Apartments in Old Town Chicago

241 - 270 of 572 Results
$2,980
Chicago, IL
2 BR | Apr. 1, 2026
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West Town
$2,399
Chicago, IL
1 BR | May. 1, 2026
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West Town
$3,291
Chicago, IL
2 BR | May. 1, 2026
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West Town
$1,695 - 3,395
Chicago, IL
1 - 2 BR | Available Now
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River North
11
$4,000
Chicago, IL
2 BR | Available Now
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$1,340 - 1,625
Chicago, IL
1 BR | Available Now
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Lincoln Park
25
$2,025 - 3,400
Chicago, IL
1 - 3 BR | Ask for Availability
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7
$1,020 - 1,750
Chicago, IL
Studio - 2 BR | Available Now
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Lincoln Park
44
$1,939 - 4,639
333 E Ontario St Chicago, IL
Studio - 2 BR | Available Now
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Fitness Center
39
$3,595
Chicago, IL
2 BR | Available Now
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Lincoln Park
11
$2,850
Chicago, IL
1 BR | Apr. 15, 2026
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12
$2,925
405 N Wabash Ave Chicago, IL
1 BR | Available Now
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Senior Community
31
$5,095
Chicago, IL
2 BR | Available Now
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Streeterville
21
$3,024
Chicago, IL
1 BR | Available Now
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Streeterville
27
$2,998
Chicago, IL
1 BR | Available Now
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Streeterville
25
$2,145 - 4,650
1122 W Chicago Ave Chicago, IL
Studio - 3 BR | Available Now
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Fitness Center
25
$1,865 - 6,550
2345 N. Lincoln Avenue Chicago, IL
Studio - 3 BR | Available Now
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20
$2,605 - 9,914
2345 N. Lincoln Avenue Chicago, IL
Studio - 3 BR | Available Now
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Section 8
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16
$6,500
Chicago, IL
3 BR | Available Now
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$3,291
Chicago, IL
2 BR | May. 1, 2026
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West Town
$2,376
Chicago, IL
1 BR | May. 1, 2026
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West Town
$2,414
Chicago, IL
1 BR | May. 1, 2026
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West Town
$2,980
Chicago, IL
2 BR | Available Now
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West Town
$1,199 - 5,229
555 West Kinzie Street Chicago, IL
Studio - 2 BR | Available Now
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Covered Parking
5
$1,150 - 1,550
Chicago, IL
Studio - 1 BR | Available Now
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1
Call for Pricing
Chicago, IL
2 BR | Available Now
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Lincoln Park
25
$2,375
Chicago, IL
1 BR | May. 1, 2026
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Streeterville
19
$2,730
Chicago, IL
1 BR | Available Now
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West Town
24
$4,057
Chicago, IL
2 BR | Available Now
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West Town
5
$2,450 - 3,550
2237 N Bissell St Chicago, IL
Studio - 1 BR | Jun. 1, 2026
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Sheffield & DePaul
241 - 270 of 572 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:
March Rent Report

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

Chicago Rent Prices Decrease From February to March

Chicago rent prices decreased over the last month. From February to March, 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 February to March, 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 $.

March 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.

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