Apartments in Oakland Chicago

31 - 60 of 223 Results
23
$1,040 - 1,680
4721 29 St Chicago, IL
Studio - 2 BR | Available Now
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Dog Friendly
Cat Friendly
Dishwasher
Kenwood
17
$1,170 - 1,825
4726 4740 South Woodlawn Ave. Chicago, IL
Studio - 2 BR | Available Now
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Dog Friendly
Cat Friendly
Dishwasher
Kenwood
39
$1,015 - 2,785
400 E 33Rd St Chicago, IL
Studio - 3 BR | Available Now
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Dog Friendly
Cat Friendly
Air Conditioning
Balcony/Deck/Patio
Fitness Center
20
$2,800
Chicago, IL
2 BR | Available Now
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Dog Friendly
Cat Friendly
Air Conditioning
Dishwasher
Douglas
1
$1,869
Chicago, IL
3 BR | Available Now
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Storage
Grand Boulevard
0
$1,300
Chicago, IL
1 - 2 BR | Available Now
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Dog Friendly
Cat Friendly
Air Conditioning
Storage
Dishwasher
43
$1,395 - 1,495
4742 S Woodlawn Ave Chicago, IL
Studio - 1 BR | Jun. 1, 2026
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Dog Friendly
Dishwasher
Kenwood
$1,050
Chicago, IL
1 BR | Available Now
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Kenwood
$1,200 - 1,700
4501-05 S King Dr Chicago, IL
Studio - 2 BR | Available Now
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Grand Boulevard
14
$2,421
Chicago, IL
4 BR | Available Now
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Dog Friendly
Cat Friendly
Grand Boulevard
24
$770 - 1,726
500 E 33rd St Chicago, IL
Studio - 1 BR | Available Now
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Dog Friendly
Cat Friendly
Air Conditioning
Surface Parking
Balcony/Deck/Patio
19
$972 - 2,684
500 East 33rd Street Chicago, IL
Studio - 3 BR | Available Now
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Dog Friendly
Cat Friendly
Air Conditioning
Balcony/Deck/Patio
Storage
23
$2,865
Chicago, IL
4 BR | Jun. 25, 2026
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Dog Friendly
Cat Friendly
Dishwasher
Grand Boulevard
1
$1,725
353 E 45Th St #2 St Chicago, IL
2 BR | Jun. 12, 2026
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Grand Boulevard
3
$2,450
Chicago, IL
3 BR | Jul. 1, 2026
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Grand Boulevard
17
$2,450
Chicago, IL
3 BR | Jun. 10, 2026
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Grand Boulevard
1
$1,595
Chicago, IL
2 BR | Available Now
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Dog Friendly
Cat Friendly
Air Conditioning
Balcony/Deck/Patio
Storage
1
$3,295
3629 S Indiana Ave Chicago, IL
3 BR | Jun. 1, 2026
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Dog Friendly
Cat Friendly
Douglas
39
$1,040 - 2,475
3233 S King Dr Chicago, IL
Studio - 3 BR | Available Now
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Covered Parking
Fitness Center
Douglas
1
$1,075 - 1,393
4829 S Cottage Grv Chicago, IL
1 BR | Available Now
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Kenwood
1
$1,595
Chicago, IL
2 BR | Jun. 15, 2026
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Dog Friendly
Cat Friendly
Grand Boulevard
13
$1,950
Chicago, IL
3 BR | Jun. 1, 2026
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Cat Friendly
Air Conditioning
Dishwasher
Grand Boulevard
20
$1,775 - 2,399
3.7
4850 Drexel Boulevard Chicago, IL
1 - 2 BR | Available Now
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Dog Friendly
Cat Friendly
Air Conditioning
Fitness Center
Storage
1
3D Tour
$2,785
4417-19 S Indiana Ave Chicago, IL
3 BR | Jun. 1, 2026
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Dog Friendly
Cat Friendly
Surface Parking
Storage
Disability Access
1
$1,500
4457-59 S Indiana Ave. / 206-214 E 45th St. Chicago, IL
2 BR | Available Now
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Heat Included
Cat Friendly
Storage
Disability Access
Grand Boulevard
11
3D Tour
$1,750
4851 59 S. Champlain Ave Chicago, IL
2 BR | Aug. 3, 2026
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Dog Friendly
Cat Friendly
Virtual Tour
Balcony/Deck/Patio
Grand Boulevard
26
$1,950
4901-09 S. Champlain Ave. Chicago, IL
2 - 3 BR | Available Now
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Dog Friendly
Air Conditioning
In Unit Laundry
Balcony/Deck/Patio
Dishwasher
1
$1,750
4716-18 S King Dr Chicago, IL
2 BR | Available Now
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Grand Boulevard
8
$1,550 - 2,940
5320-53265 S Drexel Blvd Chicago, IL
Studio - 3 BR | Available Now
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Dishwasher
Kenwood
1
$1,695
Chicago, IL
3 BR | Available Now
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Disability Access
Grand Boulevard
31 - 60 of 223 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.