
Apartments near Ashland & Roosevelt in Chicago, IL (1,727 Rentals)


2111 W 19th St

Jackson Street Condominiums

1759 W 21st Pl

2037 W Cullerton St

Jackson Street Condominiums

Jackson Street Condominiums

Jackson Street Condominiums

1845 W 21st Pl

1630 W Cermak Rd

736 S Oakley Blvd

2347 W Taylor St

18th Place Apartments

2346 W Taylor St

2121 W 19th St

1634 Cermak Rd

832 S Claremont Ave

2144 W 19th St

1926 W 21st Pl

1820 S Leavitt St

1750 W Cermak Rd

1001 W 16th St

2038 W 21st St

2133 W 19th St

2214 W 18th Pl

1826 W Cermak Rd

CA6

2237 W 18th St

Monroe Laflin Place

1825 S Carpenter St

2239 W 18th St

624 S Oakley Blvd

1019 W 18th St

1702 S. Morgan St.

1259 W Adams St

1956 W 21st Pl

831 S Western Ave

Residences on Racine

6 Units in Pilsen - Beautifully Rehabbed

La Fama

1839-1843 S Carpenter St

32 S Ashland Ave

2225 W 18th Pl

811-823 S Western Ave

1000 S Western Ave

1819-1835 W Cermak Rd

Park 1500

The Daily News Building

227 S Racine Ave

1839 W Cermak Rd

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Frequently Asked Questions about Chicago
How much are Studio apartments in Chicago?
There are currently 8,203 Studio Apartments in Chicago with rent ranges from $595 to $4,970 with an average price of $2,038.
What is the current price range for One Bedroom Chicago Apartments for rent?
Today's rental pricing for One Bedroom Apartments in Chicago ranges from $640 to $9,987 with an average monthly rent of $2,468.
What does renting a Two Bedroom Apartment in Chicago cost?
The monthly rent prices of Two Bedroom Apartments currently available in Chicago range from $500 to $18,797. Today's average rental price for Two Bedrooms here is $3,034.
How expensive are Chicago Three Bedroom Apartments?
There are currently 4,970 Three Bedroom Apartments listings available in Chicago on ApartmentHomeLiving.com. The pricing ranges from $883 to $38,481 - averaging $3,758 for the location.
Expert Rental Resources
The rental experts at ApartmentHomeLiving.com provide you with top advice, tools, and tips for understanding the leasing process and finding the perfect rental. Here are a few helpful rental and leasing articles from our experts to guide you on your search.
Helpful Local Expert Guides

A Local Expert’s Guide To 10 Budget-Friendly Neighborhoods to Rent in Chicago
Written by: Nicole Harms
I’m Nicole, your ApartmentHomeLiving.com Local Expert for Chicago, IL. As a resident of the Chicago area for over 20 years, I’ve learned which neighborhoods are great and which are best avoided.

Top Student Friendly Neighborhoods to Rent Near Colleges in Chicago
Written by: Nicole Harms
With world-class museums lining its streets, Chicago is a place people go to learn. It’s not surprising, therefore, that it’s also home to multiple colleges and universities with national and global reputations.

Best Neighborhoods to Rent in Near Chicago's Top Employers
Written by: Nicole Harms
Whenever life takes me into the city, I’m always impressed with the sheer amount of industry and commerce that it holds. With all of that commerce comes a wide range of employment options.

Explore the Windy City (But Watch for Falling Ice) - An Insider's Guide to Renting in Chicago
Written by: Nicole Harms
From Lake Shore Drive to the O’Hare Airport, the city of Chicago is a study in diversity, resilience, and culture.
Articles, How-To's, and Tips

Renters Insurance 101: What It Is, What It Covers, and Why You Need It
Written by: Robin Stewart
Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.

Apartment Occupancy Rates: Renter Attraction vs Renter Retention
Written by: Robin Stewart
There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.

How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Written by: Robin Stewart
Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.

Pet-Friendly Renting: Everything You Need to Know Before You Move
Written by: Christine Leonard, Esq.
For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.