Apartments in Jackson Park Chicago

241 - 270 of 368 Results
52
3D Tour
$1,975 - 2,399
5401 5409 S. Cottage Grove Avenue Chicago, IL
2 - 3 BR | Jul. 13, 2026
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Dog Friendly
Cat Friendly
Virtual Tour
Air Conditioning
Dishwasher
16
3D Tour
$1,960 - 2,960
5234 5244 S. Ingleside Avenue Chicago, IL
2 - 3 BR | Available Now
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Dog Friendly
Cat Friendly
Virtual Tour
Air Conditioning
Balcony/Deck/Patio
15
$1,650 - 2,599
1101 E. Hyde Park Boulevard Chicago, IL
1 - 3 BR | Available Now
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Dog Friendly
Cat Friendly
Dishwasher
Fireplace
Hyde Park
13
$1,749
Chicago, IL
3 BR | Available Now
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Dog Friendly
Cat Friendly
Woodlawn
1
$1,895
Chicago, IL
3 BR | Available Now
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Woodlawn
16
$1,650
Chicago, IL
2 BR | Available Now
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South Shore
15
3D Tour
$1,795 - 1,995
5355 5361 S. Cottage Grove Chicago, IL
2 - 3 BR | Available Now
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Dog Friendly
Cat Friendly
Virtual Tour
Air Conditioning
Dishwasher
6
$2,300
Chicago, IL
3 BR | Available Now
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Dog Friendly
Cat Friendly
Balcony/Deck/Patio
Storage
Dishwasher
9
$2,500
Chicago, IL
3 BR | Available Now
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Dishwasher
Woodlawn
1
Call for Pricing
Chcago, IL
2 BR | Available Now
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Woodlawn
15
$1,175
Chicago, IL
2 BR | Available Now
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Woodlawn
$1,950
Chicago, IL
1 BR | Jul. 1, 2026
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Dog Friendly
Cat Friendly
Dishwasher
Hyde Park
$2,500
Chicago, IL
3 BR | Jul. 1, 2026
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Dog Friendly
Cat Friendly
Hyde Park
9
$2,035 - 2,350
5235 S Drexel Ave Chicago, IL
1 - 3 BR | Available Now
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Dog Friendly
Cat Friendly
In Unit Laundry
Dishwasher
Hyde Park
21
$1,220 - 1,585
5220 South Drexel Avenue Chicago, IL
Studio - 1 BR | Available Now
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Dog Friendly
Cat Friendly
Air Conditioning
Fitness Center
Storage
$1,650
Chicago, IL
2 BR | Jul. 1, 2026
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Hyde Park
20
$2,250
936 E. 52nd, Unit J Chicago, IL
3 BR | Available Now
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Heat Included
Dog Friendly
Cat Friendly
Storage
Disability Access
27
$1,795 - 2,450
5222 S. Drexel Ave Chicago, IL
2 - 3 BR | Available Now
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Dog Friendly
Cat Friendly
Air Conditioning
Fitness Center
Hyde Park
14
$1,500
1020 E Hyde Park Blvd Chicago, IL
2 BR | Available Now
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Storage
Kenwood
$1,950
Chicago, IL
3 BR | Jun. 1, 2026
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Kenwood
23
3D Tour
$3,695 - 4,095
5100 5120 S. Ellis Avenue Chicago, IL
4 BR | Jul. 13, 2026
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Dog Friendly
Cat Friendly
Virtual Tour
Air Conditioning
In Unit Laundry
1
$1,985
515-517 E 60th St Chicago, IL
3 BR | Available Now
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Cat Friendly
Storage
Disability Access
Woodlawn
1
$1,450
6422 S Rhodes Ave Chicago, IL
4 BR | Available Now
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Storage
Disability Access
Woodlawn
0
$1,700 - 1,750
7419 S Colfax Ave Chicago, IL
2 BR | Available Now
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Dishwasher
South Shore
5
$1,600
Chicago, IL
2 BR | Available Now
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South Shore
4
$1,100
Chicago, IL
2 BR | Available Now
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South Shore
4
$850 - 1,253
Chicago, IL
2 - 3 BR | Ask for Availability
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South Shore
20
$2,500
6500 S. Rhodes, Unit 5 Chicago, IL
3 BR | Available Now
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Balcony/Deck/Patio
Storage
Dishwasher
Woodlawn
1
$1,250
Chicago, IL
1 BR | Available Now
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Dog Friendly
Cat Friendly
Storage
Disability Access
Woodlawn
16
$1,490
5049 S. Drexel Ave Chicago, IL
1 BR | Jun. 27, 2026
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Dog Friendly
Cat Friendly
Fireplace
Hyde Park
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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.