Apartments in Woodlawn Chicago

91 - 120 of 415 Results
35
3D Tour
$1,195 - 1,785
5457 5459 S. Blackstone Avenue Chicago, IL
Studio - 1 BR | Jun. 30, 2026
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Dog Friendly
Cat Friendly
Virtual Tour
Air Conditioning
In Unit Laundry
27
3D Tour
$4,495
5487 5491 S. Hyde Park Boulevard Chicago, IL
5 BR | Aug. 14, 2026
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Dog Friendly
Cat Friendly
Virtual Tour
Air Conditioning
In Unit Laundry
13
3D Tour
$1,580
5474 5480 S. Hyde Park Boulevard Chicago, IL
1 BR | Jun. 20, 2026
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Dog Friendly
Cat Friendly
Virtual Tour
Air Conditioning
In Unit Laundry
9
$1,007 - 1,736
5455 S Blackstone Ave Chicago, IL
Studio - 1 BR | Available Now
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Dog Friendly
Cat Friendly
Hyde Park
20
$2,500
6500 S. Rhodes, Unit 5 Chicago, IL
3 BR | Available Now
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Woodlawn
Balcony/Deck/Patio
Storage
Dishwasher
30
$3,140
5447-57 S Woodlawn Ave Chicago, IL
3 BR | Available Now
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Dog Friendly
Cat Friendly
Storage
Hyde Park
2
$1,350
5442 S Harper Ave Chicago, IL
Studio | Jul. 1, 2026
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Dog Friendly
Cat Friendly
Hyde Park
0
$1,350
Chicago, IL
3 BR | Ask for Availability
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South Shore
9
$750
Chicago, IL
Studio | Available Now
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South Shore
10
$1,249
Chicago, IL
1 BR | Jun. 6, 2026
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Balcony/Deck/Patio
Storage
Disability Access
South Shore
3
$3,695
Chicago, IL
Studio - 4 BR | Available Now
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In Unit Laundry
Balcony/Deck/Patio
Dishwasher
Fireplace
Hyde Park
9
3D Tour
$3,425 - 3,695
5468 70 S. Hyde Park Boulevard Chicago, IL
4 BR | Available Now
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Dog Friendly
Cat Friendly
Virtual Tour
In Unit Laundry
Balcony/Deck/Patio
1
$1,985
515-517 E 60th St Chicago, IL
3 BR | Available Now
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Woodlawn
Cat Friendly
Storage
Disability Access
0
$1,395
Chicago, IL
3 BR | Available Now
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Woodlawn
Dishwasher
1
$1,250
Chicago, IL
1 BR | Available Now
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Woodlawn
Dog Friendly
Cat Friendly
Storage
Disability Access
8
$1,700 - 1,790
5439-45 S Woodlawn Ave Chicago, IL
1 BR | Available Now
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Dog Friendly
Cat Friendly
Balcony/Deck/Patio
Dishwasher
Hyde Park
1
$1,000
6610 S Rhodes Ave Chicago, IL
2 BR | Available Now
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Woodlawn
Disability Access
1
$1,750
Chicago, IL
5 BR | Ask for Availability
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Woodlawn
Dog Friendly
Cat Friendly
1
$1,650
535 E 67th St Chicago, IL
2 BR | Available Now
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Woodlawn
13
$2,195 - 3,050
Chicago, IL
2 - 3 BR | Available Now
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Dog Friendly
Cat Friendly
Student
Air Conditioning
Surface Parking
11
$2,100 - 2,495
Chicago, IL
2 - 3 BR | Available Now
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Dog Friendly
Cat Friendly
Air Conditioning
In Unit Laundry
Dishwasher
6
$1,250
Chicago, IL
1 BR | Available Now
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Woodlawn
Dog Friendly
Cat Friendly
1
$1,500
Chicago, IL
2 BR | Available Now
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Dishwasher
Grand Crossing
12
$2,795 - 3,650
5432-44 S. Woodlawn Ave. Chicago, IL
3 BR | Jul. 1, 2026
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Dog Friendly
Cat Friendly
Dishwasher
Hyde Park
9
$1,980 - 2,509
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
$1,150 - 1,250
5424 S Cornell Ave Chicago, IL
Studio | Available Now
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Cat Friendly
Storage
Dishwasher
Hyde Park
31
$1,875 - 2,595
5416 S. Woodlawn Avenue Chicago, IL
1 - 3 BR | Available Now
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Dog Friendly
Cat Friendly
Fireplace
Hyde Park
33
$2,080 - 3,499
3.4
5454 South Shore Drive Chicago, IL
Studio - 2 BR | Available Now
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Dog Friendly
Cat Friendly
Air Conditioning
In Unit Laundry
Balcony/Deck/Patio
27
$1,895 - 3,299
5452 5466 S. Ellis Avenue Chicago, IL
1 - 3 BR | Jun. 10, 2026
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Dog Friendly
Cat Friendly
Balcony/Deck/Patio
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Fireplace
91 - 120 of 415 Results
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Chicago:
May Rent Report

Welcome to the May 2026 Chicago Apartment Report. In this assessment of the local rental market, Rentable data scientists and rental experts break down the May 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

$2,150
$1,610
$1,080
$540
$0
Jun. 2025
Jul. 2025
Aug. 2025
Sep. 2025
Oct. 2025
Nov. 2025
Dec. 2025
Jan. 2026
Feb. 2026
Mar. 2026
Apr. 2026
May. 2026
1 BR       2 BR

Chicago Rent Prices Decrease From April to May

Chicago rent prices decreased over the last month. From April to May, 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 April to May, 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 $.

May 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.

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