310 S Michigan Ave, Unit 1108
310 S Michigan Ave
ChicagoIL60604
2 Bedroom Homes for Rent in Southwest Chicago Neighborhood of Chicago, IL (415 Rentals)
210 S Desplaines St, Unit 901
210 S Desplaines St
ChicagoIL60661
6 S Laflin St, Unit 911S
6 S Laflin St
ChicagoIL60607
3601 W 79th St
ChicagoIL60652
8024 S Michigan Ave, Unit 2 West
8024 S Michigan Ave
ChicagoIL60619
7014 S Oglesby Ave, Unit Oglesby
7014 S Oglesby Ave
ChicagoIL60649
6846 S Cornell Ave, Unit 2S
6846 S Cornell Ave
ChicagoIL60649
8900 S Dauphin Ave
ChicagoIL60619
6230 S Newland Ave, Unit 1S
6230 S Newland Ave
ChicagoIL60638
3324 S May St
ChicagoIL60608
Renting with Roommates: Realistic Expectations for Shared Lease
Sharing a lease? Learn how to set clear expectations with your roommates on routines, bills, and cleaning to ensure a successful and peaceful shared living arrangement.
5300 S Shore Dr, Unit 44B
5300 S Shore Dr
ChicagoIL60615
1400 E 55th Pl, Unit 403S
1400 E 55th Pl
ChicagoIL60637
1845 S Michigan Ave, Unit 01204
1845 S Michigan Ave
ChicagoIL60616
937 E Hyde Park Blvd, Unit 3
937 E Hyde Park Blvd
ChicagoIL60615
50 E 37th St
ChicagoIL60653
2135 W Adams St, Unit 02
2135 W Adams St
ChicagoIL60612
5551 S Kimbark Ave, Unit 17
5551 S Kimbark Ave
ChicagoIL60637
4800 S Chicago Beach Dr, Unit 1102N
4800 S Chicago Beach Dr
ChicagoIL60615
1620 S Michigan Ave, Unit 825
1620 S Michigan Ave
ChicagoIL60616
235 W Van Buren St, Unit 2113
235 W Van Buren St
ChicagoIL60607
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.
1151 W 14th Pl, Unit 137
1151 W 14th Pl
ChicagoIL60608
235 W Van Buren St, Unit 2113
235 W Van Buren St
ChicagoIL60607
1151 W 14th Pl, Unit 206
1151 W 14th Pl
ChicagoIL60608
811 W 15th Pl, Unit 815
811 W 15th Pl
ChicagoIL60608
815 S Western Ave, Unit 2
815 S Western Ave
ChicagoIL60612
235 W Van Buren St, Unit 1320
235 W Van Buren St
ChicagoIL60607
235 W Van Buren St
ChicagoIL60607
1001 W 15th St, Unit 416
1001 W 15th St
ChicagoIL60608
6 S Laflin St, Unit 724
6 S Laflin St
ChicagoIL60607
680 S Federal St, Unit 301
680 S Federal St
ChicagoIL60605
Navigating the Rental Market: Tips for First-Time Renters
Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.
701 S Wells St, Unit 1405
701 S Wells St
ChicagoIL60607
1305 S Michigan Ave
ChicagoIL60605
313 S Peoria St, Unit 12D
313 S Peoria St
ChicagoIL60607
233 E 13th St, Unit 2501
233 E 13th St
ChicagoIL60605
1250 W Van Buren St, Unit 605
1250 W Van Buren St
ChicagoIL60607
1160 S Michigan Ave
ChicagoIL60605
1250 S Michigan Ave, Unit 02208
1250 S Michigan Ave
ChicagoIL60605
1305 S Michigan Ave, Unit 1506
1305 S Michigan Ave
ChicagoIL60605
1330 W Monroe St, Unit 204
1330 W Monroe St
ChicagoIL60607
235 W Van Buren St
ChicagoIL60607
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
933 W Van Buren St
ChicagoIL60607
1151 W 15th St, Unit 414
1151 W 15th St
ChicagoIL60608
1345 S Wabash Ave, Unit 703
1345 S Wabash Ave
ChicagoIL60605
125 E 13th St, Unit 1303
125 E 13th St
ChicagoIL60605
1322 S Wabash Ave
ChicagoIL60605
50 E 16th St, Unit 2 bed corner in south loop
50 E 16th St
ChicagoIL60616
1315 S Wabash Ave, Unit 507
1315 S Wabash Ave
ChicagoIL60605
732 S Financial Pl, Unit W723
732 S Financial Pl
ChicagoIL60605
1250 W Van Buren St, Unit # 0514
1250 W Van Buren St
ChicagoIL60607
910 S Michigan Ave
ChicagoIL60605
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!
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 | $2,645 | $995 | $10,000+ |
| Southwest Chicago 3 Bedroom Homes for Rent | $2,552 | $850 | $6,450 |
| Southwest Chicago 4 Bedroom Homes for Rent | $3,099 | $750 | $10,000+ |
| Southwest Chicago 5 Bedroom Homes for Rent | $3,428 | $2,000 | $5,000 |
| Southwest Chicago 6 Bedroom Homes for Rent | $4,787 | $1,750 | $10,000+ |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Browse Homes for Rent in this Neighborhood
There are currently 415 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
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- Local Counties
- School Districts
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 Article
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.
Let everyone know!
Do you know the Southwest Chicago area?
If you’re an expert on all things Southwest Chicago, tell us what you love (and don't) by rating it and writing a review.
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Pet Friendly LifestyleSouthwest Chicago, Chicago, IL
Ranked #13
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
City Of Chicago School District 299
Public School - Grades PK-8 (332)
7 out of 10
Gage Park High School
City Of Chicago School District 299
Public School - Grades 9-12 (329)
1 out of 10
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 7452 Apartments for Rent in Southwest Chicago, IL with pricing that ranges from $600 to $29,600. There are also 1104 Single Family Homes for rent, Condos, and Townhome rentals currently available in Southwest Chicago ranging from $750 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 $750 to $58,000 with an average monthly rent of $2,923.
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 $14,465, while Three Bedroom Homes, Condos, and Townhomes for rent range from $850 to $6,450. 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
Neighborhood and Market Insights: How to Choose the Right Area to Rent
Written by: Robin Stewart
Apartment-hunting can be a gargantuan task. Renters have a wish list of items—some luxuries, some necessities—but finding what you seek in the right place is perhaps the most important part of the journey.
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.