Apartments in Woodlawn Chicago

271 - 300 of 355 Results
6
3D Tour
$2,795 - 4,895
1154 56 St Chicago, IL
2 - 3 BR | Available Now
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Dog Friendly
Cat Friendly
Virtual Tour
Air Conditioning
In Unit Laundry
20
$1,800 - 2,250
3.7
4850 Drexel Boulevard Chicago, IL
1 - 2 BR | Available Now
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Dog Friendly
Cat Friendly
Air Conditioning
Fitness Center
Storage
43
$1,495
4742 S Woodlawn Ave Chicago, IL
1 BR | Apr. 1, 2026
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Cat Friendly
Dishwasher
Kenwood
1
$1,050 - 1,450
2445 E 72nd St Chicago, IL
Studio - 1 BR | Available Now
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South Shore
10
$1,350 - 1,500
7100 S South Shore Dr Chicago, IL
Studio - 1 BR | Available Now
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Dog Friendly
Cat Friendly
South Shore
1
$1,095
7200 S Coles Ave Chicago, IL
1 BR | Available Now
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Heat Included
Dog Friendly
Cat Friendly
Storage
Disability Access
8
$1,095
Chicago, IL
1 BR | Available Now
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Dog Friendly
Cat Friendly
South Shore
3
$850 - 2,200
Chicago, IL
2 - 5 BR | Ask for Availability
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Washington Park
1
$1,900
Chicago, IL
2 BR | Available Now
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Heat Included
Cat Friendly
Storage
Disability Access
Dishwasher
1
$1,595 - 1,695
Chicago, IL
3 - 4 BR | Available Now
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Grand Crossing
1
$1,860
Chicago, IL
2 BR | Available Now
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Storage
Washington Park
1
$1,860
125 E 71st St Chicago, IL
2 BR | Available Now
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Storage
Grand Crossing
1
$1,686
125 E 71st St Chicago, IL
2 BR | Available Now
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Grand Crossing
1
$1,686
7646 S Ingleside Ave Chicago, IL
2 BR | Available Now
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Storage
Disability Access
Grand Crossing
11
$1,245 - 1,485
Chicago, IL
2 - 3 BR | Available Now
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Dog Friendly
Cat Friendly
Grand Crossing
6
$1,245
Chicago, IL
2 BR | Available Now
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Heat Included
Dog Friendly
Cat Friendly
Grand Crossing
1
$995 - 1,195
5.0
7220 S South Shore Dr Chicago, IL
Studio - 1 BR | Available Now
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Cat Friendly
Storage
Disability Access
South Shore
10
$1,000
Chicago, IL
1 BR | Available Now
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Heat Included
Cat Friendly
Washington Park
6
$955
Chicago, IL
1 BR | Available Now
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Heat Included
Dog Friendly
Cat Friendly
South Shore
1
$2,249
5253 S Prairie Ave Chicago, IL
3 BR | Ask for Availability
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Dishwasher
Washington Park
1
$1,650
Chicago, IL
2 BR | Available Now
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Grand Crossing
1
$1,686
5201 S Calumet Ave Unit Gc Chicago, IL
2 BR | Available Now
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House
Washington Park
1
$3,300
4956 S Champlain Ave Chicago, IL
4 BR | Jan. 1, 2026
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Dog Friendly
Cat Friendly
Dishwasher
Grand Boulevard
9
$1,686
Chicago, IL
2 BR | Available Now
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Dog Friendly
Cat Friendly
House
Washington Park
11
$1,686
7350 S Phillips Ave Chicago, IL
2 BR | Available Now
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South Shore
0
$1,400
Chicago, IL
1 BR | Available Now
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South Shore
$1,050
Chicago, IL
1 BR | Available Now
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Kenwood
0
$1,300
1717 E 78th St Chicago, IL
2 BR | Available Now
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South Shore
1
$1,900
7808 S Greenwood Ave Chicago, IL
3 BR | Available Now
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Dog Friendly
Cat Friendly
House
Dishwasher
Grand Crossing
0
$1,300
Chicago, IL
1 - 2 BR | Available Now
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Air Conditioning
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271 - 300 of 355 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.