Apartments in Woodlawn Chicago

241 - 270 of 374 Results
23
$2,200 - 2,395
5229 S. Drexel Boulevard Chicago, IL
2 - 3 BR | Available Now
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Dog Friendly
Cat Friendly
In Unit Laundry
Balcony/Deck/Patio
Dishwasher
59
3D Tour
$1,755 - 3,420
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
$1,775
5300 S. Drexel Blvd. Chicago, IL
2 BR | Apr. 8, 2026
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Furnished
Dog Friendly
Cat Friendly
Air Conditioning
Dishwasher
12
$1,100
Chicago, IL
2 BR | Available Now
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Washington Park
1
$1,500
Chicago, IL
4 BR | Available Now
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Dog Friendly
Cat Friendly
Storage
Disability Access
Grand Crossing
1
$1,400
7201 S King Dr Chicago, IL
2 BR | Available Now
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Grand Crossing
1
$1,318
Chicago, IL
3 BR | Available Now
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Air Conditioning
Storage
Washington Park
1
$950 - 1,250
6801 - 6811 S Michigan Ave. 101 - 115 E 68th St. Chicago, IL
Studio - 2 BR | Available Now
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Dog Friendly
Cat Friendly
Storage
Grand Crossing
1
$1,450
Chicago, IL
2 BR | Available Now
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Cat Friendly
Storage
Disability Access
Washington Park
12
$2,849
Chicago, IL
2 BR | Available Now
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Kenwood
1
$2,849
Chicago, IL
2 BR | Available Now
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Dog Friendly
Cat Friendly
Storage
Disability Access
Kenwood
1
$780 - 1,200
Chicago, IL
Studio - 2 BR | Available Now
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South Shore
1
$2,347
Chicago, IL
2 BR | Available Now
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Storage
Washington Park
1
$1,635 - 1,865
5001 S Drexel Blvd Chicago, IL
1 - 2 BR | Available Now
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Kenwood
1
$850 - 1,200
Chicago, IL
Studio - 1 BR | Available Now
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Heat Included
Section 8
Storage
Grand Crossing
1
$1,250 - 1,300
7027-7033 S Indiana Ave Chicago, IL
1 BR | Available Now
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Dog Friendly
Cat Friendly
Grand Crossing
1
$890
6820 S Michigan Ave Chicago, IL
Studio | Available Now
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Grand Crossing
5
$900
Chicago, IL
1 BR | Available Now
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South Shore
1
$1,775
7217 S Yates Blvd Unit 1A Chicago, IL
3 BR | Available Now
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Dog Friendly
Cat Friendly
House
Air Conditioning
Storage
1
$1,350 - 1,686
Chicago, IL
1 - 2 BR | Available Now
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Disability Access
South Shore
14
$1,775
Chicago, IL
3 BR | Available Now
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Dog Friendly
Cat Friendly
House
South Shore
$950
Chicago, IL
2 BR | Available Now
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Grand Crossing
1
$1,350 - 1,686
Chicago, IL
1 - 2 BR | Available Now
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Storage
South Shore
6
$1,025
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
33
$1,450
Chicago, IL
2 BR | Mar. 15, 2026
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South Shore
9
$1,390
Chicago, IL
3 BR | Available Now
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Washington Park
5
$1,650
Chicago, IL
2 BR | Available Now
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Dog Friendly
Cat Friendly
Balcony/Deck/Patio
Grand Crossing
1
$1,120
6957 S Michigan Ave Chicago, IL
1 BR | Available Now
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Grand Crossing
1
$1,050
2445 E 72nd St Chicago, IL
Studio | Available Now
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South Shore
241 - 270 of 374 Results
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Chicago:
February Rent Report

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

Chicago Rent Prices Decrease From January to February

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

February 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.

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