close
View Me
2 Bedroom Apartments
4900 W Madison St
4900 W Madison StChicago, IL 60644
2 Bedroom Apartments for Rent in the Madison Square Neighborhood of Chicago, IL (201 Rentals) Page 3 of 5
close
View Me
2 Bedroom Apartments
4700-4702 W Adams St
4700-4702 W Adams StChicago, IL 60644
close
View Me
2 Bedroom Apartments
4828 W Adams St
4828 W Adams StChicago, IL 60644
close
View Me
2 Bedroom Apartments
311-315 N Long Ave
311-315 N Long AveChicago, IL 60644
close
View Me
2 Bedroom Apartments
5014-5018 W West End Ave
5014-5018 W West End AveChicago, IL 60644
close
View Me
2 Bedroom Apartments
5209 W Ferdinand St
5209 W Ferdinand StChicago, IL 60644
close
View Me
2 Bedroom Apartments
4655-4657 W Monroe St
4655-4657 W Monroe StChicago, IL 60644
close
View Me
2 Bedroom Apartments
600 Laramie
600 LaramieChicago, IL 60644
close
View Me
2 Bedroom Apartments
5234 W Washington Blvd
5234 W Washington BlvdChicago, IL 60644
close
View Me
2 Bedroom Apartments
4412 W Monroe St
4412 W Monroe StChicago, IL 60624
Roommate Matching: Finding the Right Fit and Avoiding Pitfalls
When searching for a roommate, follow this list of essential steps and set clear expectations to create a solid foundation for a harmonious living situation.
close
View Me
2 Bedroom Apartments
605 N Lavergne Ave
605 N Lavergne AveChicago, IL 60644
close
View Me
2 Bedroom Apartments
4035 W Lexington St
4035 W Lexington StChicago, IL 60624
close
View Me
2 Bedroom Apartments
Adams / Lockwood Apartments
5300-5306 W Adams StChicago, IL 60644
close
View Me
2 Bedroom Apartments
5137 W Washington
5137 W WashingtonChicago, IL 60644
close
View Me
2 Bedroom Apartments
5000 W Monroe St
5000 W Monroe StChicago, IL 60644
close
View Me
2 Bedroom Apartments
5250-5256 W Fulton Ave
5250-5256 W Fulton AveChicago, IL 60644
close
View Me
2 Bedroom Apartments
5436-5438 W Ferdinand St
5436-5438 W Ferdinand StChicago, IL 60644
close
View Me
2 Bedroom Apartments
La Rose Apartments
5501 W Monroe StChicago, IL 60644
close
View Me
2 Bedroom Apartments
5201 W Washington Blvd (old)
5201 W Washington BlvdChicago, IL 60644
close
View Me
2 Bedroom Apartments
5100 W Madison
5100-5104 W Madison StChicago, IL 60644
The Art of the Rental Viewing: What to look for during a property tour
Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.
close
View Me
2 Bedroom Apartments
5328 W Harrison
5328 W Harrison StChicago, IL 60644
close
View Me
2 Bedroom Apartments
Pangea Apartments
5448 W Adams StChicago, IL 60644
close
View Me
2 Bedroom Apartments
5100 W Monroe
5100-5104 W Monroe StChicago, IL 60644
close
View Me
2 Bedroom Apartments
Pine North
542 N Pine AveChicago, IL 60644
close
View Me
2 Bedroom Apartments
418 S Laramie
418-424 S Laramie AveChicago, IL 60644
close
View Me
2 Bedroom Apartments
701 S Karlov
701 S Karlov AveChicago, IL 60624
close
View Me
2 Bedroom Apartments
400 S Kilbourn Ave
400 S Kilbourn AveChicago, IL 60624
close
View Me
2 Bedroom Apartments
5500 W Van Buren
5500 W Van Buren StChicago, IL 60644
close
View Me
2 Bedroom Apartments
4641 W Jackson Blvd
4641 W Jackson BlvdChicago, IL 60644
close
View Me
2 Bedroom Apartments
729 N Central
729 N Central AveChicago, IL 60644
Smart Renter's Guide: Calculating Affordable Rent & Housing Costs
Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.
