
Apartments near Ashland & Roosevelt in Chicago, IL (1,769 Rentals)


3053 W Cermak Rd

3051 W Cermak Rd

721 N Elizabeth St

2951 S Quinn St

2142 S Albany St

Luxury condo unit

2917 W 24th Blvd

266 W 24th St

2320-2324 S Sacramento Ave

3104 W Monroe St

2901 S Emerald Ave

Smith Park Condos

700 W Grand Ave

2346 S Sacramento Ave

The Apex

The Callum Brian

2246 S Whipple St

1035 W Huron St

3121 W Monroe St

651 N Milwaukee Ave

3012 W Warren Blvd

2900 S Union Ave

City Towne Lofts

729 N Hoyne Ave

464 W 27th St

669 N Milwaukee Ave

268 W 24th Pl

2121 W Superior St

904 W Erie St

2100 W Superior St

226 W 23rd Plz

2901 S Union Ave

246 W 24th St

Lofts at Avenir

3155 W Jackson Blvd

683-685 N Milwaukee Ave

1006 S Keeley St

2828 S Wallace St

478-480 W 28th St

2859 S Lowe Ave

The Monroe Residences

243 W 24th St

2353 S Whipple St

3125 W Cermak Rd

Six91 Milwaukee

445 W 27th St

3134 W 5th Ave

707-709 N Milwaukee Ave

250 W 24th Pl

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Frequently Asked Questions about Chicago
How much are Studio apartments in Chicago?
There are currently 8,237 Studio Apartments in Chicago with rent ranges from $595 to $4,966 with an average price of $2,031.
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 $2,473.
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 $3,055.
How expensive are Chicago Three Bedroom Apartments?
There are currently 4,978 Three Bedroom Apartments listings available in Chicago on ApartmentHomeLiving.com. The pricing ranges from $883 to $38,481 - averaging $3,734 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.