950 W Monroe St, Unit 414
950 W Monroe St
ChicagoIL60607
Condos for Rent in the Southwest Chicago Neighborhood of Chicago, IL (521 Rentals)
1250 W Van Buren St, Unit 615
1250 W Van Buren St
ChicagoIL60607
7337 S South Shore Dr, Unit 1421
7337 S South Shore Dr
ChicagoIL60649
1367 E 53rd St, Unit 3
1367 E 53rd St
ChicagoIL60615
2901 S Michigan Ave, Unit Orange Sunset 2901 S Mich
2901 S Michigan Ave
ChicagoIL60616
7724 S Marshfield Ave, Unit Garden Apt
7724 S Marshfield Ave
ChicagoIL60620
1700 E 56th St, Unit 2406
1700 E 56th St
ChicagoIL60637
6319 S Oak Park Ave, Unit 1A
6319 S Oak Park Ave
ChicagoIL60638
6035 S Saint Lawrence Ave, Unit gs
6035 S Saint Lawrence Ave
ChicagoIL60637
7836 S East End Ave, Unit 1
7836 S East End Ave
ChicagoIL60649
The Windy City Price Tag: Your Complete Guide to the Cost of Living in Chicago
Chicago may cost more than the national average, but with the right neighborhood, a smart transit strategy, and a few local insider tips, living well in the Windy City is more achievable than you might think. Our local expert breaks down everything from rent and groceries to transportation and healthcare so you can plan your move with confidence.
1400 E 55th Pl, Unit 411S
1400 E 55th Pl
ChicagoIL60637
821 S Western Ave, Unit 2
821 S Western Ave
ChicagoIL60612
2031 W 23rd St, Unit 2
2031 W 23rd St
ChicagoIL60608
2921 S Michigan Ave, Unit #103
2921 S Michigan Ave
ChicagoIL60616
4800 S Chicago Beach Dr, Unit 1605
4800 S Chicago Beach Dr
ChicagoIL60615
1901 W 21st Pl, Unit 2r
1901 W 21st Pl
ChicagoIL60608
1001 W 16th St, Unit # 01R
1001 W 16th St
ChicagoIL60608
1001 W 16th St, Unit 1R
1001 W 16th St
ChicagoIL60608
3001 S Michigan Ave, Unit 1505
3001 S Michigan Ave
ChicagoIL60616
4800 S Chicago Beach Dr, Unit FURNISHED--On the Lake
4800 S Chicago Beach Dr
ChicagoIL60615
Renters Insurance 101: What It Is, What It Covers, and Why You Need It
From theft to fire to water damage, the unexpected can happen to any renter. Discover why renters insurance is one of the smartest and most affordable investments you can make as a tenant.
801 S Plymouth Ct, Unit 319
801 S Plymouth Ct
ChicagoIL60605
5457 S Ingleside Ave, Unit 1E
5457 S Ingleside Ave
ChicagoIL60615
630 S Clark St, Unit 3711
630 S Clark St
ChicagoIL60605
1322 S Wabash Ave
ChicagoIL60605
1400 S Michigan Ave, Unit 27G
1400 S Michigan Ave
ChicagoIL60605
1550 S Blue Island Ave, Unit 617
1550 S Blue Island Ave
ChicagoIL60608
1201 W Adams St
ChicagoIL60607
235 W Van Buren St
ChicagoIL60607
1 S Leavitt St, Unit 206
1 S Leavitt St
ChicagoIL60612
1 S Leavitt St, Unit 206
1 S Leavitt St
ChicagoIL60612
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!
1307 S Wabash Ave, Unit 305
1307 S Wabash Ave
ChicagoIL60605
701 S Wells St, Unit 803
701 S Wells St
ChicagoIL60607
222 W 26th St, Unit 205
222 W 26th St
ChicagoIL60616
3950 W 85th St, Unit 2E
3950 W 85th St
ChicagoIL60652
701 S Wells St, Unit 803
701 S Wells St
ChicagoIL60607
1464 S Michigan Ave, Unit 1008
1464 S Michigan Ave
ChicagoIL60605
125 S Green St
ChicagoIL60607
1224 W Van Buren St
ChicagoIL60607
5206 S Drexel Ave, Unit Drexel Ave
5206 S Drexel Ave
ChicagoIL60615
837 E 52nd St, Unit 3N
837 E 52nd St
ChicagoIL60615
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.
700 S Clark St, Unit 13D
700 S Clark St
ChicagoIL60605
1111 S Wabash Ave, Unit 23D
1111 S Wabash Ave
ChicagoIL60605
921 S Laflin St, Unit 02F
921 S Laflin St
ChicagoIL60607
1101 W Jackson Blvd
ChicagoIL60607
1043 W Madison St, Unit 27R
1043 W Madison St
ChicagoIL60607
705 S Clark St, Unit 44G
705 S Clark St
ChicagoIL60605
2110 S Wabash Ave
ChicagoIL60616
1717 S Prairie Ave, Unit 1307
1717 S Prairie Ave
ChicagoIL60616
1305 S Michigan Ave
ChicagoIL60605
1401 E 55th St, Unit 1016N
1401 E 55th St
ChicagoIL60615
How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Finding the right apartment starts with three things: location, cost, and amenities. Get the insider perspective from a real estate professional on how to nail all three.
Showing Results 1-50, Page 1 of 11
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 Condos for Rent | $3,059 | $1,250 | $10,000+ |
| Southwest Chicago 3 Bedroom Condos for Rent | $2,838 | $1,200 | $8,500 |
| Southwest Chicago 4 Bedroom Condos for Rent | $2,994 | $1,160 | $6,800 |
| Southwest Chicago 5 Bedroom Condos for Rent | $2,400 | $2,400 | $2,400 |
| Southwest Chicago 6 Bedroom Condos for Rent | $4,600 | $4,500 | $4,700 |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Browse Condos for Rent in this Neighborhood
There are currently 521 rentals with your search options within a 2 mile radius of the Southwest Chicago Neighborhood of Chicago, IL.
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Southwest Chicago, Chicago, IL Local Guide
- Nearby Chicago neighborhoods
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- Local Counties
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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 Article
Real 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 Article
Quick Rent Budget Calculator
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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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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 #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
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 7501 Apartments for Rent in Southwest Chicago, IL with pricing that ranges from $600 to $38,052. There are also 1099 Single Family Homes for rent, Condos, and Townhome rentals currently available in Southwest Chicago ranging from $900 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 $900 to $58,000 with an average monthly rent of $2,726.
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 $695 to $16,146, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,200 to $8,500. Four Bedroom Single-Family rentals are also available starting from $1,160 and Four Bedroom Apartments start at $1,025.
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
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.