Apartments in Woodlawn Chicago

271 - 300 of 419 Results
39
$1,415 - 2,175
1606 E. Hyde Park Blvd Chicago, IL
Studio - 2 BR | Available Now
Contact
Dog Friendly
Cat Friendly
Air Conditioning
Fitness Center
Storage
18
3D Tour
$1,630 - 2,150
5034 5046 S. Woodlawn Avenue Chicago, IL
1 - 3 BR | May. 21, 2026
Contact
Dog Friendly
Cat Friendly
Virtual Tour
Dishwasher
Fireplace
16
$1,490
5049 S. Drexel Ave Chicago, IL
1 BR | Jun. 27, 2026
Contact
Dog Friendly
Cat Friendly
Fireplace
Hyde Park
25
$1,265 - 1,760
5043 S. Drexel Ave Chicago, IL
1 - 2 BR | Jun. 7, 2026
Contact
Dog Friendly
Cat Friendly
Dishwasher
Hyde Park
14
$1,500
1020 E Hyde Park Blvd Chicago, IL
2 BR | Available Now
Contact
Storage
Kenwood
$1,950
Chicago, IL
3 BR | Jun. 1, 2026
Contact
Kenwood
16
$1,650
Chicago, IL
2 BR | Available Now
Contact
South Shore
1
$1,860 - 2,249
Chicago, IL
3 - 4 BR | Available Now
Contact
Storage
Grand Crossing
6
$1,030 - 1,060
Chicago, IL
2 BR | Available Now
Contact
Heat Included
Dog Friendly
Cat Friendly
Income Restricted
Grand Crossing
$1,000
Chicago, IL
1 - 2 BR | Available Now
Contact
Grand Crossing
$1,650
Chicago, IL
2 BR | Jun. 1, 2026
Contact
Kenwood
0
$1,400
Chicago, IL
3 BR | Ask for Availability
Contact
South Shore
18
$1,495 - 1,530
918 E. Hyde Park Boulevard Chicago, IL
1 BR | Jun. 25, 2026
Contact
Dog Friendly
Cat Friendly
Dishwasher
Fireplace
Kenwood
59
3D Tour
$1,740 - 3,505
5035 S. East End Dr. Chicago, IL
Studio - 3 BR | Available Now
Contact
Furnished
Dog Friendly
Cat Friendly
Virtual Tour
Luxury
16
$1,530 - 2,055
5300 S. Drexel Blvd. Chicago, IL
Studio - 2 BR | Available Now
Contact
Furnished
Dog Friendly
Cat Friendly
Air Conditioning
Dishwasher
0
$1,495
Chicago, IL
3 BR | Ask for Availability
Contact
South Shore
12
$1,100
Chicago, IL
2 BR | Available Now
Contact
Washington Park
1
$1,550
Chicago, IL
4 BR | Jun. 10, 2026
Contact
Dog Friendly
Cat Friendly
Storage
Disability Access
Grand Crossing
1
$1,318
Chicago, IL
3 BR | Available Now
Contact
Air Conditioning
Storage
Washington Park
1
$1,100 - 1,250
6801 - 6811 S Michigan Ave. 101 - 115 E 68th St. Chicago, IL
1 - 2 BR | Available Now
Contact
Dog Friendly
Cat Friendly
Storage
Grand Crossing
6
$895
Chicago, IL
Studio | Available Now
Contact
Dog Friendly
Cat Friendly
Kenwood
1
$895
Chicago, IL
Studio | Available Now
Contact
Dog Friendly
Cat Friendly
Storage
Disability Access
Kenwood
1
$2,347
Chicago, IL
2 BR | Available Now
Contact
Storage
Washington Park
1
$850 - 1,200
Chicago, IL
Studio - 1 BR | Available Now
Contact
Heat Included
Section 8
Storage
Grand Crossing
1
$1,150 - 1,350
7027-7033 S Indiana Ave Chicago, IL
Studio - 1 BR | Available Now
Contact
Dog Friendly
Cat Friendly
Grand Crossing
1
$1,145
7209 S Yates Blvd Unit 4B Chicago, IL
1 BR | Available Now
Contact
Dog Friendly
Cat Friendly
House
Storage
Disability Access
9
$1,145
Chicago, IL
1 BR | Available Now
Contact
Dog Friendly
Cat Friendly
House
South Shore
1
$1,686
Chicago, IL
2 BR | Available Now
Contact
Disability Access
South Shore
1
$1,686
Chicago, IL
2 BR | Available Now
Contact
Storage
South Shore
6
$1,025
Chicago, IL
2 BR | Available Now
Contact
Washington Park
271 - 300 of 419 Results
  1. Home
  2. Chicago
  3. Woodlawn

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.