Apartments in Woodlawn Chicago

31 - 60 of 362 Results
7
$3,499 - 4,795
1413-15 E. 57th St. Chicago, IL
3 - 5 BR | Available Now
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Dog Friendly
Cat Friendly
In Unit Laundry
Dishwasher
Fireplace
41
$3,899
5700 S. Blackstone Ave. Chicago, IL
4 BR | Available Now
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Dog Friendly
Cat Friendly
Air Conditioning
In Unit Laundry
Dishwasher
1
$4,995
1323 E. 57th St. Chicago, IL
4 BR | Feb. 28, 2026
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Dog Friendly
Cat Friendly
In Unit Laundry
Balcony/Deck/Patio
Dishwasher
$1,450
Chicago, IL
1 BR | Available Now
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Dog Friendly
Cat Friendly
Hyde Park
24
3D Tour
$4,600 - 4,650
1400 E 57Th St Chicago, IL
3 BR | Available Now
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Dog Friendly
Cat Friendly
Virtual Tour
Air Conditioning
In Unit Laundry
20
$2,295 - 2,375
1509 1517 St Chicago, IL
3 BR | Available Now
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Dog Friendly
Cat Friendly
Fireplace
Hyde Park
1
$1,180
6650 S Drexel Ave Chicago, IL
2 BR | Available Now
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Woodlawn
Section 8
Covered Parking
1
$1,600
Chicago, IL
2 BR | Available Now
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Woodlawn
Heat Included
Cat Friendly
Storage
Disability Access
1
$1,000 - 1,300
6411 S Evans Ave Chicago, IL
2 - 3 BR | Available Now
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Woodlawn
Dog Friendly
Cat Friendly
Storage
Disability Access
1
$2,350
1446 E 69th Pl Chicago, IL
4 BR | Available Now
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Dog Friendly
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House
South Shore
0
$1,050
Chicago, IL
1 BR | Ask for Availability
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Woodlawn
$1,195
Chicago, IL
2 BR | Available Now
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Dog Friendly
Cat Friendly
South Shore
12
$2,400
Chicago, IL
3 BR | Available Now
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Woodlawn
Dishwasher
20
$1,555 - 2,540
5550 S Dorchester Ave Chicago, IL
Studio - 2 BR | Available Now
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Fitness Center
Storage
Dishwasher
Hyde Park
1
$1,950
Chicago, IL
3 BR | Available Now
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Dishwasher
South Shore
8
$895 - 1,030
Chicago, IL
1 - 2 BR | Available Now
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Heat Included
Dog Friendly
Cat Friendly
Income Restricted
South Shore
6
$1,395
Chicago, IL
1 BR | Available Now
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Woodlawn
Dog Friendly
Cat Friendly
43
$2,875 - 5,995
1616 E 56Th St Chicago, IL
1 - 3 BR | Available Now
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Dog Friendly
Cat Friendly
Luxury
Air Conditioning
Covered Parking
29
$1,230
5532 S Kenwood Ave Chicago, IL
Studio - 1 BR | Available Now
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Dog Friendly
Cat Friendly
Hyde Park
15
$2,850
5535 S. Kimbark Ave. Chicago, IL
2 BR | Available Now
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Dog Friendly
Cat Friendly
Air Conditioning
In Unit Laundry
Balcony/Deck/Patio
9
$2,500
Chicago, IL
3 BR | Available Now
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Woodlawn
Air Conditioning
Balcony/Deck/Patio
Dishwasher
0
$1,700
6700 S Chappel Ave Chicago, IL
2 BR | Available Now
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South Shore
14
$895
6731 S Jeffery Blvd Chicago, IL
Studio | Dec. 12, 2025
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Heat Included
Cat Friendly
Storage
Disability Access
South Shore
13
$1,091 - 1,519
5514 S Blackstone Ave Chicago, IL
Studio - 2 BR | Available Now
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Dog Friendly
Cat Friendly
Storage
Hyde Park
38
$2,050 - 3,305
1642 E 56Th St Chicago, IL
1 - 3 BR | Available Now
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Air Conditioning
Fitness Center
Storage
Dishwasher
Hyde Park
1
$2,000
Chicago, IL
3 BR | Available Now
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Woodlawn
17
$1,795 - 2,295
5535 S. Kimbark Ave. Chicago, IL
1 - 2 BR | Available Now
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Dog Friendly
Cat Friendly
Air Conditioning
Hyde Park
13
$1,150
Chicago, IL
2 BR | Available Now
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Woodlawn
Dog Friendly
Cat Friendly
14
3D Tour
$1,195 - 1,485
5528 5532 S. Everett Avenue Chicago, IL
Studio - 1 BR | Dec. 20, 2025
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Dog Friendly
Cat Friendly
Virtual Tour
Balcony/Deck/Patio
Hyde Park
19
3D Tour
$3,795
5507 5509 S. Hyde Park Boulevard Chicago, IL
4 BR | Available Now
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Dog Friendly
Cat Friendly
Virtual Tour
Air Conditioning
In Unit Laundry
31 - 60 of 362 Results
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Chicago:
December Rent Report

Welcome to the December 2025 Chicago Apartment Report. In this assessment of the local rental market, Rentable data scientists and rental experts break down the December 2025 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
Jan. 2025
Feb. 2025
Mar. 2025
Apr. 2025
May. 2025
Jun. 2025
Jul. 2025
Aug. 2025
Sep. 2025
Oct. 2025
Nov. 2025
Dec. 2025
1 BR       2 BR

Chicago Rent Prices Decrease From November to December

Chicago rent prices decreased over the last month. From November to December, 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 November to December, 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 $.

December 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.

December 2025 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 December 1 BR M/M % Change 2 BR December 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.