
Apartments near Ashland & Roosevelt in Chicago, IL (1,764 Rentals)


1901 W. 21st Pl.

Damen Court Apartments

1010-1012 S Western Ave

Casa Puebla

1002 W 18th St

Coppia

Harris Point Chicago

The West End Club

Patrick Sullivan Senior Apartments

The Van Morgan

Booth Manor

HIGHPOINT West Loop

600-602 S Western Ave

Warren Apartments

1619-1621 W Warren Blvd

Harvest Commons

Madison Throop Place

25 N Bishop

2157 W. 21st Plz (Co-Living)

1620 W Warren Blvd

The Nelson

963 W Cullerton St

Casa Maravilla

Oakley Square

Twelve17

1718 S Halsted St

Casa Morelos

The Madison at Racine

1832 S Halsted St

2008 W Warren Blvd

2010 W Warren Blvd

Westhaven Park Towers

1749 S Halsted St

1836-1838 S Halsted St

2012-2018 S Peoria St

1047 W Madison St

The Meridian

24 S Morgan Apartments

The Aberdeen West Loop Luxury Apartments

954 W Monroe St

1342 W Randolph St

2065 W Coulter St

2125-2129 W Washington Blvd

West Haven Park II - B

37 S Sangamon St

768 W. Jackson

2213 W 23rd Pl

1249-1251 S Fairfield Ave

2124 S Halsted

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Frequently Asked Questions about Chicago
How much are Studio apartments in Chicago?
There are currently 8,260 Studio Apartments in Chicago with rent ranges from $600 to $15,622 with an average price of $2,106.
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 $800 to $9,999 with an average monthly rent of $2,480.
What does renting a Two Bedroom Apartment in Chicago cost?
The monthly rent prices of Two Bedroom Apartments currently available in Chicago range from $850 to $24,461. Today's average rental price for Two Bedrooms here is $3,066.
How expensive are Chicago Three Bedroom Apartments?
There are currently 5,065 Three Bedroom Apartments listings available in Chicago on ApartmentHomeLiving.com. The pricing ranges from $695 to $38,481 - averaging $3,698 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

The Windy City Price Tag: Your Complete Guide to the Cost of Living in Chicago
Written by: Nicole Harms
When choosing a place to live, there are many things you must consider. Your employer, your shopping preferences, and even schools are all important to think about. Yet cost of living is also important to know and plan for.

Best Places to Live Near Chicago: 5 Cities That Keep the Windy City Accessible
Written by: Nicole Harms
I’m Nicole, you’re ApartmentHomeLiving.com Local Expert for Chicago. There’s no denying I love the Windy City. Yet there’s also no denying that rental homes in Chicago can be pricy, small, and hard to find.

Chicago Relocation 101: Mastering Utilities, Registration, and the CTA
Written by: Nicole Harms
Moving to a new city is always an exciting time, especially one as vibrant and diverse as Chicago. With world-class museums, a breathtaking lakefront, and numerous employment opportunities, there’s much to love about this city.

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

Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags
Written by: Robin Stewart
Renters want to find a great apartment, the right place for them, one that checks all the boxes of location, rental cost, amenities, safety, and more.

First Apartment Regrets: Real Renters Share What They'd Do Differently
Written by: Robin Stewart
Hindsight is 20/20. Live and Learn. With age comes wisdom. We’re familiar with all those expressions, and all of them apply to lessons first-time renters learn.

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.