
Homes for Rent in Southwest Chicago Neighborhood of Chicago, IL Under $2,000 (500 Rentals)


3324 S May St

937 E Hyde Park Blvd, Unit 3, Unit 3

6546 S Maryland Ave, Unit 3, Unit 3

9800 S Merrion Ave

899 S Plymouth Ct, Unit 1806, Unit 1806

899 S Plymouth Ct

2300 S Ridgeway Ave, Unit 2s, Unit 2s

2300 S Ridgeway Ave, Unit 3, Unit 3

7014 S Oglesby Ave, Unit Oglesby, Unit Oglesby
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6846 S Cornell Ave, Unit 2S, Unit 2S

5431 S Wolcott Ave, Unit Wolcott unit 1, Unit Wolcott unit 1

2307 E 70th Pl, Unit 214, Unit 214

8024 S Michigan Ave, Unit 2 West, Unit 2 West

4021 S Ellis Ave

2815 W 25th Pl

6200 S Ingleside Ave

6211 S Woodlawn Ave

5468 S Ridgewood Ct, Unit 2 - Room 1, Unit 2 - Room 1

7043 S East End Ave, Unit 2B
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.

1858 W 21st Pl, Unit Coach House

1420 W Taylor St, Unit Apt 2R

2503 E 84th St

7236 S Jeffery Blvd

7617 S Colfax Ave, Unit 203

6234 S Rhodes Ave, Unit 2

6234 S Rhodes Ave, Unit 2

7636 S Drexel Ave, Unit 2

7134 S Cornell Ave, Unit 2

1350 E 76th St, Unit 2
Explore the Windy City (But Watch for Falling Ice) - An Insider's Guide to Renting in Chicago
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7127 S Francisco Ave, Unit 2 Rear

12 N Long Ave, Unit 1A

5939 S Maplewood Ave, Unit 2

7047 S Michigan Ave, Unit 7047 S Michigan Ave #1

5625 S Princeton Ave, Unit Apt 3

8308 S Paulina St, Unit 3

5843 S Michigan Ave, Unit 2N

7617 S Colfax Ave, Unit 103

5411 S Michigan Ave, Unit 4

6751 S Clyde Ave, Unit GDN
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.

5618 S Michigan Ave, Unit GDN

8000 S Champlain Ave, Unit 8000-2

4319 S Michigan Ave, Unit 3

6725 S Clyde Ave, Unit 1F

3607 S King Dr, Unit 1

6225 W 64th Pl, Unit b

1657 S Central Park Ave, Unit Garden

8617 S Ashland Ave, Unit 3D

832 W 34th Pl, Unit 2

5207 S Bishop St, Unit 2
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.
Southwest Chicago, Chicago, IL Local Guide

How much does it cost to rent a home in Southwest Chicago?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Southwest Chicago 2 Bedroom Homes for Rent | $2,616 | $995 | $10,000+ |
| Southwest Chicago 3 Bedroom Homes for Rent | $2,575 | $850 | $7,200 |
| Southwest Chicago 4 Bedroom Homes for Rent | $3,189 | $750 | $10,000+ |
| Southwest Chicago 5 Bedroom Homes for Rent | $3,257 | $1,950 | $7,500 |
| Southwest Chicago 6 Bedroom Homes for Rent | $4,787 | $1,750 | $10,000+ |
Browse Homes for Rent in this Neighborhood
There are currently 500 rentals with your search options within a 2 mile radius of the Southwest Chicago Neighborhood of Chicago, IL.
Explore Chicago
Southwest Chicago, Chicago, IL Local Guide
- Nearby Chicago neighborhoods
- Nearby Cities
- ZIP codes
- Local Counties
- School Districts
A 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.
Pet Friendly LifestyleSouthwest Chicago, Chicago, IL
Ranked #9
Among cities in Illinois for Apartment listings with Pet Friendly Amenities.
Pet Friendliness Lifestyle Score
4.0Pet Friendly
Best Local Schools in Southwest Chicago, Chicago, IL
Talman Elementary School
Gage Park High School
School data provided by Great Schools
Frequently Asked Questions about Southwest Chicago
What type of rentals are currently available in Southwest Chicago?
There are currently 7433 Apartments for Rent in Southwest Chicago, IL with pricing that ranges from $600 to $28,305. There are also 1211 Single Family Homes for rent, Condos, and Townhome rentals currently available in Southwest Chicago ranging from $630 to $58,000.
What is the current price range for Rental Homes in Southwest Chicago?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Southwest Chicago ranges from $630 to $58,000 with an average monthly rent of $2,908.
How much are larger Three and Four Bedroom Rentals in Southwest Chicago?
For those who are looking for larger living arrangements, Three Bedroom Apartments in Southwest Chicago range from $999 to $15,846, while Three Bedroom Homes, Condos, and Townhomes for rent range from $850 to $7,200. Four Bedroom Single-Family rentals are also available starting from $750 and Four Bedroom Apartments start at $970.
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

A Local Expert’s Guide To 10 Budget-Friendly Neighborhoods to Rent in Chicago
Written by: Nicole Harms
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.

Top Student Friendly Neighborhoods to Rent Near Colleges in Chicago
Written by: Nicole Harms
With world-class museums lining its streets, Chicago is a place people go to learn. It’s not surprising, therefore, that it’s also home to multiple colleges and universities with national and global reputations.

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.

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

A Seasoned Property Manager's Step-by-Step Guide to Getting Your Deposit Back
Written by: Lauren Harrington
I’m going to talk with you as a seasoned property manager and friend. So, let’s start with your security deposit. I want you to think about this guide as insider information. You deserve your deposit back.

Expert Solutions for Creating the Perfect Work-From-Home Apartment Layouts
Written by: Lauren Harrington
This article is based on first-hand experience managing apartment communities and helping renters adapt to their spaces after moving in.

What Does “Rent Burdened” Mean? How Much Rent Is Too Much
Written by: Lauren Harrington
This article draws from first-hand renter experiences and recurring financial challenges reported after moving in.

Maximizing Your Refund: Essential Tax Tips for Renters
Written by: Christine Leonard, Esq.
Other than tax professionals, I can’t think of anyone who looks forward to tax season. For everybody else, April is a stressful month to collect information and meet deadlines.