Apartments in Old Town Chicago

91 - 120 of 634 Results
94
$1,305 - 5,609
853 W Blackhawk St Chicago, IL
Studio - 4 BR | Available Now
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Air Conditioning
17
$3,295
1653 N Halsted St Chicago, IL
2 BR | Jul. 1, 2026
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Surface Parking
Dishwasher
Old Town
$2,450
Chicago, IL
1 BR | Available Now
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In Unit Laundry
River North
7
$2,249 - 3,899
811 W Evergreen Ave Chicago, IL
Studio - 2 BR | Jun. 1, 2026
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Balcony/Deck/Patio
Fitness Center
Dishwasher
22
$1,840 - 3,323
Deal
5.0
Chicago, IL
Studio - 2 BR | Available Now
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Cat Friendly
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Luxury
Air Conditioning
8
$2,450
Chicago, IL
1 BR | Available Now
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Air Conditioning
River North
9
$2,655
Chicago, IL
1 BR | Available Now
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Balcony/Deck/Patio
Dishwasher
River North
3
$2,400
Chicago, IL
1 BR | Available Now
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Dishwasher
Rush & Division
35
$1,994 - 4,830
845 State St N Chicago, IL
Studio - 2 BR | Available Now
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In Unit Laundry
38
$2,394 - 4,476
808 N Wells Street Chicago, IL
Studio | May. 23, 2026
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Air Conditioning
In Unit Laundry
18
$1,450 - 2,725
108 W Chicago Ave Chicago, IL
Studio - 1 BR | Available Now
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Virtual Tour
Air Conditioning
In Unit Laundry
29
$1,750 - 2,716
108 W Chicago Ave Chicago, IL
Studio - 1 BR | Available Now
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Air Conditioning
In Unit Laundry
18
$1,200
2012 N. Orleans, Unit D-8 Chicago, IL
Studio | Available Now
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Lincoln Park
12
$1,948 - 2,710
853 North Larrabee Chicago, IL
Studio - 1 BR | Available Now
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Balcony/Deck/Patio
Fitness Center
Storage
River North
$3,150
Chicago, IL
2 BR | Jul. 1, 2026
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In Unit Laundry
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River North
10
$3,200
Chicago, IL
1 BR | Available Now
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Balcony/Deck/Patio
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Dishwasher
83
$1,350 - 1,835
853 West Blackhawk Chicago, IL
3 - 4 BR | Available Now
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Air Conditioning
10
$2,451 - 2,709
Chicago, IL
1 BR | Available Now
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Air Conditioning
Fitness Center
Dishwasher
$2,150
Chicago, IL
1 BR | Jul. 1, 2026
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Dishwasher
Fireplace
Old Town
14
$1,295 - 1,595
1515 N Fremont St Chicago, IL
Studio | Ask for Availability
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Dishwasher
16
$3,255 - 3,709
1720 Halsted Street Chicago, IL
2 BR | Jul. 6, 2026
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Balcony/Deck/Patio
Dishwasher
Lincoln Park
15
$1,735 - 1,755
800 N State Street Chicago, IL
2 BR | Available Now
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Rush & Division
27
$3,467 - 3,888
1953 N Cleveland Avenue Chicago, IL
2 BR | Jul. 15, 2026
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Surface Parking
Old Town
10
$6,500
Chicago, IL
3 BR | Available Now
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Balcony/Deck/Patio
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23
$1,856 - 3,135
750 North Dearborn Chicago, IL
Studio - 2 BR | Available Now
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Pool
91
$1,485 - 7,035
PER ROOM
& UNIT
808 N Cleveland Ave Chicago, IL
Studio - 3 BR | Available Now
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13
Call for Pricing
1800 N Halsted Street Chicago, IL
2 BR | Jul. 7, 2026
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Surface Parking
Balcony/Deck/Patio
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Fireplace
Lincoln Park
12
$2,275 - 3,965
1529 N Fremont St Chicago, IL
Studio - 2 BR | Available Now
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Fitness Center
River North
13
$2,748 - 3,084
1717 N Dayton Street Chicago, IL
1 BR | Jul. 22, 2026
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Surface Parking
Balcony/Deck/Patio
Dishwasher
Lincoln Park
42
$2,600 - 7,000
750 N Hudson Ave Chicago, IL
1 - 3 BR | Available Now
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Section 8
Air Conditioning
91 - 120 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.