Apartments in Old Town Chicago

361 - 390 of 571 Results
$2,200
Chicago, IL
1 BR | Available Now
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West Town
$2,950
Chicago, IL
2 BR | Apr. 1, 2026
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West Loop
$2,000
Chicago, IL
1 BR | May. 1, 2026
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Lincoln Park
8
$4,500
871 W Lill Ave Chicago, IL
3 BR | Jun. 1, 2026
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Sheffield & DePaul
29
$2,343 - 4,669
Deal
165 N Desplaines St Chicago, IL
Studio - 2 BR | Available Now
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West Loop
34
$ Ask - 5,934
345 E Wacker Dr Chicago, IL
Studio - 3 BR | Available Now
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$1,395 - 1,950
Chicago, IL
1 - 2 BR | Available Now
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Balcony/Deck/Patio
25
$2,304 - 6,725
225 N. Columbus Drive Chicago, IL
Studio - 2 BR | Available Now
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32
$2,658 - 2,987
Deal
800 W Lill Ave Chicago, IL
1 BR | Jun. 7, 2026
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Surface Parking
Sheffield & DePaul
$1,496 - 2,200
Chicago, IL
1 BR | Available Now
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Balcony/Deck/Patio
9
$2,050
Chicago, IL
2 BR | Available Now
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West Town
8
$2,400
Chicago, IL
1 BR | Available Now
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West Town
1
$2,700
888 W Lill St Chicago, IL
1 BR | Jun. 1, 2026
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Sheffield & DePaul
15
$2,428 - 6,602
730 W Couch Place Chicago, IL
Studio - 2 BR | Available Now
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Section 8
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19
$2,170 - 6,108
730 Couch Place W Chicago, IL
Studio - 3 BR | Available Now
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In Unit Laundry
13
$1,760 - 6,188
730 W Couch Pl Chicago, IL
Studio - 2 BR | Available Now
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In Unit Laundry
17
$4,350
Chicago, IL
3 BR | Apr. 1, 2026
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Lincoln Park
14
$1,813 - 2,307
5.0
360 East South Water Street Chicago, IL
Studio - 1 BR | Available Now
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Section 8
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2
Call for Pricing
Chicago, AK
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The Loop
22
$1,335 - 2,075
Chicago, IL
Studio - 1 BR | Available Now
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Balcony/Deck/Patio
Fitness Center
9
$3,050
Chicago, IL
2 BR | Available Now
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Dishwasher
1
$2,095
Chicago, IL
1 BR | Jun. 9, 2026
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Disability Access
Dishwasher
0
$3,625
1121 N Ashland Ave Chicago, IL
1 BR | Jun. 1, 2026
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West Town
13
$1,559
Chicago, IL
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20
$2,600
420 E Waterside Dr Unit A2061 Chicago, IL
1 BR | Available Now
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20
$2,600
420 E Waterside Dr Unit A2061 Chicago, IL
1 BR | Available Now
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$2,300
Chicago, IL
1 BR | May. 1, 2026
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Lincoln 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
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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.