
1 Bedroom Apartments for Rent in the Madison Square Neighborhood of Chicago, IL (151 Rentals)


500 S Laramie

320 N Pine Ave, Unit 403

4616 W Jackson Blvd

22-26 N Pulaski Rd

4850 W Adams St

501 N Central Ave

24 N Pulaski Rd

5027-5029 W Washington Blvd

721 S Karlov Ave
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4320 W Madison St

5448-5450 W Congress Pky

4037 W Monroe St

200 N Lamon Ave

5457-5473 W Chicago Ave

4818 W Adams St

4836 W West End Ave

4016 W Wilcox St

4209 W Maypole Ave

105 S Central Ave
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Enola Dew Apartments

505 S Lockwood Ave

5501 West Quincy Street

4206 W Jackson St

5014-5018 W West End Ave

5019 W Maypole Ave

4701 W Van Buren St

5522 W Congress Pky

4655-4657 W Monroe St

3 UNITS /// AUSTIN NEIGHBORHOOD
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5019 W Quincy St

600 Laramie

4300-4310 W West End Ave

5137 W Washington

Adams / Lockwood Apartments

4116 W West End Ave

4042 W Wilcox St

4537 W Congress Pkwy

211 N Kolin Ave

6 UNITS /// GARFIELD PARK NEIGHBORHOOD
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5301 W Jackson Blvd

4101 W Gladys

5551 W Congress Pky

211 N Kildare Ave

726 N Pine Ave

163 N Lamon Ave

4501 W Maypole Ave

4049 W Jackson Blvd

4134 W Wilcox St

4948 W Gladys Ave
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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 | $1,086 | $975 | $1,150 |
| Madison Square 2 Bedroom Apartments | $1,565 | $1,250 | $1,875 |
| Madison Square 3 Bedroom Apartments | $2,000 | $1,700 | $2,300 |
| Madison Square 4 Bedroom Apartments | $1,800 | $1,800 | $1,800 |
Browse Apartments in this Neighborhood
There are currently 151 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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Largest Available Madison Square 1 Bedroom Apartments
The largest available 1 Bedroom apartment unit in the Madison Square area of Chicago, IL is found at 5024 W Quincy and is listed at 700 square feet priced from $1,155. Here is today’s list of the largest available 2 Bedroom units in the area:
| Apartment Listing | Model Name | Square Footage | Priced From |
|---|---|---|---|
| 5024 W Quincy | 1 Bedroom 1 Bath Apartment | 700 Sq Ft | $1,155 |
| Pine North | 1BR/1.0BA | 640 Sq Ft | $1,050 |
| 418 S Laramie | 1 Bedroom 1 Bath Apartment with Dining | 585 Sq Ft | $1,090 |
| 1115 S Karlov | 1 Bedroom 1 Bath Apartment | 500 Sq Ft | $1,175 |
| 723 N Central | 1 Bedroom 1 Bath Apartment | 500 Sq Ft | $1,055 |
Cheapest Available Madison Square 1 Bedroom Apartments
Currently the lowest priced 1 Bedroom apartment unit Madison Square of Chicago, IL is the 1BR/1.0BA Model starting from $1,050 at Pine North. The average price for all 1 Bedroom apartments in Madison Square is currently $1,086. Here is today’s list of the cheapest available 1 Bedroom options in the area:
| Apartment Listing | Model Name | Priced From |
|---|---|---|
| Pine North | 1BR/1.0BA | $1,050 |
| 723 N Central | 1 Bedroom 1 Bath Apartment | $1,055 |
| 418 S Laramie | 1 Bedroom 1 Bath Apartment with Dining | $1,090 |
| 5024 W Quincy | 1 Bedroom 1 Bath Apartment | $1,155 |
| 1115 S Karlov | 1 Bedroom 1 Bath Apartment | $1,175 |
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Read ArticleReal Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University
From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.
Read ArticleQuick Rent Budget Calculator
How much rent can you afford?
The common "Rule of Thumb" is that rent should be no more than 30% of your income. How much is that? Enter your monthly income and click "Calculate My Budget" to find out.
Pet Friendly LifestyleMadison Square, Chicago, IL
Ranked #83
Among cities in Illinois for Apartment listings with Pet Friendly Amenities.
Pet Friendliness Lifestyle Score
2.5Pet Friendly
Frequently Asked Questions about 1 Bedroom Madison Square Apartments
What is the largest available 1 Bedroom Madison Square Apartment for rent?
Today's apartment with the most square footage in Madison Square is a 700 square feet unit starting from $1,155 at 5024 W Quincy.
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

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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.

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