
Apartments for Rent in the Madison Square Neighborhood of Chicago, IL (332 Rentals) Page 2 of 7


4818 W Adams St

4712 W Monroe St

4900 W Madison St

4828 W Adams St

4831 W West End Ave

4911 W Adams St

4906 W Washington Blvd

4655-4657 W Monroe St

4700-4702 W Adams St
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4701 W West End Ave

4836 W West End Ave

148-150 N La Crosse Ave

4919 W ADAMS

4834 W West End Ave

5000 W Monroe St

163 N Lamon Ave

4740 W Jackson Blvd

4941 W West End

4958 W Washington Blvd
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Learn about Chicago and the best places to live with original content written by our Chicago, IL Local Expert Nicole Harms

5000-5014 W Madison St

184 N Lamon Ave

4934 W Jackson Blvd

5030 W Washington Ave

8 UNITS /// AUSTIN NEIGHBORHOOD

200 N Lamon Ave

5027-5029 W Washington Blvd

4937 W Maypole Ave

5019 W Quincy St

4747 W Fulton St
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5014-5018 W West End Ave

4948 W Gladys Ave

HICA Redevelopment

5019 W Maypole Ave

3 UNITS /// AUSTIN NEIGHBORHOOD

4540 W Jackson Blvd

4504 W Wilcox St

4500 W Wilcox St

4930 W Van Buren St

Enola Dew Apartments
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4701 W Van Buren St

5096-98 W Monroe St

223 N Kolmar

4718 W Congress Pky

4501 W Maypole Ave

5137 W Washington

4412 W Monroe St

4459 W Jackson Blvd

5157 W Washington Blvd

5116 W Maypole Ave
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Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.
Madison Square, Chicago, IL Local Guide

How much does it cost to rent an apartment in Madison Square?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Madison Square Studio Apartments | $890 | $890 | $890 |
| Madison Square 1 Bedroom Apartments | $1,120 | $1,000 | $1,200 |
| Madison Square 2 Bedroom Apartments | $3,147 | $925 | $10,000+ |
| Madison Square 3 Bedroom Apartments | $1,807 | $1,300 | $2,400 |
| Madison Square 4 Bedroom Apartments | $2,650 | $1,800 | $3,500 |
Browse Apartments in this Neighborhood
There are currently 332 rentals with your search options within a 1 mile radius of the Madison Square Neighborhood of Chicago, IL.
See all Apartments in ChicagoExplore Chicago
Frequently Asked Questions about Madison Square
What is the current price range for One Bedroom Madison Square Apartments for rent?
Today's rental pricing for One Bedroom Apartments in Madison Square ranges from $1,000 to $1,200 with an average monthly rent of $1,120.
What does renting a Two Bedroom Apartment in Madison Square cost?
The monthly rent prices of Two Bedroom Apartments currently available in Madison Square range from $925 to $10,063. Today's average rental price for Two Bedrooms here is $3,147.
How expensive are Madison Square Three Bedroom Apartments?
There are currently 121 Three Bedroom Apartments listings available in Madison Square on ApartmentHomeLiving.com. The pricing ranges from $1,300 to $2,400 - averaging $1,807 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.
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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.

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Pet-Friendly Renting: Everything You Need to Know Before You Move
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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.