Apartments in Jackson Park Chicago

271 - 300 of 332 Results
17
$1,170 - 1,825
4726 4740 South Woodlawn Ave. Chicago, IL
Studio - 2 BR | Available Now
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Dog Friendly
Cat Friendly
Dishwasher
Kenwood
20
$1,775 - 2,399
3.7
4850 Drexel Boulevard Chicago, IL
1 - 2 BR | Available Now
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Dog Friendly
Cat Friendly
Air Conditioning
Fitness Center
Storage
21
$1,399 - 1,570
1120 1126 St Chicago, IL
1 BR | Available Now
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Dog Friendly
Cat Friendly
Balcony/Deck/Patio
Dishwasher
Kenwood
$1,400
Chicago, IL
2 BR | Available Now
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Washington Park
43
$1,495 - 1,545
4742 S Woodlawn Ave Chicago, IL
1 BR | Nov. 1, 2026
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Dog Friendly
Dishwasher
Kenwood
$1,050
Chicago, IL
1 BR | Available Now
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Kenwood
1
$2,250
5900 S King - Unit C3 Chicago, IL
3 BR | Available Now
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Washington Park
1
$1,350
Chicago, IL
1 BR | Available Now
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Storage
Disability Access
Grand Crossing
1
$1,400
2721-2727 E 75th Place 7546-7556 S Coles Ave Chicago, IL
2 BR | Available Now
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Heat Included
Cat Friendly
Air Conditioning
Storage
Disability Access
40
$1,099 - 1,149
Chicago, IL
1 BR | Ask for Availability
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Dog Friendly
Cat Friendly
Dishwasher
South Shore
15
$1,149
Chicago, IL
1 BR | Ask for Availability
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Dishwasher
South Shore
0
$1,300
Chicago, IL
1 - 2 BR | Available Now
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Dog Friendly
Cat Friendly
Air Conditioning
Storage
Dishwasher
1
$1,150
Chicago, IL
2 BR | Available Now
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Cat Friendly
South Shore
7
$1,686
7639 S. Colfax Chicago, IL
2 BR | Available Now
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Storage
South Shore
7
$1,450 - 1,950
Chicago, IL
2 - 3 BR | Available Now
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House
In Unit Laundry
Dishwasher
Kenwood
9
$2,000
Chicago, IL
5 BR | Available Now
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Dog Friendly
Cat Friendly
Grand Crossing
0
$2,000
Chicago, IL
5 BR | Ask for Availability
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Grand Crossing
1
$1,350
7654 S Colfax St Chicago, IL
3 BR | Available Now
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Disability Access
Dishwasher
South Shore
1
$1,700 - 1,750
Chicago, IL
3 BR | Available Now
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Grand Boulevard
$1,000 - 1,300
Chicago, IL
1 - 2 BR | Available Now
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Grand Crossing
7
$1,749
Chicago, IL
2 BR | Available Now
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Dog Friendly
Cat Friendly
Dishwasher
Grand Crossing
23
$1,040 - 1,680
4721 29 St Chicago, IL
Studio - 2 BR | Available Now
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Dog Friendly
Cat Friendly
Dishwasher
Kenwood
1
$1,400
Chicago, IL
2 BR | Available Now
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Heat Included
Cat Friendly
Storage
Disability Access
South Shore
1
$2,850
Chicago, IL
2 BR | Available Now
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Kenwood
7
$1,035
Chicago, IL
3 BR | Ask for Availability
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Kenwood
1
$1,400 - 1,500
7450 S Maryland Ave Chicago, IL
2 - 3 BR | Available Now
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Grand Crossing
1
$1,075 - 1,396
4829 S Cottage Grv Chicago, IL
1 BR | Available Now
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Kenwood
$1,550
Chicago, IL
2 BR | Available Now
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Dog Friendly
Cat Friendly
Grand Boulevard
12
$2,000
Chicago, IL
3 BR | Ask for Availability
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Grand Boulevard
15
$2,900
Chicago, IL
5 BR | Available Now
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Dog Friendly
Cat Friendly
House
Storage
Dishwasher
271 - 300 of 332 Results
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Chicago:
October Rent Report

Welcome to the October 2026 Chicago Apartment Report. In this assessment of the local rental market, Rentable data scientists and rental experts break down the October 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

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Feb. 2026
Mar. 2026
Apr. 2026
May. 2026
Jun. 2026
Jul. 2026
Aug. 2026
Sep. 2026
Oct. 2026
1 BR       2 BR

Chicago Rent Prices Decrease From September to October

Chicago rent prices decreased over the last month. From September to October, 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 September to October, 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 $.

October 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.

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