Apartments in Woodlawn Chicago

91 - 120 of 362 Results
31
$2,000 - 2,200
5416 S. Woodlawn Avenue Chicago, IL
2 BR | Available Now
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Dog Friendly
Cat Friendly
Fireplace
Hyde Park
32
$3,295
3.4
5454 South Shore Drive Chicago, IL
2 BR | Jan. 28, 2026
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Dog Friendly
Cat Friendly
Air Conditioning
In Unit Laundry
Balcony/Deck/Patio
27
$2,475 - 2,575
5452 5466 S. Ellis Avenue Chicago, IL
3 BR | Available Now
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Dog Friendly
Cat Friendly
Balcony/Deck/Patio
Storage
Dishwasher
8
$1,300
Chicago, IL
2 BR | Available Now
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Dog Friendly
Cat Friendly
Grand Crossing
6
$1,300
Chicago, IL
1 BR | Available Now
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Dog Friendly
Cat Friendly
Grand Crossing
12
$2,338 - 4,395
5432-44 S. Woodlawn Ave. Chicago, IL
2 - 4 BR | Apr. 1, 2026
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Dog Friendly
Cat Friendly
Dishwasher
Hyde Park
9
$1,850 - 2,460
5410-18 S Ridgewood Ct Chicago, IL
2 - 3 BR | Available Now
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Dog Friendly
Cat Friendly
Storage
Dishwasher
Hyde Park
1
$825 - 1,050
5465 South Everett Ave Chicago, IL
Studio - 1 BR | Available Now
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Air Conditioning
Hyde Park
23
$1,095
5424 S Cornell Ave Chicago, IL
Studio | Dec. 15, 2025
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Cat Friendly
Storage
Dishwasher
Hyde Park
120
3D Tour
$2,213 - 2,706
2231 E. 67th St. Chicago, IL
2 BR | Dec. 12, 2025
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Dog Friendly
Cat Friendly
Virtual Tour
Luxury
Air Conditioning
9
$1,450
Chicago, IL
2 BR | Available Now
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South Shore
1
$1,450
Chicago, IL
2 BR | Available Now
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South Shore
39
3D Tour
$1,795
5415 S Woodlawn Ave. Chicago, IL
1 BR | Feb. 1, 2026
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Dog Friendly
Cat Friendly
Virtual Tour
Hyde Park
29
3D Tour
$2,150 - 3,750
1515 1521 St Chicago, IL
2 - 5 BR | Available Now
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Dog Friendly
Cat Friendly
Virtual Tour
Air Conditioning
In Unit Laundry
13
$1,600
Chicago, IL
3 BR | Available Now
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Woodlawn
Dog Friendly
Cat Friendly
8
$2,100
5401 S Harper Ave Chicago, IL
3 BR | Available Now
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Heat Included
Storage
Hyde Park
10
3D Tour
$1,415
5405 5407 S. Woodlawn Avenue Chicago, IL
Studio | Dec. 31, 2025
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Dog Friendly
Cat Friendly
Virtual Tour
Hyde Park
$1,200
Chicago, IL
2 BR | Available Now
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Disability Access
South Shore
1
$1,500 - 1,900
6938 S Clyde Ave Chicago, IL
2 - 3 BR | Available Now
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Storage
Disability Access
South Shore
9
$2,225
Chicago, IL
3 BR | Available Now
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Woodlawn
14
3D Tour
$2,799
5401 5403 S. Woodlawn Avenue Chicago, IL
3 BR | Available Now
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Dog Friendly
Cat Friendly
Virtual Tour
In Unit Laundry
Hyde Park
51
$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
11
Call for Pricing
5345 S Harper Ave Chicago, IL
Studio - 2 BR | Available Now
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Dog Friendly
Cat Friendly
Hyde Park
9
$1,595
Chicago, IL
1 BR | Available Now
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House
Hyde Park
1
$2,225
Chicago, IL
3 BR | Available Now
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Woodlawn
12
$3,750
5339 5345 S. Woodlawn Chicago, IL
4 BR | Available Now
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Dog Friendly
Cat Friendly
Air Conditioning
In Unit Laundry
Dishwasher
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
$1,070
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
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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.