Apartments in Grand Boulevard Chicago

121 - 150 of 266 Results
6
3D Tour
$4,095
1154 56 St Chicago, IL
2 BR | Jun. 19, 2026
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Dog Friendly
Cat Friendly
Virtual Tour
Air Conditioning
In Unit Laundry
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
Storage
Fireplace
12
$2,295 - 3,799
5339 5345 S. Woodlawn Chicago, IL
2 - 4 BR | Available Now
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Dog Friendly
Cat Friendly
Air Conditioning
In Unit Laundry
Dishwasher
8
$2,315 - 2,325
Chicago, IL
2 BR | Available Now
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Dog Friendly
Cat Friendly
Douglas
9
$1,160 - 1,732
5110 S Kenwood Ave Chicago, IL
Studio - 2 BR | Available Now
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Hyde Park
6
$1,595 - 1,975
5140 S Kenwood Ave Chicago, IL
Studio - 2 BR | Available Now
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Heat Included
Dog Friendly
Cat Friendly
In Unit Laundry
Balcony/Deck/Patio
1
$4,000
Chicago, IL
4 BR | Sep. 1, 2026
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Dog Friendly
Cat Friendly
In Unit Laundry
Dishwasher
Hyde Park
1
$4,700
Chicago, IL
6 BR | Jul. 1, 2026
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Dog Friendly
Cat Friendly
In Unit Laundry
Dishwasher
Hyde Park
1
$4,700
Chicago, IL
6 BR | Jul. 1, 2026
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Dog Friendly
Cat Friendly
In Unit Laundry
Dishwasher
Hyde Park
14
$1,125 - 2,210
1380 E Hyde Park Blvd Chicago, IL
1 - 2 BR | Available Now
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Section 8
Air Conditioning
Fitness Center
Dishwasher
Kenwood
27
$3,595
1209 Madison 1210 E Hyde Park Blvd Chicago, IL
4 BR | Aug. 1, 2026
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Dog Friendly
Surface Parking
In Unit Laundry
Dishwasher
Kenwood
1
$4,000 - 4,700
Chicago, IL
4 - 6 BR | Jul. 1, 2026
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Cat Friendly
Air Conditioning
Surface Parking
Storage
Disability Access
9
$1,420 - 1,757
5125 S Kenwood Ave Chicago, IL
1 - 2 BR | Available Now
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Dog Friendly
Cat Friendly
Dishwasher
Hyde Park
9
$1,300 - 1,540
Chicago, IL
1 - 2 BR | Available Now
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Dog Friendly
Cat Friendly
Storage
Disability Access
Dishwasher
12
$1,100
Chicago, IL
2 BR | Available Now
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Washington Park
$995
Chicago, IL
1 BR | Available Now
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Dog Friendly
Cat Friendly
Hyde Park
11
$1,410 - 2,990
1369 E Hyde Park Blvd Chicago, IL
Studio - 3 BR | Available Now
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Hyde Park
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
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
39
$1,045 - 2,475
3233 S King Dr Chicago, IL
Studio - 3 BR | Available Now
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Covered Parking
Fitness Center
Douglas
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
$2,115
Chicago, IL
2 BR | Available Now
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Dog Friendly
Cat Friendly
Dishwasher
Hyde Park
14
3D Tour
$2,085 - 3,650
5401 5403 S. Woodlawn Avenue Chicago, IL
2 - 4 BR | Available Now
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Dog Friendly
Cat Friendly
Virtual Tour
In Unit Laundry
Hyde Park
7
$1,015 - 1,290
Chicago, IL
Studio - 1 BR | Available Now
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Dog Friendly
Cat Friendly
Student
Storage
Hyde Park
45
3D Tour
$1,655 - 2,080
5415 S Woodlawn Ave. Chicago, IL
1 - 2 BR | Available Now
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Dog Friendly
Cat Friendly
Virtual Tour
Hyde Park
10
3D Tour
$1,350 - 1,799
5405 5407 S. Woodlawn Avenue Chicago, IL
Studio - 1 BR | Available Now
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Dog Friendly
Cat Friendly
Virtual Tour
Hyde Park
8
$1,160 - 1,550
5220 S Kenwood Ave Chicago, IL
Studio - 2 BR | Available Now
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Dog Friendly
Cat Friendly
Storage
Hyde Park
29
$1,250
Chicago, IL
3 BR | Available Now
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Washington Park
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
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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.