Apartments in Woodlawn Chicago

211 - 240 of 374 Results
21
$1,220 - 1,585
5220 South Drexel Avenue Chicago, IL
Studio - 1 BR | Available Now
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Dog Friendly
Cat Friendly
Air Conditioning
Fitness Center
Storage
27
$1,795 - 2,450
5222 S. Drexel Ave Chicago, IL
2 - 3 BR | Available Now
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Dog Friendly
Cat Friendly
Air Conditioning
Fitness Center
Hyde Park
46
$2,945 - 4,595
5105 S. Harper Avenue Chicago, IL
1 - 3 BR | Available Now
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Dog Friendly
Cat Friendly
Air Conditioning
In Unit Laundry
Balcony/Deck/Patio
$1,595
Chicago, IL
1 BR | Available Now
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Hyde Park
9
$1,379 - 1,840
5125 S Kenwood Ave Chicago, IL
1 - 2 BR | Available Now
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Dog Friendly
Cat Friendly
Dishwasher
Hyde Park
7
$1,079 - 1,139
5118 S Dorchester Ave Chicago, IL
Studio - 1 BR | Available Now
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Dog Friendly
Cat Friendly
Hyde Park
19
$1,200
Chicago, IL
Studio | Available Now
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Cat Friendly
Hyde Park
1
$1,550
6034-6052 S Prairie Ave Chicago, IL
2 BR | Available Now
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Heat Included
Air Conditioning
Storage
Disability Access
Dishwasher
9
$1,995
5235 S Drexel Ave Chicago, IL
1 - 3 BR | Available Now
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Dog Friendly
Cat Friendly
In Unit Laundry
Dishwasher
Hyde Park
1
$4,500
Chicago, IL
6 BR | Available Now
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Dog Friendly
Cat Friendly
In Unit Laundry
Dishwasher
Hyde Park
7
$1,749
Chicago, IL
2 BR | Available Now
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Dog Friendly
Cat Friendly
Dishwasher
Grand Crossing
27
$2,400 - 5,649
5140 S Hyde Park Blvd Chicago, IL
1 - 3 BR | Available Now
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Dog Friendly
Cat Friendly
Covered Parking
Fitness Center
Dishwasher
1
$2,300
6225 S Indiana Ave Chicago, IL
3 BR | Available Now
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Dog Friendly
Cat Friendly
House
Storage
Disability Access
11
$1,156 - 1,560
1401 E Hyde Park Blvd Chicago, IL
Studio - 2 BR | Available Now
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Dog Friendly
Cat Friendly
Hyde Park
9
$1,359 - 1,599
5110 S Kenwood Ave Chicago, IL
Studio - 2 BR | Available Now
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Hyde Park
22
$2,795
5124-26 S University Ave Chicago, IL
3 BR | Available Now
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Heat Included
Dog Friendly
Cat Friendly
Air Conditioning
Covered Parking
21
$1,375 - 1,790
5107 S Blackstone Ave Chicago, IL
Studio - 2 BR | Available Now
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Dishwasher
Hyde Park
1
$1,600
Chicago, IL
2 BR | Available Now
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South Shore
$1,595
Chicago, IL
3 BR | Available Now
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Dog Friendly
Cat Friendly
In Unit Laundry
Dishwasher
South Shore
11
$1,229 - 2,849
1369 E Hyde Park Blvd Chicago, IL
Studio - 3 BR | Available Now
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Hyde Park
1
$1,860
6125 S Indiana Ave Chicago, IL
2 BR | Ask for Availability
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Washington Park
21
$1,329 - 1,469
1215 E Hyde Park Blvd Chicago, IL
Studio - 1 BR | Available Now
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Furnished
Dog Friendly
Cat Friendly
Storage
Dishwasher
33
$985 - 1,925
5120 S. Hyde Park Boulevard Chicago, IL
Studio - 2 BR | Available Now
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Dog Friendly
Cat Friendly
Fireplace
Hyde Park
0
$1,200 - 1,600
1949 E 73rd Pl Chicago, IL
Studio - 2 BR | Available Now
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South Shore
1
$1,750
Chicago, IL
3 BR | Available Now
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Grand Crossing
20
$2,250
936 E. 52nd, Unit J Chicago, IL
3 BR | Available Now
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Heat Included
Dog Friendly
Cat Friendly
Storage
Disability Access
9
$1,500
1415 E 75th St Chicago, IL
3 BR | Ask for Availability
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Dishwasher
South Shore
14
$1,125 - 2,210
1380 E Hyde Park Blvd Chicago, IL
1 - 2 BR | Available Now
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Section 8
Air Conditioning
Fitness Center
Dishwasher
Kenwood
15
$2,900
Chicago, IL
5 BR | Available Now
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Dog Friendly
Cat Friendly
House
Storage
Dishwasher
1
$2,200 - 2,900
7000 S South Shore Dr Chicago, IL
3 BR | Available Now
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Dog Friendly
Cat Friendly
Storage
Disability Access
South Shore
211 - 240 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.