Apartments in Woodlawn Chicago

151 - 180 of 363 Results
19
3D Tour
$1,900 - 2,395
5350 5358 S. Maryland Chicago, IL
2 - 3 BR | Available Now
Contact
Dog Friendly
Cat Friendly
Virtual Tour
Dishwasher
Hyde Park
48
$1,525 - 2,540
5320 5326.5 S. Drexel Boulevard Chicago, IL
1 - 3 BR | Available Now
Contact
Dog Friendly
Cat Friendly
Storage
Dishwasher
Hyde Park
34
$1,675 - 4,100
5307 South Hyde Park Boulevard Chicago, IL
Studio - 3 BR | Available Now
Contact
Dog Friendly
Cat Friendly
Air Conditioning
In Unit Laundry
Balcony/Deck/Patio
10
$1,800
7027 S Merrill Ave Apt 4 Chicago, IL
3 BR | Ask for Availability
Contact
House
South Shore
6
$1,495
Chicago, IL
1 BR | Available Now
Contact
House
South Shore
11
$1,750
7029 S Merrill Ave Apt 2 Chicago, IL
3 BR | Ask for Availability
Contact
House
South Shore
14
3D Tour
$1,625 - 1,999
5355 5361 S. Cottage Grove Chicago, IL
1 - 3 BR | Dec. 13, 2025
Contact
Dog Friendly
Cat Friendly
Virtual Tour
Air Conditioning
Dishwasher
0
$1,275
7048-50 S Merrill Ave Chicago, IL
1 BR | Available Now
Contact
South Shore
Call for Pricing
Chicago, IL
Studio | Available Now
Contact
Hyde Park
13
$1,950
Chicago, IL
1 BR | Available Now
Contact
Air Conditioning
Storage
Hyde Park
8
Call for Pricing
5220 S Kenwood Ave Chicago, IL
Studio - 2 BR | Available Now
Contact
Dog Friendly
Cat Friendly
Storage
Hyde Park
7
$1,015 - 1,290
Chicago, IL
Studio - 1 BR | Available Now
Contact
Dog Friendly
Cat Friendly
Student
Storage
Hyde Park
21
$1,375 - 1,400
5301 5309 South Ellis St, Chicago, IL
Studio | Available Now
Contact
Dog Friendly
Cat Friendly
Hyde Park
18
3D Tour
$2,895
5218 5220 S. Kimbark Avenue Chicago, IL
5 BR | Available Now
Contact
Dog Friendly
Cat Friendly
Virtual Tour
In Unit Laundry
Balcony/Deck/Patio
1
$1,350 - 1,450
Chicago, IL
1 BR | Available Now
Contact
Storage
Disability Access
Grand Crossing
15
$2,175 - 5,995
5.0
5801 S Dorchester Ave Chicago, IL
1 - 5 BR | Available Now
Contact
Dog Friendly
Cat Friendly
Air Conditioning
In Unit Laundry
Storage
13
$2,695
5409 S. Blackstone Chicago, IL
3 BR | Available Now
Contact
Dog Friendly
Cat Friendly
Storage
Hyde Park
10
3D Tour
$3,395
5533 S. Blackstone Chicago, IL
4 BR | Available Now
Contact
Dog Friendly
Cat Friendly
Virtual Tour
Balcony/Deck/Patio
Storage
29
$1,485 - 2,399
5242 S Hyde Park Blvd Chicago, IL
Studio - 2 BR | Dec. 13, 2025
Contact
Dog Friendly
Cat Friendly
Balcony/Deck/Patio
Fitness Center
Dishwasher
34
$2,680 - 4,130
3.7
5252 S Cornell Ave Chicago, IL
1 - 2 BR | Available Now
Contact
Dog Friendly
Cat Friendly
Luxury
Air Conditioning
Covered Parking
19
$2,730 - 2,839
5233-37 S Greenwood Ave Chicago, IL
2 - 3 BR | Available Now
Contact
Dog Friendly
Cat Friendly
Balcony/Deck/Patio
Storage
Dishwasher
32
$1,650 - 2,199
5200 South Blackstone Chicago, IL
1 - 2 BR | Available Now
Contact
Dog Friendly
Cat Friendly
Air Conditioning
Fitness Center
Dishwasher
6
$812 - 1,248
5214 S. Woodlawn Ave Chicago, IL
Studio - 1 BR | Available Now
Contact
Dog Friendly
Cat Friendly
Section 8
Air Conditioning
In Unit Laundry
4
$1,860
Chicago, IL
3 BR | Available Now
Contact
Washington Park
1
$1,650
Chicago, IL
2 BR | Available Now
Contact
Cat Friendly
Air Conditioning
Surface Parking
Storage
Disability Access
58
Call for Pricing
5301 5307 S. Maryland Avenue Chicago, IL
2 BR | Dec. 27, 2025
Contact
Dog Friendly
Cat Friendly
Air Conditioning
Dishwasher
Hyde Park
13
3D Tour
$1,585
1440 1450 St Chicago, IL
1 BR | Jan. 7, 2026
Contact
Dog Friendly
Cat Friendly
Virtual Tour
Dishwasher
Hyde Park
$1,000 - 1,300
Chicago, IL
1 - 2 BR | Available Now
Contact
Grand Crossing
6
$1,378 - 1,795
5140 S Kenwood Ave Chicago, IL
Studio - 2 BR | Available Now
Contact
Heat Included
Dog Friendly
Cat Friendly
In Unit Laundry
Balcony/Deck/Patio
Call for Pricing
Chicago, IL
Studio | Available Now
Contact
Cat Friendly
South Shore
151 - 180 of 363 Results
  1. Home
  2. Chicago
  3. Woodlawn

Chicago:
December Rent Report

Welcome to the December 2025 Chicago Apartment Report. In this assessment of the local rental market, Rentable data scientists and rental experts break down the December 2025 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
Jan. 2025
Feb. 2025
Mar. 2025
Apr. 2025
May. 2025
Jun. 2025
Jul. 2025
Aug. 2025
Sep. 2025
Oct. 2025
Nov. 2025
Dec. 2025
1 BR       2 BR

Chicago Rent Prices Decrease From November to December

Chicago rent prices decreased over the last month. From November to December, 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 November to December, 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 $.

December 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.

December 2025 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 December 1 BR M/M % Change 2 BR December 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.