appear to be relatively affordable for local residents.

The price for a Chicago one-bedroom apartment remains vastly more affordable than four of the largest cities in the United States — New York City, Washington, D.C. San Francisco and Los Angeles. And pricing compares quite similarly to nearby Midwest cities.

For more information about Chicago and surrounding area rent prices, take a look at the complete data set below.

Data set for Chicago and suburbs

1 BR May 1 BR M/M % Change 2 BR May 2 BR M/M % Change

Methodology

Each month, using over 1 million Rentable listings across the United States, we calculate the median 1-bedroom and 2-bedroom rent prices by city, state, and nation, and track the month-over-month percent change. To avoid small sample sizes, we restrict the analysis for our reports to cities meeting minimum population and property count thresholds.