417 S Karlov Ave
ChicagoIL60624
Cheap Homes for Rent in Madison Square Neighborhood of Chicago, IL from $1,400 (9 Rentals)
Cheap Homes in the Madison Square area of Chicago.
4838 W Fulton St
ChicagoIL60644
4331 W Wilcox St
ChicagoIL60624
Navigating the Rental Market: Tips for First-Time Renters
Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.
646 N Long Ave
ChicagoIL60644
4133 W Carroll Ave
ChicagoIL60624
4052 W Arthington St
ChicagoIL60624
Know Your Rights - How Discrimination Laws Impact Landlords and Tenants
Read our practical guide to landlord and tenant rights. Understand protected classes, reasonable accommodations, and legal exceptions to prevent housing discrimination.
4938 W Monroe St
ChicagoIL60644
4938 W Monroe St
ChicagoIL60644
5233 W Quincy St
ChicagoIL60644
Chicago's Best Affordable Neighborhoods
Learn about Chicago and the best places to live with original content written by our Chicago, IL Local Expert Nicole Harms
Showing Results 1-9, Page 1 of 1
Madison Square, Chicago, IL Local Guide
How much does it cost to rent a home in Madison Square?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Madison Square 2 Bedroom Homes for Rent | $1,516 | $1,450 | $1,600 |
| Madison Square 3 Bedroom Homes for Rent | $1,700 | $1,450 | $2,150 |
Browse Homes for Rent in this Neighborhood
There are currently 9 rentals with your search options within a 1 mile radius of the Madison Square Neighborhood of Chicago, IL.
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Madison Square, Chicago, IL Local Guide
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Cheapest Available Madison Square Apartments for Rent
The cheapest available apartment rental in the Madison Square area of Chicago, IL is a Studio unit found at 4114 W Washington Blvd priced from $795. 701 S Karlov Ave has the second lowest priced unit, which is a Studio apartment currently listed from $815. Here are the most affordable Madison Square apartments for rent in Chicago, IL:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| 4114 W Washington Blvd | Studio Apartment | Studio,1BA | $795 |
| 701 S Karlov Ave | Studio Apartment | Studio,1BA | $815 |
| Washington Plaza | Studio Apartment | Studio,1BA | $820 |
Best Value Apartments for Rent in Madison Square, IL
As of May 08, 2025 the best value apartment in the Madison Square area is the $0.87 price per square foot 5100 W Fulton St Model at 5100 W Fulton St, Unit 1 in the in the Austin neighborhood starting from $2,250. The second greatest value Madison Square apartment is the 415 S. Taylor A Model at 415-425 S. Taylor Ave. starting at $2,449 with a $1.63 price per square foot in the Oak Park Historic District neighborhood. Here is today’s list of the best values for Madison Square apartments based on price per square foot:
| Apartment Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| 5100 W Fulton St, Unit 1 | 5100 W Fulton St | 4BR,2BA | $0.87 |
| 415-425 S. Taylor Ave. | 415 S. Taylor A | 3BR,2BA | $1.63 |
| 200 N Kenneth | 2BR/1.0BA | 2BR,1BA | $1.45 |
| 4023 W Carroll Ave, Unit 2 | 4023 W Carroll Ave | 4BR,2BA | $1.30 |
| 120 N LeClaire Ave, Unit two | 120 N LeClaire Ave | 3BR,1BA | $1.73 |
| 418-24 S Laramie Ave | 3 Bedroom 2 Bathroom Apartment | 3BR,2BA | $1.45 |
| 5024 W Quincy St | 3 Bedroom 1 Bath Apartment | 3BR,1BA | $1.62 |
| 5236 W Harrison | 2 Bedroom 1 Bath Apartment | 2BR,1BA | $1.51 |
| 5019 W Jackson Blvd | 1 Bedroom 1 Bath Apartment | 1BR,1BA | $1.74 |
| 5011 W Maypole Ave | 1 Bedroom 1 Bath Apartment | 1BR,1BA | $1.77 |
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Frequently Asked Questions about Madison Square
What type of rentals are currently available in Madison Square?
There are currently 306 Apartments for Rent in Madison Square, IL with pricing that ranges from $795 to $2,449. There are also 16 Single Family Homes for rent, Condos, and Townhome rentals currently available in Madison Square ranging from $1,450 to $2,150.
What is the current price range for Rental Homes in Madison Square?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Madison Square ranges from $1,450 to $2,150 with an average monthly rent of $1,608.
Expert Rental Resources
Helpful Apartment Articles, How-To's and Tips
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.
A Local Expert’s Guide To 10 Budget-Friendly Neighborhoods to Rent in Chicago
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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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