Apartments in Woodlawn Chicago

181 - 210 of 374 Results
21
$1,375 - 1,735
5301 5309 South Ellis St, Chicago, IL
Studio - 1 BR | Available Now
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Dog Friendly
Cat Friendly
Hyde Park
10
3D Tour
$1,335 - 1,510
5501 S. Cornell Ave Chicago, IL
Studio | Available Now
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Virtual Tour
Hyde Park
15
$2,595 - 4,395
5.0
5801 S Dorchester Ave Chicago, IL
1 - 3 BR | Available Now
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Dog Friendly
Cat Friendly
Air Conditioning
In Unit Laundry
Storage
1
$1,350
Chicago, IL
1 BR | Available Now
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Storage
Disability Access
Grand Crossing
10
3D Tour
$4,195
5533 S. Blackstone Chicago, IL
4 BR | Available Now
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Dog Friendly
Cat Friendly
Virtual Tour
Balcony/Deck/Patio
Storage
29
$1,575 - 3,065
5242 S Hyde Park Blvd Chicago, IL
Studio - 2 BR | Available Now
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Dog Friendly
Cat Friendly
Balcony/Deck/Patio
Fitness Center
Dishwasher
34
$2,580 - 4,475
3.7
5252 S Cornell Ave Chicago, IL
Studio - 2 BR | Available Now
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Dog Friendly
Cat Friendly
Luxury
Air Conditioning
Covered Parking
1
$2,250
5900 S King - Unit C3 Chicago, IL
3 BR | Available Now
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Washington Park
19
$2,480 - 2,910
5233-37 S Greenwood Ave Chicago, IL
2 - 3 BR | Available Now
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Dog Friendly
Cat Friendly
Balcony/Deck/Patio
Storage
Dishwasher
7
$1,995 - 2,595
5218 28 S. Woodlawn Ave. Chicago, IL
2 - 3 BR | Available Now
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Dog Friendly
Cat Friendly
In Unit Laundry
Balcony/Deck/Patio
Dishwasher
32
$1,660 - 2,385
5200 South Blackstone Chicago, IL
1 - 2 BR | Available Now
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Dog Friendly
Cat Friendly
Air Conditioning
Fitness Center
Dishwasher
10
$1,195
Chicago, IL
Studio | Available Now
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Cat Friendly
Balcony/Deck/Patio
Hyde Park
1
$950 - 1,200
5210-14 S Woodlawn Ave Chicago, IL
Studio - 1 BR | Available Now
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Hyde Park
0
$1,500
Chicago, IL
2 BR | Available Now
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Cat Friendly
Air Conditioning
Surface Parking
Storage
Disability Access
7
$1,375
Chicago, IL
2 BR | Available Now
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Dog Friendly
Cat Friendly
South Shore
13
3D Tour
$1,345 - 1,585
1440 1450 St Chicago, IL
Studio - 1 BR | Available Now
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Dog Friendly
Cat Friendly
Virtual Tour
Dishwasher
Hyde Park
$1,000 - 1,300
Chicago, IL
1 - 2 BR | Available Now
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Grand Crossing
6
$1,595 - 1,975
5140 S Kenwood Ave Chicago, IL
Studio - 2 BR | Available Now
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Heat Included
Dog Friendly
Cat Friendly
In Unit Laundry
Balcony/Deck/Patio
0
$1,000
Chicago, IL
1 BR | Available Now
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Cat Friendly
South Shore
16
$1,260 - 1,545
5202 5210 S. Cornell Avenue Chicago, IL
Studio - 1 BR | Available Now
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Dog Friendly
Cat Friendly
Balcony/Deck/Patio
Hyde Park
9
$2,000
Chicago, IL
5 BR | Available Now
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Dog Friendly
Cat Friendly
Grand Crossing
0
$2,000
Chicago, IL
5 BR | Ask for Availability
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Grand Crossing
3
$900
Chicago, IL
Studio | Available Now
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Storage
Disability Access
South Shore
$1,950
Chicago, IL
3 BR | Available Now
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Dog Friendly
Cat Friendly
Hyde Park
$995
Chicago, IL
1 BR | Available Now
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Dog Friendly
Cat Friendly
Hyde Park
24
3D Tour
$1,575
5134 5136 S Harper Chicago, IL
1 BR | Available Now
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Dog Friendly
Cat Friendly
Virtual Tour
Storage
Dishwasher
$822 - 1,046
5135 S. Blackstone Chicago, IL
Studio | Available Now
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Dog Friendly
Cat Friendly
Student
Air Conditioning
Fitness Center
16
3D Tour
$1,960 - 2,960
5234 5244 S. Ingleside Avenue Chicago, IL
2 - 3 BR | Available Now
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Dog Friendly
Cat Friendly
Virtual Tour
Air Conditioning
Balcony/Deck/Patio
31
$2,099 - 2,240
5201 09 S Greenwood Ave Chicago, IL
2 - 3 BR | Available Now
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Dog Friendly
Cat Friendly
Balcony/Deck/Patio
Fireplace
Hyde Park
1
$1,195 - 1,250
Chicago, IL
Studio | Available Now
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Hyde Park
181 - 210 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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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.