Apartments in Woodlawn Chicago

121 - 150 of 364 Results
54
$2,499 - 3,499
5335 5345 S. Kimbark Avenue Chicago, IL
3 - 4 BR | Available Now
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Dog Friendly
Cat Friendly
Hyde Park
12
$2,465 - 3,750
5339 5345 S. Woodlawn Chicago, IL
3 - 4 BR | Available Now
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Dog Friendly
Cat Friendly
Air Conditioning
In Unit Laundry
Dishwasher
9
3D Tour
$3,395 - 4,095
5335 5337 S. Woodlawn Avenue Chicago, IL
4 - 5 BR | Available Now
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Dog Friendly
Cat Friendly
Virtual Tour
Dishwasher
Hyde Park
11
$1,390 - 1,650
5345 S Harper Ave Chicago, IL
Studio - 2 BR | Available Now
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Dog Friendly
Cat Friendly
Hyde Park
0
$1,700
7001-7011 S Chappel Ave Chicago, IL
2 BR | Available Now
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Dishwasher
South Shore
7
$1,686 - 1,860
6748 S. Crandon Chicago, IL
2 - 3 BR | Available Now
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Cat Friendly
Surface Parking
Storage
South Shore
11
Call for Pricing
5330 S Blackstone Ave Chicago, IL
Studio - 1 BR | Available Now
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Dog Friendly
Cat Friendly
Hyde Park
0
$1,300 - 1,800
7131-51 S Bennett Ave Chicago, IL
1 - 3 BR | Available Now
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South Shore
11
$699 - 1,998
5445 S Ingleside Ave Chicago, IL
Studio - 3 BR | Available Now
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Heat Included
Cat Friendly
Fitness Center
Storage
Disability Access
9
$1,310 - 1,570
5316 S Dorchester Ave Chicago, IL
Studio - 2 BR | Available Now
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Dog Friendly
Cat Friendly
Hyde Park
58
3D Tour
$1,880 - 2,215
5411 5421 S. Ellis Avenue Chicago, IL
2 BR | Jan. 26, 2026
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Dog Friendly
Cat Friendly
Virtual Tour
Air Conditioning
In Unit Laundry
9
$980 - 995
Chicago, IL
2 BR | Available Now
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Washington Park
0
$1,150 - 1,350
7201-09 S Constance Ave Chicago, IL
Studio - 1 BR | Available Now
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South Shore
9
$1,395
Chicago, IL
2 BR | Available Now
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Dog Friendly
Cat Friendly
South Shore
20
$1,245
1367 E. 53rd, Unit A803 Chicago, IL
Studio | Available Now
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Heat Included
Cat Friendly
Storage
Hyde Park
$1,250
1367 E. 53rd, Unit A012 Chicago, IL
Studio | Available Now
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Heat Included
Cat Friendly
Storage
Hyde Park
10
$775 - 1,200
Chicago, IL
Studio - 1 BR | Available Now
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Hyde Park
8
$1,450 - 1,686
Chicago, IL
1 - 2 BR | Available Now
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Surface Parking
Storage
Disability Access
South Shore
15
3D Tour
$1,850
1018 E 54Th St Chicago, IL
2 BR | Available Now
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Dog Friendly
Cat Friendly
Virtual Tour
Balcony/Deck/Patio
Hyde Park
0
$1,450
Chicago, IL
3 BR | Ask for Availability
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South Shore
20
$1,150 - 1,300
Chicago, IL
2 - 3 BR | Available Now
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Heat Included
Covered Parking
South Shore
21
$1,945 - 2,675
5326 5336 S. Greenwood Avenue Chicago, IL
2 - 3 BR | Available Now
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Dog Friendly
Cat Friendly
In Unit Laundry
Storage
Dishwasher
17
3D Tour
$2,975
5325 S. Hyde Park Boulevard Chicago, IL
3 BR | Mar. 31, 2026
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Dog Friendly
Cat Friendly
Virtual Tour
Air Conditioning
Hyde Park
1
$1,395
6929 S. Paxton, Unit F-4 Chicago, IL
2 BR | Available Now
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Cat Friendly
Surface Parking
Storage
South Shore
1
$1,450 - 1,686
Chicago, IL
1 - 2 BR | Available Now
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Surface Parking
Storage
South Shore
10
$1,200 - 1,450
Chicago, IL
3 BR | Available Now
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South Shore
12
$2,195
5400 5406 S. Maryland Avenue Chicago, IL
4 BR | Available Now
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Dog Friendly
Cat Friendly
Air Conditioning
Dishwasher
Hyde Park
0
$995
Chicago, IL
2 BR | Ask for Availability
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South Shore
1
$1,195
Chicago, IL
1 BR | Available Now
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South Shore
1
$1,395
6929 S. Paxton, Unit R-5 Chicago, IL
2 BR | Available Now
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Cat Friendly
Storage
South Shore
121 - 150 of 364 Results
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Chicago:
January Rent Report

Welcome to the January 2026 Chicago Apartment Report. In this assessment of the local rental market, Rentable data scientists and rental experts break down the January 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
Feb. 2025
Mar. 2025
Apr. 2025
May. 2025
Jun. 2025
Jul. 2025
Aug. 2025
Sep. 2025
Oct. 2025
Nov. 2025
Dec. 2025
Jan. 2026
1 BR       2 BR

Chicago Rent Prices Decrease From December to January

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

January 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.

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