Apartments in Old Town Chicago

451 - 480 of 676 Results
$2,654
Chicago, IL
1 BR | Jul. 1, 2026
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The Loop
20
$2,600
420 E Waterside Dr Unit A2061 Chicago, IL
1 BR | Available Now
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Surface Parking
Balcony/Deck/Patio
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12
$2,000
Chicago, IL
1 BR | Aug. 1, 2026
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Wicker Park
32
$2,916 - 4,400
123 North Des Plaines Street Chicago, IL
1 - 2 BR | Available Now
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1
$3,795
1611 W. Division, Unit A3011 Chicago, IL
2 BR | Available Now
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East Village
1
$2,495
1611 W. Division, Unit A206 Chicago, IL
2 BR | Available Now
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East Village
20
$2,695
1611 W. Division, Unit A107 Chicago, IL
2 BR | Available Now
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East Village
1
$2,395
1611 W. Division, Unit A507 Chicago, IL
1 BR | Available Now
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East Village
1
$2,595
1611 W. Division, Unit A8001 Chicago, IL
1 BR | Available Now
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East Village
1
$1,895
1611 W. Division, Unit A115 Chicago, IL
Studio | Available Now
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East Village
20
$2,595
1611 W. Division, Unit A105 Chicago, IL
2 BR | Available Now
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East Village
17
$2,100
1624 W Bch Unit R-4 Chicago, IL
1 BR | Available Now
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Wicker Park
9
$2,995
Chicago, IL
1 BR | Aug. 3, 2026
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Wicker Park
11
$3,210
Chicago, IL
1 BR | Available Now
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Wicker Park
40
$1,748 - 2,898
Deal
775 N 6th St Sacramento, CA
Studio - 3 BR | Available Now
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10
$1,938 - 3,334
Chicago, IL
1 - 2 BR | Available Now
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Covered Parking
17
$2,395
Chicago, IL
2 BR | Available Now
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West Town
20
$1,980
1407 W. Erie, Unit R-7 Chicago, IL
2 BR | Available Now
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West Town
13
$3,100
Chicago, IL
4 BR | Available Now
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Balcony/Deck/Patio
9
$1,795
Chicago, IL
2 BR | Available Now
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Sheffield & DePaul
$1,350 - 1,850
Chicago, IL
2 - 3 BR | Available Now
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Balcony/Deck/Patio
18
$3,714
Chicago, IL
2 BR | Available Now
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14
$2,200
Chicago, IL
2 BR | Aug. 1, 2026
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West Town
12
$2,495
Chicago, IL
3 BR | Aug. 1, 2026
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Lincoln Park
13
$3,810 - 17,750
164 N Peoria St Chicago, IL
Studio - 3 BR | Jul. 10, 2026
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Fitness Center
7
$1,568 - 2,315
Chicago, IL
Studio - 1 BR | Available Now
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Lakeview
18
$1,695 - 3,295
55 East Washington St Chicago, IL
Studio - 3 BR | Available Now
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The Loop
$995 - 2,600
Chicago, IL
Studio - 3 BR | Available Now
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The Loop
17
$1,670
1056 W. Lill, Unit 4 Chicago, IL
Studio | Available Now
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15
$1,675
1056 W. Lill, Unit 6 Chicago, IL
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451 - 480 of 676 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:
June Rent Report

Welcome to the June 2026 Chicago Apartment Report. In this assessment of the local rental market, Rentable data scientists and rental experts break down the June 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
Jul. 2025
Aug. 2025
Sep. 2025
Oct. 2025
Nov. 2025
Dec. 2025
Jan. 2026
Feb. 2026
Mar. 2026
Apr. 2026
May. 2026
Jun. 2026
1 BR       2 BR

Chicago Rent Prices Decrease From May to June

Chicago rent prices decreased over the last month. From May to June, 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 May to June, 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 $.

June 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.

June 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 June 1 BR M/M % Change 2 BR June 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.