Apartments in Grand Boulevard Chicago

121 - 150 of 234 Results
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
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
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
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
28
$1,185 - 2,530
3233 S King Dr Chicago, IL
1 - 3 BR | Available Now
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Covered Parking
Fitness Center
Dishwasher
Douglas
7
$1,015 - 1,290
Chicago, IL
Studio - 1 BR | Available Now
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Dog Friendly
Cat Friendly
Student
Storage
Hyde Park
$1,595
Chicago, IL
1 BR | Oct. 1, 2026
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Dog Friendly
Cat Friendly
Kenwood
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
$1,290 - 1,337
5220 S Kenwood Ave Chicago, IL
Studio - 2 BR | Available Now
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Dog Friendly
Cat Friendly
Storage
Hyde Park
12
$1,995 - 2,395
5432-44 S. Woodlawn Ave. Chicago, IL
2 BR | Available Now
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Dog Friendly
Cat Friendly
Dishwasher
Hyde Park
7
$999 - 1,139
5118 S Dorchester Ave Chicago, IL
Studio - 1 BR | Available Now
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Dog Friendly
Cat Friendly
Hyde Park
14
$2,265 - 2,660
1330 E 53rd St Chicago, IL
Studio - 1 BR | Available Now
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Air Conditioning
In Unit Laundry
Fitness Center
Disability Access
Dishwasher
13
$2,195 - 3,050
Chicago, IL
2 - 3 BR | Available Now
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Dog Friendly
Cat Friendly
Student
Air Conditioning
Surface Parking
11
$2,100 - 2,495
Chicago, IL
2 - 3 BR | Available Now
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Dog Friendly
Cat Friendly
Air Conditioning
In Unit Laundry
Dishwasher
11
$1,156 - 1,560
1401 E Hyde Park Blvd Chicago, IL
Studio - 2 BR | Available Now
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Dog Friendly
Cat Friendly
Hyde Park
21
$750
Chicago, IL
Studio | Available Now
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Heat Included
Washington Park
6
$1,100
Chicago, IL
2 BR | Available Now
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Washington Park
10
$2,030 - 3,375
Chicago, IL
Studio - 4 BR | Available Now
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Hyde Park
1
$1,750
Chicago, IL
2 BR | Oct. 1, 2026
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Dog Friendly
Cat Friendly
Storage
Disability Access
Dishwasher
54
$1,999 - 3,375
5335 5345 S. Kimbark Avenue Chicago, IL
2 - 4 BR | Available Now
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Dog Friendly
Cat Friendly
Hyde Park
25
$1,980 - 2,090
1350 E 53rd Chicago, IL
2 BR | Available Now
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Dog Friendly
Cat Friendly
In Unit Laundry
Balcony/Deck/Patio
Storage
8
Call for Pricing
Deal
5439-45 S Woodlawn Ave Chicago, IL
1 BR | Available Now
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Dog Friendly
Cat Friendly
Balcony/Deck/Patio
Dishwasher
Hyde Park
37
$2,175 - 3,335
5237 5245 S. Kenwood Avenue Chicago, IL
2 - 4 BR | Available Now
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Dog Friendly
Cat Friendly
In Unit Laundry
Balcony/Deck/Patio
Hyde Park
$1,795
Chicago, IL
1 BR | Available Now
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Dog Friendly
Cat Friendly
Douglas
21
$1,375 - 1,790
5107 S Blackstone Ave Chicago, IL
Studio - 2 BR | Available Now
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Dishwasher
Hyde Park
30
$3,140
5447-57 S Woodlawn Ave Chicago, IL
3 BR | Available Now
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Dog Friendly
Cat Friendly
Storage
Hyde Park
20
$1,245
1367 E. 53rd, Unit A803 Chicago, IL
Studio | Available Now
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Heat Included
Cat Friendly
Storage
Hyde Park
$1,250
1367 E. 53rd, Unit A012 Chicago, IL
Studio | Available Now
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Heat Included
Cat Friendly
Storage
Hyde Park
32
$1,660 - 2,385
5200 South Blackstone Chicago, IL
1 - 2 BR | Available Now
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Dog Friendly
Cat Friendly
Air Conditioning
Fitness Center
Dishwasher
1
$1,318
Chicago, IL
3 BR | Available Now
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Air Conditioning
Storage
Washington Park
121 - 150 of 234 Results
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  3. Grand Boulevard

Chicago:
September Rent Report

Welcome to the September 2026 Chicago Apartment Report. In this assessment of the local rental market, Rentable data scientists and rental experts break down the September 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

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Sep. 2026
1 BR       2 BR

Chicago Rent Prices Decrease From August to September

Chicago rent prices decreased over the last month. From August to September, 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 August to September, 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 $.

September 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.

September 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 September 1 BR M/M % Change 2 BR September 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.