Apartments in Woodlawn Chicago

121 - 150 of 374 Results
12
$2,295 - 3,799
5339 5345 S. Woodlawn Chicago, IL
2 - 4 BR | Available Now
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Dog Friendly
Cat Friendly
Air Conditioning
In Unit Laundry
Dishwasher
58
3D Tour
$1,835 - 3,795
5411 5421 S. Ellis Avenue Chicago, IL
2 - 3 BR | Available Now
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Dog Friendly
Cat Friendly
Virtual Tour
Air Conditioning
In Unit Laundry
15
3D Tour
$1,950 - 1,999
1018 E 54Th St Chicago, IL
2 BR | Available Now
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Dog Friendly
Cat Friendly
Virtual Tour
Balcony/Deck/Patio
Hyde Park
20
$1,495
Chicago, IL
3 BR | Available Now
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South Shore
1
$1,595 - 1,995
6952 S Clyde Ave Chicago, IL
2 - 4 BR | Available Now
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South Shore
8
$1,595
Chicago, IL
2 BR | Available Now
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South Shore
12
$1,995
Chicago, IL
4 BR | Available Now
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South Shore
11
$1,370 - 1,630
5345 S Harper Ave Chicago, IL
Studio - 2 BR | Available Now
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Dog Friendly
Cat Friendly
Hyde Park
1
$1,515 - 1,686
Chicago, IL
2 BR | Available Now
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Woodlawn
$2,295
Chicago, IL
3 BR | Available Now
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Cat Friendly
Fireplace
Hyde Park
$2,295
Chicago, IL
3 BR | Available Now
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Cat Friendly
Fireplace
Hyde Park
0
$1,700 - 1,750
7001-7011 S Chappel Ave Chicago, IL
2 BR | Available Now
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Dishwasher
South Shore
7
$1,686
6748 S. Crandon Chicago, IL
2 BR | Available Now
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Cat Friendly
Surface Parking
Storage
South Shore
13
$2,295
5430 S Drexel Chicago, IL
3 BR | Available Now
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Dog Friendly
Balcony/Deck/Patio
Dishwasher
Hyde Park
11
Call for Pricing
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
10
$2,030 - 3,375
Chicago, IL
Studio - 4 BR | Available Now
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Hyde Park
11
$712
5445 S Ingleside Ave Chicago, IL
Studio | Available Now
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Heat Included
Cat Friendly
Fitness Center
Storage
Disability Access
18
$2,800
Chicago, IL
3 BR | Ask for Availability
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Dog Friendly
Cat Friendly
Air Conditioning
Dishwasher
Hyde Park
11
$1,805 - 3,950
Chicago, IL
Studio - 4 BR | Available Now
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Dishwasher
Hyde Park
9
$1,169 - 1,995
Deal
5316 S Dorchester Ave Chicago, IL
Studio - 2 BR | Available Now
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Dog Friendly
Cat Friendly
Hyde Park
9
$980 - 995
Chicago, IL
2 BR | Available Now
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Washington Park
10
$595 - 1,100
Chicago, IL
1 BR | Available Now
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Heat Included
South Shore
0
$1,350
7201-09 S Constance Ave Chicago, IL
1 BR | Available Now
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South Shore
8
$900
Chicago, IL
1 BR | Available Now
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South Shore
20
$1,245
1367 E. 53rd, Unit A803 Chicago, IL
Studio | Available Now
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Heat Included
Cat Friendly
Storage
Hyde Park
$1,250
1367 E. 53rd, Unit A012 Chicago, IL
Studio | Available Now
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Heat Included
Cat Friendly
Storage
Hyde Park
10
$700 - 850
Chicago, IL
Studio | Available Now
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Hyde Park
0
$1,686
1962 E 71st Pl Chicago, IL
2 BR | Available Now
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South Shore
15
3D Tour
$1,285 - 2,050
5337 S Hyde Park Blvd Chicago, IL
Studio - 2 BR | Available Now
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Dog Friendly
Cat Friendly
Virtual Tour
In Unit Laundry
Hyde Park
121 - 150 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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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.