950 W Monroe St, Unit 414
950 W Monroe St
ChicagoIL60607
Luxury Homes for Rent in the Southwest Chicago Neighborhood of Chicago, IL (454 Rentals)
The most luxurious Homes in the Southwest Chicago area of Chicago with high-end amenities, features, and finishes.
1250 W Van Buren St, Unit 615
1250 W Van Buren St
ChicagoIL60607
419 W Root St
ChicagoIL60609
1322 S Wabash Ave
ChicagoIL60605
1201 W Adams St
ChicagoIL60607
235 W Van Buren St
ChicagoIL60607
125 S Green St
ChicagoIL60607
1224 W Van Buren St
ChicagoIL60607
1101 W Jackson Blvd
ChicagoIL60607
2110 S Wabash Ave
ChicagoIL60616
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.
1305 S Michigan Ave
ChicagoIL60605
1160 S Michigan Ave
ChicagoIL60605
910 S Michigan Ave, Unit 1306
910 S Michigan Ave
ChicagoIL60605
910 S Michigan Ave, Unit 1306
910 S Michigan Ave
ChicagoIL60605
5551 S Kimbark Ave, Unit 17
5551 S Kimbark Ave
ChicagoIL60637
770 W Gladys Ave, Unit 23E
770 W Gladys Ave
ChicagoIL60661
235 W Van Buren St, Unit #3310
235 W Van Buren St
ChicagoIL60607
779 W Adams St
ChicagoIL60661
1450 E 55th Pl, Unit 717S
1450 E 55th Pl
ChicagoIL60637
755 S Clark St
ChicagoIL60605
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.
1136 S Delano Ct W
ChicagoIL60605
1060 W Van Buren St, Unit 906
1060 W Van Buren St
ChicagoIL60607
5120 S Mason Ave
ChicagoIL60638
910 S Michigan Ave
ChicagoIL60605
701 S Dearborn St, Unit 1607
701 S Dearborn St
ChicagoIL60605
1525 S Michigan Ave, Unit 303
1525 S Michigan Ave
ChicagoIL60605
6 S Laflin St, Unit 818
6 S Laflin St
ChicagoIL60607
111 W Polk St
ChicagoIL60605
565 W Quincy St
ChicagoIL60661
65 E Monroe St, Unit 1118A
65 E Monroe St
ChicagoIL60603
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!
9216 S Avalon Ave
ChicagoIL60619
933 W Van Buren St
ChicagoIL60607
625 W Jackson Blvd, Unit 803
625 W Jackson Blvd
ChicagoIL60661
1150 S Michigan Ave, Unit 510E
1150 S Michigan Ave
ChicagoIL60605
6110 S Kimbark Ave, Unit Kimbark 2
6110 S Kimbark Ave
ChicagoIL60637
210 S Desplaines St, Unit 1806
210 S Desplaines St
ChicagoIL60661
1042 S Oakley Blvd
ChicagoIL60612
1819 S Michigan Ave, Unit 1002
1819 S Michigan Ave
ChicagoIL60616
811 S Lytle St, Unit 511
811 S Lytle St
ChicagoIL60607
850 W Jackson Blvd, Unit 13E
850 W Jackson Blvd
ChicagoIL60607
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.
728 W Jackson Blvd, Unit 724
728 W Jackson Blvd
ChicagoIL60661
6 S Laflin St, Unit # 0818
6 S Laflin St
ChicagoIL60607
6 S Laflin St, Unit 818
6 S Laflin St
ChicagoIL60607
4915 S Woodlawn Ave, Unit Coach House
4915 S Woodlawn Ave
ChicagoIL60615
933 W Van Buren St, Unit 302
933 W Van Buren St
ChicagoIL60607
1000 W Adams St, Unit 421
1000 W Adams St
ChicagoIL60607
1000 W Adams St, Unit 615
1000 W Adams St
ChicagoIL60607
235 W Van Buren St, Unit 1320
235 W Van Buren St
ChicagoIL60607
4222 S Indiana Ave, Unit 1
4222 S Indiana Ave
ChicagoIL60653
336 S Halsted St
ChicagoIL60661
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 10
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 | $2,678 | $880 | $10,000+ |
| Southwest Chicago 3 Bedroom Homes for Rent | $2,566 | $700 | $8,500 |
| Southwest Chicago 4 Bedroom Homes for Rent | $2,773 | $1,160 | $6,800 |
| Southwest Chicago 5 Bedroom Homes for Rent | $3,941 | $2,400 | $6,395 |
| Southwest Chicago 6 Bedroom Homes for Rent | $5,170 | $2,300 | $10,000+ |
| Southwest Chicago 7 Bedroom Homes for Rent | $3,495 | $3,300 | $3,690 |
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 454 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
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
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.
Write a Review
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 $700 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 $700 to $58,000 with an average monthly rent of $2,569.
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 $700 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.