1042 S Oakley Blvd
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Luxury Homes for Rent in Southwest Chicago Neighborhood of Chicago, IL (495 Rentals)
The most luxurious Homes in the Southwest Chicago area of Chicago with high-end amenities, features, and finishes.
1322 S Wabash Ave
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1201 W Adams St
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733 S Wells St
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235 W Van Buren St
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2110 S Wabash Ave
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800 S Clark St
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125 S Green St
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1224 W Van Buren St
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1101 W Jackson Blvd
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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.
1133 S State St
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1400 S Michigan Ave
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1305 S Michigan Ave
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933 W Van Buren St
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1160 S Michigan Ave
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230 S Halsted St
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65 E Monroe St, Unit 4716F, Unit 4716F
65 E Monroe St
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4915 S Woodlawn Ave, Unit Coach House, Unit Coach House
4915 S Woodlawn Ave
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1524 S Sangamon St, Unit 711, Unit 711
1524 S Sangamon St
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779 W Adams St
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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!
1000 E 53rd St, Unit 1000 Condo, Unit 1000 Condo
1000 E 53rd St
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100 E 14th St
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1322 S Prairie Ave, Unit 609, Unit 609
1322 S Prairie Ave
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5120 S Mason Ave
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710 S Seeley St
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65 E Monroe St, Unit 1118A, Unit 1118A
65 E Monroe St
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1040 W Adams St, Unit 226, Unit 226
1040 W Adams St
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755 S Clark St
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111 W Polk St
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755 S Clark St
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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.
1909 S State St, Unit Unit 2, Unit Unit 2
1909 S State St
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1250 W Van Buren St, Unit #207, Unit #207
1250 W Van Buren St
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4940 S East End Ave, Unit 17A, Unit 17A
4940 S East End Ave
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111 S Morgan St, Unit 619, Unit 619
111 S Morgan St
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739 S Clark St
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701 S Dearborn St, Unit 1607, Unit 1607
701 S Dearborn St
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1464 S Michigan Ave, Unit 1202, Unit 1202
1464 S Michigan Ave
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770 W Gladys Ave, Unit 23E, Unit 23E
770 W Gladys Ave
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1720 S Michigan Ave, Unit 2603, Unit 2603
1720 S Michigan Ave
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611 S Wells St, Unit 1609, Unit 1609
611 S Wells St
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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.
700 S Clark St, Unit 13D, Unit 13D
700 S Clark St
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1111 S Wabash Ave, Unit 23D, Unit 23D
1111 S Wabash Ave
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621 S Plymouth Ct, Unit 307, Unit 307
621 S Plymouth Ct
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500 S Clinton St, Unit 510, Unit 510
500 S Clinton St
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1600 S Indiana Ave, Unit 1310, Unit 1310
1600 S Indiana Ave
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2 S Leavitt St, Unit 212, Unit 212
2 S Leavitt St
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235 W Van Buren St, Unit 4114, Unit 4114
235 W Van Buren St
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1400 S Michigan Ave, Unit 5A, Unit 5A
1400 S Michigan Ave
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1040 W Adams St, Unit 467, Unit 467
1040 W Adams St
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235 W Van Buren St, Unit 1320, Unit 1320
235 W Van Buren St
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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.
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 | $2,448 | $1,100 | $5,103 |
| Southwest Chicago 3 Bedroom Homes for Rent | $2,528 | $1,200 | $7,300 |
| Southwest Chicago 4 Bedroom Homes for Rent | $2,964 | $930 | $10,000+ |
| Southwest Chicago 5 Bedroom Homes for Rent | $3,165 | $1,210 | $7,500 |
| Southwest Chicago 6 Bedroom Homes for Rent | $5,608 | $2,900 | $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 495 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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10 Hidden Costs of Renting You Should Budget for Before Signing a Lease
Avoid financial stress when renting. Learn about the 10 most common hidden costs—from pet fees to utilities—you must budget for before you sign a lease.
Read Article
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.
Read ArticleBest 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 ArticleThe Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro
Moving is tough, especially long-distance. Learn how to minimize stress & expenses with proven strategies from a real estate pro, covering everything from logistics to finances.
Read ArticleCash or credit? Understanding the Importance of Credit Score in Real Estate and Renting
Discover how your credit score impacts your ability to lease or buy a home. Learn how credit scores are determined, how to check yours, and strategies to improve it for real estate success.
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 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 #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 (344)
4 out of 10
Gage Park High School
City Of Chicago School District 299
Public School - Grades 9-12 (415)
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 7470 Apartments for Rent in Southwest Chicago, IL with pricing that ranges from $600 to $29,645. There are also 1231 Single Family Homes for rent, Condos, and Townhome rentals currently available in Southwest Chicago ranging from $625 to $12,750.
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 $625 to $12,750 with an average monthly rent of $2,956.
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 $900 to $25,822, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,200 to $7,300. Four Bedroom Single-Family rentals are also available starting from $930 and Four Bedroom Apartments start at $879.
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
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.
18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property
Written by: Lauren Harrington
Renting your next home can feel thrilling and overwhelming at the same time.
A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment
Written by: Bob Mallory
Packing up everything you own to move is so stressful for many that ending your apartment lease can feel like a small or unimportant task. Ending your lease involves more than simply turning over your keys on the last day.