close
View Me
2 Bedroom Apartments
634 N Lamon
634 N Lamon AveChicago, IL 60644
close
View Me
2 Bedroom Apartments
4152 W Lake
4152-4156 W Lake StChicago, IL 60624
close
View Me
2 Bedroom Apartments
5314 W Washington
5201-5207 W Washington BlvdChicago, IL 60644
close
View Me
2 Bedroom Apartments
5101 W Monroe
5101-5103 W Monroe StChicago, IL 60644
close
View Me
2 Bedroom Apartments
4700 W Flournoy
4700 W Flournoy StChicago, IL 60644
close
View Me
2 Bedroom Apartments
Jade Apartments
1-15 N Keeler AveChicago, IL 60624
close
View Me
2 Bedroom Apartments
5036 W Quincy St
5036 W Quincy StChicago, IL 60644
close
View Me
2 Bedroom Apartments
148 N La Crosse
148 N La Crosse AveChicago, IL 60644
close
View Me
2 Bedroom Apartments
617-619 N Central Ave
617-619 N Central AveChicago, IL 60644
close
View Me
2 Bedroom Apartments
200 N Kenneth
200 N Kenneth AveChicago, IL 60624
Renting Smart: Lease Basics Every Renter Needs
Demystify Your Rental Lease. Learn the basics about renting, deposits, and tenant/landlord responsibilities. Rent smart and avoid surprises. | Renter University at ApartmentHomeLiving.com
close
View Me
2 Bedroom Apartments
16-18 N Lorel Ave
16-18 N Lorel AveChicago, IL 60644
close
View Me
2 Bedroom Apartments
127 Central
127 N Central AveChicago, IL 60644
close
View Me
2 Bedroom Apartments
5235 W Lake St
5235 W Lake StChicago, IL 60644
close
View Me
2 Bedroom Apartments
518 S Laramie Ave
518 S Laramie AveChicago, IL 60644
close
View Me
2 Bedroom Apartments
Washington Lotus
5417-5429 W Washington BlvdChicago, IL 60644
close
View Me
2 Bedroom Apartments
5200-5210 W Quincy St
5200-5210 W Quincy StChicago, IL 60644
close
View Me
2 Bedroom Apartments
5334-5362 W Madison St
5334-5362 W Madison StChicago, IL 60644
close
View Me
2 Bedroom Apartments
Guyon Apartments
116 N Pulaski AveChicago, IL 60624
close
View Me
2 Bedroom Apartments
4834 W Adams St
4834 W Adams StChicago, IL 60644
close
View Me
2 Bedroom Apartments
5263 W Congress
5263 W Congress PkyChicago, IL 60644
Showing Results 101-150, Page 3 of 5
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 | $1,100 | $1,000 | $1,200 |
Madison Square 2 Bedroom Apartments | $2,149 | $1,100 | $9,739 |
| Madison Square 3 Bedroom Apartments | $1,761 | $1,280 | $2,600 |
| Madison Square 4 Bedroom Apartments | $1,933 | $1,800 | $2,200 |
Browse Apartments in this Neighborhood
There are currently 201 rentals with your search options within a 1 mile radius of the Madison Square Neighborhood of Chicago, IL.
See all Apartments in ChicagoExplore Chicago
Let everyone know!
Do you know the Madison Square area?
If you’re an expert on all things Madison Square, tell us what you love (and don't) by rating it and writing a review.
Write a Review
Frequently Asked Questions about 2 Bedroom Madison Square Apartments
How much is the average rent for a 2 Bedroom Madison Square Apartment?
The average rent for a 2 Bedroom Apartment in Madison Square is $2,149.
What is the largest available 2 Bedroom Madison Square Apartment for rent?
Today's apartment with the most square footage in Madison Square is a 1,100 square feet unit starting from $1,500 at 5223-5225 W Washington Blvd.
What is the average size for Madison Square 2 Bedroom Apartments for rent?
The average size for a 2 Bedroom rental in Madison Square is currently 1,008 sq ft.
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
Written by: Nicole Harms
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
Written by: Nicole Harms
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
Exploring Rental Options: Apartments, Townhomes, and Lofts - Oh My!
Written by: Robin Stewart
Where do you see yourself? When you think of home, sweet home, are you in a 3/2 apartment? Dreaming of a tall townhome? Maybe an industrial loft heavy on cool vibes is on your visioning board.
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.