Apartments in Jackson Park Chicago

211 - 240 of 332 Results
23
3D Tour
$3,695 - 4,095
5100 5120 S. Ellis Avenue Chicago, IL
4 BR | Available Now
Contact
Dog Friendly
Cat Friendly
Virtual Tour
Air Conditioning
In Unit Laundry
27
$1,795 - 2,450
5222 S. Drexel Ave Chicago, IL
2 - 3 BR | Available Now
Contact
Dog Friendly
Cat Friendly
Air Conditioning
Fitness Center
Hyde Park
21
$1,220 - 1,585
5220 South Drexel Avenue Chicago, IL
Studio - 1 BR | Available Now
Contact
Dog Friendly
Cat Friendly
Air Conditioning
Fitness Center
Storage
31
$2,099 - 2,240
5201 09 S Greenwood Ave Chicago, IL
2 - 3 BR | Available Now
Contact
Dog Friendly
Cat Friendly
Balcony/Deck/Patio
Fireplace
Hyde Park
36
$1,999 - 2,395
5400 5408 S. Ingleside Chicago, IL
1 - 3 BR | Available Now
Contact
Dog Friendly
Cat Friendly
Air Conditioning
Dishwasher
Hyde Park
22
$2,795
5124-26 S University Ave Chicago, IL
3 BR | Available Now
Contact
Heat Included
Dog Friendly
Cat Friendly
Air Conditioning
Covered Parking
1
$1,225
6415-6417 S Champlain Ave Chicago, IL
Studio | Available Now
Contact
Woodlawn
11
$1,515 - 1,550
Chicago, IL
2 BR | Available Now
Contact
Dog Friendly
Cat Friendly
Woodlawn
1
$1,200
2531-41 E 73Rd St Chicago, IL
2 BR | Available Now
Contact
Dog Friendly
Storage
South Shore
48
$1,550 - 2,899
5320 5326.5 S. Drexel Boulevard Chicago, IL
1 - 3 BR | Available Now
Contact
Dog Friendly
Cat Friendly
Storage
Dishwasher
Hyde Park
19
$1,180
Chicago, IL
1 BR | Ask for Availability
Contact
Kenwood
0
$1,650
7451-59 S Bennett Ave Chicago, IL
2 BR | Available Now
Contact
South Shore
12
$1,899 - 2,325
5400 5406 S. Maryland Avenue Chicago, IL
2 - 4 BR | Available Now
Contact
Dog Friendly
Cat Friendly
Air Conditioning
Dishwasher
Hyde Park
1
Call for Pricing
Chicago, IL
4 BR | Available Now
Contact
Woodlawn
18
3D Tour
$1,630 - 2,150
5034 5046 S. Woodlawn Avenue Chicago, IL
1 - 3 BR | Available Now
Contact
Dog Friendly
Cat Friendly
Virtual Tour
Dishwasher
Fireplace
19
3D Tour
$1,899 - 2,099
5350 5358 S. Maryland Chicago, IL
2 BR | Available Now
Contact
Dog Friendly
Cat Friendly
Virtual Tour
Dishwasher
Hyde Park
52
3D Tour
$1,975 - 2,399
5401 5409 S. Cottage Grove Avenue Chicago, IL
2 - 3 BR | Available Now
Contact
Dog Friendly
Cat Friendly
Virtual Tour
Air Conditioning
Dishwasher
16
3D Tour
$1,960 - 2,960
5234 5244 S. Ingleside Avenue Chicago, IL
2 - 3 BR | Available Now
Contact
Dog Friendly
Cat Friendly
Virtual Tour
Air Conditioning
Balcony/Deck/Patio
15
$1,650 - 2,599
1101 E. Hyde Park Boulevard Chicago, IL
1 - 3 BR | Available Now
Contact
Dog Friendly
Cat Friendly
Dishwasher
Fireplace
Hyde Park
16
$1,600
Chicago, IL
2 BR | Available Now
Contact
South Shore
15
3D Tour
$1,795 - 1,995
5355 5361 S. Cottage Grove Chicago, IL
2 - 3 BR | Available Now
Contact
Dog Friendly
Cat Friendly
Virtual Tour
Air Conditioning
Dishwasher
9
$2,500
Chicago, IL
3 BR | Available Now
Contact
Dishwasher
Woodlawn
$1,950
Chicago, IL
3 BR | Available Now
Contact
Dog Friendly
Cat Friendly
Hyde Park
9
$1,995
5235 S Drexel Ave Chicago, IL
1 - 3 BR | Available Now
Contact
Dog Friendly
Cat Friendly
In Unit Laundry
Dishwasher
Hyde Park
$1,595
Chicago, IL
1 BR | Available Now
Contact
Hyde Park
11
$1,750
Chicago, IL
3 BR | Available Now
Contact
Air Conditioning
Storage
Dishwasher
South Shore
20
$2,250
936 E. 52nd, Unit J Chicago, IL
3 BR | Available Now
Contact
Heat Included
Dog Friendly
Cat Friendly
Storage
Disability Access
14
$1,500
1020 E Hyde Park Blvd Chicago, IL
2 BR | Available Now
Contact
Storage
Kenwood
4
$1,100
Chicago, IL
2 BR | Ask for Availability
Contact
Woodlawn
6
$1,800
Chicago, IL
2 BR | Available Now
Contact
Air Conditioning
Dishwasher
Woodlawn
211 - 240 of 332 Results
  1. Home
  2. Chicago
  3. Jackson Park

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

$50
$40
$30
$10
$0
Nov. 2025
Dec. 2025
Jan. 2026
Feb. 2026
Mar. 2026
Apr. 2026
May. 2026
Jun. 2026
Jul. 2026
Aug. 2026
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.