Apartments in Jackson Park Chicago

271 - 300 of 369 Results
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
25
$1,265 - 1,760
5043 S. Drexel Ave Chicago, IL
1 - 2 BR | Jun. 7, 2026
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Dog Friendly
Cat Friendly
Dishwasher
Hyde Park
18
$1,495 - 1,530
918 E. Hyde Park Boulevard Chicago, IL
1 BR | Jun. 25, 2026
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Dog Friendly
Cat Friendly
Dishwasher
Fireplace
Kenwood
6
$1,250
Chicago, IL
1 BR | Available Now
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Dog Friendly
Cat Friendly
Woodlawn
0
$1,395
Chicago, IL
3 BR | Available Now
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Dishwasher
Woodlawn
1
$1,000
6610 S Rhodes Ave Chicago, IL
2 BR | Available Now
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Disability Access
Woodlawn
1
$1,650
535 E 67th St Chicago, IL
2 BR | Available Now
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Woodlawn
1
$1,750
Chicago, IL
5 BR | Ask for Availability
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Dog Friendly
Cat Friendly
Woodlawn
16
$1,530 - 2,055
5300 S. Drexel Blvd. Chicago, IL
Studio - 2 BR | Available Now
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Furnished
Dog Friendly
Cat Friendly
Air Conditioning
Dishwasher
9
$1,500
Chicago, IL
2 BR | Available Now
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Dog Friendly
Cat Friendly
Woodlawn
1
$1,335 - 1,475
7527 S Essex Ave Chicago, IL
2 BR | Available Now
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South Shore
0
$900
7465 S Shore Dr Chicago, IL
1 BR | Available Now
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Cat Friendly
Disability Access
South Shore
1
$1,686
Chicago, IL
2 BR | Available Now
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Disability Access
South Shore
9
$1,335
Chicago, IL
2 BR | Available Now
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South Shore
11
$1,385
Chicago, IL
2 BR | Available Now
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South Shore
22
$1,395 - 1,475
Chicago, IL
2 BR | Available Now
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South Shore
6
$895
Chicago, IL
Studio | Available Now
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Dog Friendly
Cat Friendly
Kenwood
1
$895
Chicago, IL
Studio | Available Now
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Dog Friendly
Cat Friendly
Storage
Disability Access
Kenwood
1
$1,686
Chicago, IL
2 BR | Available Now
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Storage
South Shore
16
$2,400
Chicago, IL
3 BR | Available Now
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Dog Friendly
Cat Friendly
Dishwasher
Woodlawn
7
$1,500
Chicago, IL
2 BR | Available Now
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Dishwasher
South Shore
1
$1,269 - 1,309
Chicago, IL
2 BR | Available Now
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Balcony/Deck/Patio
Storage
Disability Access
South Shore
1
$1,695
Chicago, IL
2 BR | Available Now
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South Shore
1
$1,686
Chicago, IL
2 BR | Available Now
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South Shore
1
$1,686
Chicago, IL
2 BR | Available Now
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Woodlawn
1
$1,600
Chicago, IL
2 BR | Available Now
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Dog Friendly
Cat Friendly
Air Conditioning
Dishwasher
South Shore
0
$1,400
Chicago, IL
3 BR | Ask for Availability
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South Shore
1
$1,686
7549 S. Essex Chicago, IL
2 BR | Available Now
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Storage
Disability Access
South Shore
$1,686 - 1,695
Chicago, IL
2 BR | Available Now
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South Shore
0
$1,495
Chicago, IL
3 BR | Ask for Availability
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South Shore
271 - 300 of 369 Results
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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.