Apartments in Woodlawn Chicago

31 - 60 of 374 Results
25
3D Tour
$4,425 - 4,485
1400 E 57Th St Chicago, IL
3 BR | Available Now
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Dog Friendly
Cat Friendly
Virtual Tour
Air Conditioning
In Unit Laundry
6
$1,775
1509-1517 E 57th St Chicago, IL
Studio - 3 BR | Available Now
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Dog Friendly
Cat Friendly
Fireplace
Hyde Park
43
$2,870 - 4,485
1616 E 56Th St Chicago, IL
1 - 2 BR | Available Now
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Dog Friendly
Cat Friendly
Luxury
Air Conditioning
Covered Parking
$2,500
Chicago, IL
4 BR | Available Now
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Woodlawn
12
$1,112
Chicago, IL
3 BR | Ask for Availability
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Woodlawn
$3,800
Chicago, IL
2 BR | Available Now
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Dog Friendly
Cat Friendly
In Unit Laundry
Dishwasher
Hyde Park
11
$1,500
Chicago, IL
2 BR | Ask for Availability
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Woodlawn
4
$909
Chicago, IL
2 BR | Ask for Availability
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Woodlawn
7
$995
Chicago, IL
1 BR | Available Now
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South Shore
1
$1,650
Chicago, IL
3 BR | Available Now
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Cat Friendly
South Shore
0
$1,600
6650-58 S Drexel Ave Chicago, IL
2 BR | Available Now
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Woodlawn
1
$1,600
6201-6205 S Evans Ave / 741-743 E. 62nd St Chicago, IL
2 BR | Available Now
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Woodlawn
Heat Included
Cat Friendly
Storage
Disability Access
1
$2,250
1446 E 69th Pl Chicago, IL
4 BR | Available Now
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Dog Friendly
Cat Friendly
House
South Shore
1
$1,800
6417 S Evans Ave Chicago, IL
3 BR | Available Now
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Woodlawn
1
$1,200
Chicago, IL
2 BR | Available Now
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Woodlawn
11
$1,425
Chicago, IL
2 BR | Available Now
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South Shore
0
$1,050
Chicago, IL
1 BR | Ask for Availability
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Woodlawn
$1,195
Chicago, IL
2 BR | Available Now
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Dog Friendly
Cat Friendly
South Shore
20
$1,835 - 2,600
5550 S Dorchester Ave Chicago, IL
1 - 2 BR | Available Now
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Fitness Center
Storage
Dishwasher
Hyde Park
23
$2,200
Chicago, IL
2 BR | Available Now
Contact
Woodlawn
Cat Friendly
Air Conditioning
Dishwasher
1
$900 - 930
6720 S Jeffery Blvd Chicago, IL
Studio - 1 BR | Available Now
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Balcony/Deck/Patio
South Shore
1
$1,225
6415-6417 S Champlain Ave Chicago, IL
Studio | Available Now
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Woodlawn
11
$1,515 - 1,550
Chicago, IL
2 BR | Available Now
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Woodlawn
Dog Friendly
Cat Friendly
4
Call for Pricing
Chicago, IL
Studio | Available Now
Contact
Air Conditioning
Dishwasher
Hyde Park
29
$1,100 - 1,519
5532 S Kenwood Ave Chicago, IL
Studio - 1 BR | Available Now
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Dog Friendly
Cat Friendly
Hyde Park
16
$3,599
5535 S. Kimbark Ave. Chicago, IL
3 BR | Available Now
Contact
Dog Friendly
Cat Friendly
Air Conditioning
In Unit Laundry
Balcony/Deck/Patio
5
$3,395
Chicago, IL
Studio - 3 BR | Available Now
Contact
Air Conditioning
Covered Parking
Balcony/Deck/Patio
Dishwasher
Fireplace
4
3D Tour
$3,895 - 4,395
5557 59 S. University Avenue Chicago, IL
2 BR | Available Now
Contact
Dog Friendly
Cat Friendly
Virtual Tour
Air Conditioning
In Unit Laundry
1
$1,050 - 1,350
Chicago, IL
Studio - 1 BR | Available Now
Contact
Heat Included
Cat Friendly
Storage
Disability Access
South Shore
0
$1,650
6700 S Chappel Ave Chicago, IL
2 BR | Available Now
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South Shore
31 - 60 of 374 Results
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Chicago:
October Rent Report

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

Chicago Rent Prices Decrease From September to October

Chicago rent prices decreased over the last month. From September to October, 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 September to October, 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 $.

October 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.

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