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1 to 3 Bedroom Apartments
127 Central
127 N Central AveChicago, IL 60644
Apartments for Rent in the Madison Square Neighborhood of Chicago, IL (327 Rentals) Page 7 of 7
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2 to 4 Bedroom Apartments
230-234 N Pine Ave
230-234 N Pine AveChicago, IL 60644
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1 to 2 Bedroom Apartments
238 N Pine Ave
238 N Pine AveChicago, IL 60644
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2 Bedroom Apartments
Boulevard Commons
149-151 N Central AveChicago, IL 60644
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1 to 3 Bedroom Apartments
Guyon Apartments
116 N Pulaski AveChicago, IL 60624
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2 to 3 Bedroom Apartments
Central Pine
315 S Central AveChicago, IL 60644
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2 to 3 Bedroom Apartments
300 N Pine Ave
300 N Pine AveChicago, IL 60644
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Studio Apartments
215 N Central Ave
215 N Central AveChicago, IL 60644
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1 to 3 Bedroom Apartments
219-227 N Central Ave
219-227 N Central AveChicago, IL 60644
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Studio to 4 Bedroom Apartments
330 N Pine
330 N Pine AveChicago, IL 60644
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1 to 3 Bedroom Apartments
600-602 N Lorel Ave
600-602 N Lorel AveChicago, IL 60644
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1 to 3 Bedroom Apartments
347-351 S Central Ave
347-351 S Central AveChicago, IL 60644
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1 to 2 Bedroom Apartments
5440 W Ferdinand St
5440 W Ferdinand StChicago, IL 60644
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1 to 3 Bedroom Apartments
Whitmore Apartments
421-425 S Central AveChicago, IL 60644
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Studio to 3 Bedroom Apartments
701 S Karlov
701 S Karlov AveChicago, IL 60624
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1 to 2 Bedroom Apartments
Pine Race II Apartments
541-551 N Pine AveChicago, IL 60644
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1 to 3 Bedroom Apartments
423 N Central
423 N Central AveChicago, IL 60644
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1 to 2 Bedroom Apartments
431-439 N Central Ave
431-439 N Central AveChicago, IL 60644
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Studio to 2 Bedroom Apartments
Pine North
542 N Pine AveChicago, IL 60644
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Studio Apartments
441-449 N Central Ave
441-449 N Central AveChicago, IL 60644
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2 to 3 Bedroom Apartments
701 N Lotus Ave
701 N Lotus AveChicago, IL 60644
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2 to 3 Bedroom Apartments
617-619 N Central Ave
617-619 N Central AveChicago, IL 60644
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Studio to 4 Bedroom Apartments
654 N Pine
654 N Pine AveChicago, IL 60644
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Studio to 3 Bedroom Apartments
1115 S Karlov
1115 S Karlov AveChicago, IL 60624
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1 to 2 Bedroom Apartments
723 N Central
723-725 N Central AveChicago, IL 60644
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1 to 2 Bedroom Apartments
729 N Central
729 N Central AveChicago, IL 60644
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1 Bedroom Apartments
Pine Central Apartments
743-755 N Central AveChicago, IL 60644
Showing Results 301-327, Page 7 of 7
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 | $1,075 | $975 | $1,200 |
| Madison Square 2 Bedroom Apartments | $2,422 | $1,110 | $10,000+ |
| Madison Square 3 Bedroom Apartments | $1,808 | $1,350 | $2,175 |
| Madison Square 4 Bedroom Apartments | $1,800 | $1,800 | $1,800 |
How much does it cost to rent a home in Madison Square?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| 2 Bedroom Homes | $1,602 | $1,400 | $1,775 |
| 3 Bedroom Homes | $1,710 | $1,500 | $1,950 |
| 4 Bedroom Homes | $2,200 | $1,700 | $2,500 |
Browse Apartments in this Neighborhood
There are currently 327 rentals with your search options within a 1 mile radius of the Madison Square Neighborhood of Chicago, IL.
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Frequently Asked Questions about Madison Square
What is the current pricing and availability for apartments for rent in the Madison Square area of Chicago, IL?
As of today, August 18, 2026, there are currently 327 available Madison Square apartments priced from $890 to $10,063, with an average monthly rent of $1,931.
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 $975 to $1,200 with an average monthly rent of $1,075.
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 $1,110 to $10,063. Today's average rental price for Two Bedrooms here is $2,422.
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 $1,350 to $2,175 - averaging $1,808 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
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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.
Chicago Relocation 101: Mastering Utilities, Registration, and the CTA
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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.