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$1,2502 Bedroom Apartments Available Now
4622 W Jackson Blvd, Unit 2
4622 W Jackson BlvdChicago, IL 60644
Cheap 2 Bedroom Apartments for Rent in the Madison Square Neighborhood of Chicago, IL from $1,250 (29 Rentals)
346 N Laramie Ave, Unit 2N
346 N Laramie Ave
ChicagoIL60644
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$1,500
Total Monthly Price
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$1,500
Total Monthly Price
$1,500
4318 W Monroe St, Unit 1st floor
4318 W Monroe StChicago, IL 60624
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2 Bedroom Apartments
La Rose Apartments
5501 W Monroe StChicago, IL 60644
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2 Bedroom Apartments
5201 W Washington Blvd (old)
5201 W Washington BlvdChicago, IL 60644
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2 Bedroom Apartments
5100 W Madison
5100-5104 W Madison StChicago, IL 60644
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2 Bedroom Apartments
400 S Kilbourn Ave
400 S Kilbourn AveChicago, IL 60624
Best Places to Live Near Chicago: 5 Cities That Keep the Windy City Accessible
Looking for a rental near Chicago? These five cities offer excellent options! From small-town charm to excellent business options, you can't go wrong!
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2 Bedroom Apartments
Pangea Apartments
5448 W Adams StChicago, IL 60644
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2 Bedroom Apartments
4815 W Monroe St
4815 W Monroe StChicago, IL 60644
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2 Bedroom Apartments
701 N Lotus Ave
701 N Lotus AveChicago, IL 60644
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2 Bedroom Apartments
5100 W Monroe
5100-5104 W Monroe StChicago, IL 60644
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2 Bedroom Apartments
Jade Apartments
1-15 N Keeler AveChicago, IL 60624
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2 Bedroom Apartments
Pine North
542 N Pine AveChicago, IL 60644
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2 Bedroom Apartments
5328 W Harrison
5328 W Harrison StChicago, IL 60644
Rent According to Income: A Look at Income-Restricted Rentals
Find income-restricted rentals and housing subsidies. Explore government programs designed to help low-income families secure stable, affordable housing.
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2 Bedroom Apartments
400 S Laramie
400 S Laramie AveChicago, IL 60644
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2 Bedroom Apartments
418 S Laramie
418-424 S Laramie AveChicago, IL 60644
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2 Bedroom Apartments
708 S Karlov
708-14 S Karlov AveChicago, IL 60624
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2 Bedroom Apartments
4641 W Jackson Blvd
4641 W Jackson BlvdChicago, IL 60644
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2 Bedroom Apartments
5500 W Van Buren
5500 W Van Buren StChicago, IL 60644
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2 Bedroom Apartments
5101 W Monroe
5101-5103 W Monroe StChicago, IL 60644
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2 Bedroom Apartments
634 N Lamon
634 N Lamon AveChicago, IL 60644
Chicago Relocation 101: Mastering Utilities, Registration, and the CTA
Moving to Chicago? This essential relocation guide offers a complete checklist for new residents, covering finding the right neighborhood, setting up utilities (ComEd, People’s Gas), and mastering high-rise moving logistics and vehicle registration.
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2 Bedroom Apartments
4152 W Lake
4152-4156 W Lake StChicago, IL 60624
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2 Bedroom Apartments
4443 W Gladys Ave
4443 W Gladys AveChicago, IL 60624
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2 Bedroom Apartments
5314 W Washington
5201-5207 W Washington BlvdChicago, IL 60644
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2 Bedroom Apartments
5036 W Quincy St
5036 W Quincy StChicago, IL 60644
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2 Bedroom Apartments
4700 W Flournoy
4700 W Flournoy StChicago, IL 60644
5145 W Ferdinand St
ChicagoIL60644
520 N Long Ave
ChicagoIL60644
Explore the Windy City (But Watch for Falling Ice) - An Insider's Guide to Renting in Chicago
Learn about the best things about living in Chicago from a local in the Insiders Guide to Renting in Chicago. Find your perfect Chicago apartment today!
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2 Bedroom Apartments
5223-5225 W Washington Blvd
5223-5225 W Washington BlvdChicago, IL 60644
Showing Results 1-29, Page 1 of 1
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 | $1,099 | $975 | $1,200 |
Madison Square 2 Bedroom Apartments | $2,981 | $1,250 | $10,000+ |
| Madison Square 3 Bedroom Apartments | $2,000 | $1,700 | $2,300 |
| Madison Square 4 Bedroom Apartments | $1,800 | $1,800 | $1,800 |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Browse Apartments in this Neighborhood
There are currently 29 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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Don't Settle: How to Negotiate Your Apartment Lease and Save Money
Discover the insider tips from an attorney and real estate agent on how to negotiate your next apartment lease. Find out what's on the table and what's not, so you can save money and get the best terms possible.
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Best Neighborhoods to Rent in Near Chicago's Top Employers: A Guide for Renters
A Local Expert's Guide to The 10 Best Chicago Neighborhoods near Major Local Employers. Find your perfect Chicago, IL apartment, condo, or rental home today at ApartmentHomeLiving.com
Read ArticleA Local Expert's Top Student Friendly Neighborhoods to Rent Near Colleges in Chicago
A Local Expert's guide to the Best Student Friendly Neighborhoods Near Colleges in the Chicago, IL metro area for affordable living. Find your perfect Chicago Student apartment, condo, or rental home today at ApartmentHomeliving.com
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.
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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.
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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 Cheap Madison Square Apartments
How much is rent for a Cheap One Bedroom Madison Square Apartment?
The lowest price for a Cheap One Bedroom Madison Square Apartment is $1,200 at Pine North.
What is the lowest price for a Cheap Two Bedroom Madison Square Apartment for rent?
Today's best deal for a Cheap Two Bedroom Apartment in Madison Square is starting from $1,200 at Pine North.
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
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.
Best Neighborhoods to Rent in Near Chicago's Top Employers
Written by: Nicole Harms
Whenever life takes me into the city, I’m always impressed with the sheer amount of industry and commerce that it holds. With all of that commerce comes a wide range of employment options.
Articles, How-To's, and Tips
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.
How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Written by: Robin Stewart
Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.
Pet-Friendly Renting: Everything You Need to Know Before You Move
Written by: Christine Leonard, Esq.
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.