Apartments in Woodlawn Chicago

181 - 210 of 426 Results
37
$2,175 - 3,335
5237 5245 S. Kenwood Avenue Chicago, IL
2 - 4 BR | Available Now
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Dog Friendly
Cat Friendly
In Unit Laundry
Balcony/Deck/Patio
Hyde Park
25
$1,980 - 2,090
1350 E 53rd Chicago, IL
2 BR | Jul. 16, 2026
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Dog Friendly
Cat Friendly
In Unit Laundry
Balcony/Deck/Patio
Storage
14
$2,265 - 2,660
1330 E 53rd St Chicago, IL
Studio - 1 BR | Jul. 11, 2026
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Air Conditioning
In Unit Laundry
Fitness Center
Disability Access
Dishwasher
1
$1,195
Chicago, IL
2 BR | Available Now
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Heat Included
Dog Friendly
Cat Friendly
Storage
Disability Access
7
$1,195
Chicago, IL
2 BR | Available Now
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South Shore
6
$1,175 - 1,658
5254 S. Dorchester Ave. Chicago, IL
Studio - 1 BR | Available Now
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Cat Friendly
Section 8
Air Conditioning
Fitness Center
Storage
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
11
$1,895 - 1,950
Chicago, IL
1 BR | Available Now
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Air Conditioning
In Unit Laundry
Dishwasher
Hyde Park
9
$1,249
Chicago, IL
1 BR | Aug. 1, 2026
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Air Conditioning
In Unit Laundry
Dishwasher
Hyde Park
19
3D Tour
$1,899 - 2,099
5350 5358 S. Maryland Chicago, IL
2 BR | Available Now
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Dog Friendly
Cat Friendly
Virtual Tour
Dishwasher
Hyde Park
48
$1,240 - 1,850
5300 5308 S. Hyde Park Boulevard Chicago, IL
Studio - 2 BR | Available Now
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Dog Friendly
Cat Friendly
Hyde Park
48
$1,550 - 2,899
5320 5326.5 S. Drexel Boulevard Chicago, IL
1 - 3 BR | Available Now
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Dog Friendly
Cat Friendly
Storage
Dishwasher
Hyde Park
34
$1,690 - 2,400
5307 South Hyde Park Boulevard Chicago, IL
Studio - 2 BR | Available Now
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Dog Friendly
Cat Friendly
Air Conditioning
In Unit Laundry
Balcony/Deck/Patio
1
$1,686 - 1,860
7147 S Jeffery Blvd Chicago, IL
2 BR | Available Now
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Surface Parking
Storage
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
53
3D Tour
$1,795 - 2,165
5300 5308 S. Greenwood Avenue Chicago, IL
2 - 3 BR | Available Now
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Dog Friendly
Cat Friendly
Virtual Tour
Balcony/Deck/Patio
Hyde Park
0
$1,350
7048-50 S Merrill Ave Chicago, IL
1 BR | Available Now
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South Shore
1
$1,350 - 1,650
Chicago, IL
Studio | Available Now
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Hyde Park
8
$1,160 - 1,550
5220 S Kenwood Ave Chicago, IL
Studio - 2 BR | Available Now
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Dog Friendly
Cat Friendly
Storage
Hyde Park
7
$1,015 - 1,290
Chicago, IL
Studio - 1 BR | Available Now
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Dog Friendly
Cat Friendly
Student
Storage
Hyde Park
21
$1,375 - 1,735
5301 5309 South Ellis St, Chicago, IL
Studio - 1 BR | Available Now
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Dog Friendly
Cat Friendly
Hyde Park
1
$1,350
Chicago, IL
1 BR | Available Now
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Storage
Disability Access
Grand Crossing
10
3D Tour
$1,335 - 1,510
5501 S. Cornell Ave Chicago, IL
Studio | Available Now
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Virtual Tour
Hyde Park
15
$2,595 - 4,395
5.0
5801 S Dorchester Ave Chicago, IL
1 - 3 BR | Available Now
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Dog Friendly
Cat Friendly
Air Conditioning
In Unit Laundry
Storage
10
3D Tour
$4,195
5533 S. Blackstone Chicago, IL
4 BR | Jul. 14, 2026
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Dog Friendly
Cat Friendly
Virtual Tour
Balcony/Deck/Patio
Storage
19
$1,950
Chicago, IL
4 BR | Available Now
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Washington Park
29
$1,575 - 3,065
5242 S Hyde Park Blvd Chicago, IL
Studio - 2 BR | Available Now
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Dog Friendly
Cat Friendly
Balcony/Deck/Patio
Fitness Center
Dishwasher
34
$2,580 - 4,475
3.7
5252 S Cornell Ave Chicago, IL
Studio - 2 BR | Available Now
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Dog Friendly
Cat Friendly
Luxury
Air Conditioning
Covered Parking
1
$2,250
5900 S King - Unit C3 Chicago, IL
3 BR | Available Now
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Washington Park
19
$2,089 - 3,010
5233-37 S Greenwood Ave Chicago, IL
2 - 3 BR | Available Now
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Dog Friendly
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Balcony/Deck/Patio
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Dishwasher
181 - 210 of 426 Results
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Chicago:
July Rent Report

Welcome to the July 2026 Chicago Apartment Report. In this assessment of the local rental market, Rentable data scientists and rental experts break down the July 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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Jul. 2026
1 BR       2 BR

Chicago Rent Prices Decrease From June to July

Chicago rent prices decreased over the last month. From June to July, 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 June to July, 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 $.

July 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.

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