
Apartments near Ashland & Roosevelt in Chicago, IL (1,763 Rentals)


2200 W Jackson Blvd

1600 W Madison St

2453 W Taylor St

2159 W Adams St

1034 W 20th Pl

1025 W Cullerton St

2235 W Cullerton St

933 W Van Buren St

2451-2459 W Arthington

2431 Lexington St

2307 W 19th St

2222 W 21st St

1019 W Jackson Blvd

2355 18th

2303 W 19th St

15 S Throop St

CA on Adams

1228 W Monroe St

Block Y

518 Western ave

EVEQ

2353 W 18th Pl

25 N Bishop St

2355 W 18th Plz

The Metro

21 N Bishop St

2158 W Adams St

1332 W Madison St

1527 S Halsted ST

2157-2159 W 21st Pl

2216 W 21st Pl

WestEnd

1330 W Madison St

15 N Bishop St

Loomis Townhomes South

35 S Racine Ave

913 W Van Buren St

35 N Paulina St

Paulina Park Apartments

2245 W 21st St

Horner - Westhaven

Rio Properties - 2249

2100 W 22nd Pl

1618 S Halsted St

2043 W 22nd Pl

2347 W 19th St

118 S Leavitt St

818 W 18th St

No. Ten Lofts

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Frequently Asked Questions about Chicago
How much are Studio apartments in Chicago?
There are currently 8,243 Studio Apartments in Chicago with rent ranges from $600 to $15,622 with an average price of $2,081.
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 $9,885 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 $3,073.
How expensive are Chicago Three Bedroom Apartments?
There are currently 5,045 Three Bedroom Apartments listings available in Chicago on ApartmentHomeLiving.com. The pricing ranges from $695 to $38,481 - averaging $3,717 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.