
Apartments near Ashland & Roosevelt in Chicago, IL (1,796 Rentals)


2347 W 19th St

2249 W 21st St

2100 W 22nd Pl

1618 S Halsted St

Lofthaus

1957 W 23rd St

116 S Leavitt St

818 W 18th St

118 S Leavitt St

Pilsen Gateway

1355 W Washington Blvd

2310 W Jackson Blvd

2226 W Cermak Rd

2213 W Monroe St

15 N Elizabeth St

Union Park Lofts

Madison Club

2031 W 23rd St

2252-2258 W Adams St

950 W Jackson St

2047 W 23rd St

2313 S Seeley Ave

1025 W Monroe St

1019 W Monroe St

17 S LEAVITT St

1448 S Rockwell

2025 S Western Ave

2611 W Ogden Ave

1130 W Madison St

One South Leavitt

836 W Cullerton St

2516 W Harrison St

220 S Peoria St

832 W Cullerton St

1221 W Washington Blvd

2026 W Coulter St

16 N May St

2518 W Harrison St

203 S Sangamon St

2030 W Coulter St

1700 S Union Ave

2520 W Harrison St

1260 W Washington Blvd

Two South Leavitt

2408 S Blue Island Ave

955 W Monroe St

2200 W 23rd St

1041 W Madison St

West Loop Collection

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Frequently Asked Questions about Chicago
How much are Studio apartments in Chicago?
There are currently 8,423 Studio Apartments in Chicago with rent ranges from $595 to $11,332 with an average price of $1,928.
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 $525 to $14,182 with an average monthly rent of $2,482.
What does renting a Two Bedroom Apartment in Chicago cost?
The monthly rent prices of Two Bedroom Apartments currently available in Chicago range from $762 to $26,735. Today's average rental price for Two Bedrooms here is $3,092.
How expensive are Chicago Three Bedroom Apartments?
There are currently 4,983 Three Bedroom Apartments listings available in Chicago on ApartmentHomeLiving.com. The pricing ranges from $883 to $38,481 - averaging $3,847 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

What Does “Rent Burdened” Mean? How Much Rent Is Too Much
Written by: Lauren Harrington
This article draws from first-hand renter experiences and recurring financial challenges reported after moving in.

Maximizing Your Refund: Essential Tax Tips for Renters
Written by: Christine Leonard, Esq.
Other than tax professionals, I can’t think of anyone who looks forward to tax season. For everybody else, April is a stressful month to collect information and meet deadlines.

18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property
Written by: Lauren Harrington
Renting your next home can feel thrilling and overwhelming at the same time.

A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment
Written by: Bob Mallory
Packing up everything you own to move is so stressful for many that ending your apartment lease can feel like a small or unimportant task. Ending your lease involves more than simply turning over your keys on the last day.