Apartments in Woodlawn Chicago

271 - 300 of 399 Results
18
$1,495 - 1,530
918 E. Hyde Park Boulevard Chicago, IL
1 BR | Available Now
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Dog Friendly
Cat Friendly
Dishwasher
Fireplace
Kenwood
59
3D Tour
$1,740 - 3,505
5035 S. East End Dr. Chicago, IL
Studio - 3 BR | Available Now
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Furnished
Dog Friendly
Cat Friendly
Virtual Tour
Luxury
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
7
$1,100
Chicago, IL
2 BR | Available Now
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Heat Included
Washington Park
1
$1,318
Chicago, IL
3 BR | Available Now
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Air Conditioning
Storage
Washington Park
1
$1,100
6801 - 6811 S Michigan Ave. 101 - 115 E 68th St. Chicago, IL
Studio | Available Now
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Dog Friendly
Cat Friendly
Storage
Grand Crossing
1
$1,550
5838-5850 S Michigan Ave Chicago, IL
2 BR | Available Now
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Cat Friendly
Storage
Disability Access
Washington Park
8
$1,995 - 2,849
Chicago, IL
1 - 2 BR | Available Now
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Dog Friendly
Cat Friendly
Kenwood
1
$1,995
Chicago, IL
1 BR | Available Now
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Dog Friendly
Cat Friendly
Storage
Disability Access
Kenwood
5
$900
Chicago, IL
1 BR | Aug. 30, 2026
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Grand Crossing
1
$2,347
Chicago, IL
2 BR | Available Now
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Storage
Washington Park
8
$1,200
Chicago, IL
1 BR | Available Now
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Dog Friendly
Cat Friendly
Grand Crossing
1
$850 - 1,200
Chicago, IL
Studio - 1 BR | Available Now
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Heat Included
Section 8
Storage
Grand Crossing
15
$1,775
Chicago, IL
3 BR | Available Now
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Dog Friendly
Cat Friendly
House
South Shore
8
$1,325 - 1,450
Chicago, IL
1 - 2 BR | Available Now
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Dog Friendly
Cat Friendly
House
South Shore
1
$1,350 - 1,686
Chicago, IL
1 - 2 BR | Available Now
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Disability Access
South Shore
8
$1,550
Chicago, IL
2 BR | Available Now
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Dog Friendly
Cat Friendly
House
South Shore
1
$1,240 - 1,400
Chicago, IL
2 BR | Available Now
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Grand Crossing
1
$1,686
Chicago, IL
2 BR | Available Now
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Storage
South Shore
21
$750
Chicago, IL
Studio | Available Now
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Heat Included
Washington Park
6
$1,100
Chicago, IL
2 BR | Available Now
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Washington Park
0
$1,840
212 E 71st St Unit 3 Chicago, IL
3 BR | Available Now
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Grand Crossing
1
$1,050 - 1,450
2445 E 72nd St Chicago, IL
Studio - 1 BR | Available Now
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South Shore
10
$1,250
7100 S South Shore Dr Chicago, IL
Studio | Available Now
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Dog Friendly
Cat Friendly
South Shore
19
$1,425 - 1,495
Chicago, IL
2 BR | Available Now
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South Shore
8
$1,595
Chicago, IL
2 BR | Available Now
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South Shore
$1,000 - 1,050
Chicago, IL
2 BR | Jan. 1, 2027
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Grand Crossing
8
$1,899 - 2,475
5320-53265 S Drexel Blvd Chicago, IL
Studio - 3 BR | Available Now
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Dishwasher
Kenwood
1
$1,425 - 1,595
Chicago, IL
2 BR | Available Now
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South Shore
9
$1,415
Chicago, IL
2 BR | Available Now
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South Shore
271 - 300 of 399 Results
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Chicago:
August Rent Report

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

Chicago Rent Prices Decrease From July to August

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

August 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.

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