
Apartments for Rent with Specials in the Southwest Chicago Neighborhood of Chicago, IL (48 Rentals)
Apartments in the Southwest Chicago area of Chicago with special offers and discounts available right now - opportunities to save money or get a month or more of free rent.


626 on the Park

5252

Aspire

NEMA Chicago

Total Monthly Price
1001 South State

East Park Tower

Shoreland

The Shelby
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!

Sentral Michigan Avenue

Total Monthly Price
The Van Buren

The Avra West Loop

The Jax

Total Monthly Price
The Cooper

River City Apartments

6900 S South Shore Drive

Madison Park Apartments

Millennium on LaSalle
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.

Total Monthly Price
The Trilogy at Hyde Park

Mayfair Apartments

Plaisance Apartments

Letterman Chicago

The Reed

1000M Apartments

The Alfred

1101 E. Hyde Park Boulevard

5715-5725 S. Kimbark Avenue
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!

The Del Prado

Park Michigan - 1212 S Michigan Ave

Drexel Grand

Ellis Court

2101 Michigan

Academy at Drexel

8201 S Ada St

7501-7509 S Stewart Ave

330 S. Wells St
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.

1018 E. 54th Street

5335-5345 S. Kimbark Avenue

1515 E. 54th Street

5229 S. Drexel Avenue

5405-5407 S. Woodlawn Avenue

1021 E 62nd St, Chicago, IL, 60637-2779

824 E 53rd St

Total Monthly Price
1724 S Ashland Ave, Unit 3L

Total Monthly Price
2050 W Cullerton St, Unit Garden
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.

4801 S Ashland Ave, Unit #2

Total Monthly Price
7935 S Dante Ave, Unit #1

Total Monthly Price
906 S Elmwood Ave, Unit #3
Southwest Chicago, Chicago, IL Local Guide

How much does it cost to rent an apartment in Southwest Chicago?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Southwest Chicago Studio Apartments | $1,751 | $600 | $9,940 |
| Southwest Chicago 1 Bedroom Apartments | $2,366 | $650 | $10,000+ |
| Southwest Chicago 2 Bedroom Apartments | $2,631 | $850 | $10,000+ |
| Southwest Chicago 3 Bedroom Apartments | $2,674 | $999 | $10,000+ |
| Southwest Chicago 4 Bedroom Apartments | $2,234 | $970 | $10,000+ |
| Southwest Chicago 5 Bedroom Apartments | $5,964 | $2,600 | $10,000+ |
| Southwest Chicago 6 Bedroom Apartments | $7,524 | $4,150 | $10,000+ |
Browse Apartments in this Neighborhood
There are currently 48 rentals with your search options within a 2 mile radius of the Southwest Chicago Neighborhood of Chicago, IL.
See all Apartments in ChicagoExplore Chicago
Southwest Chicago, Chicago, IL Local Guide
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Top Chicago Apartments in the Southwest Chicago Area with Move-In Specials Ending Soon
Specials updated: 06-03-2026Take advantage of these move-in and rent specials that are ending soon for top Southwest Chicago, IL apartments. Act fast and don’t miss out on an incredible deal on your perfect new place!
5252
Score your perfect home this World Cup summer. $500 off your first month with a new lease signed by June 30.Expires 06-04-2026
Sentral Michigan Avenue
One Month on Us! On all studios. Lease by 6/15. Call for details! Lease by 6/15. Call for Details!Expires 06-04-2026
Mayfair Apartments
Check out our NEW REDUCED RATES! Call us for more details.Expires 06-04-2026
Academy at Drexel
Get one month FREE when you sign a lease on a 3-bedroom unit!Expires 06-04-2026
1000M Apartments
Up to ONE MONTH FREE on select units. Contact the leasing office for details.Expires 06-04-2026
1515 E. 54th Street
Score your perfect home this World Cup summer. $500 off your first month with a new lease signed by June 30.Expires 06-04-2026
Plaisance Apartments
PAY NO SECURITY DEPOSIT! Contact us today for your personalized tour!Expires 06-04-2026
2101 Michigan
Enjoy an all-inclusive utility package! Rent INCLUDES cooking and heating gas, water, sewer, and trash removal. Household electricity is billed separately through ComEd.Expires 06-04-2026
The Jax
Call today to secure your next apartment home! * *Pricing Shown May Reflect Net Effective RentExpires 06-04-2026
1001 South State
Ask us how you can receive up to a half month base rent FREE! Minimum lease term applies. Other costs and fees excluded.Expires 06-04-2026
Newly Listed Move-In Specials offers for Apartments in Southwest Chicago, IL
Specials updated: 06-03-2026Here are the most recently added special offers for renters looking to find the best deals on apartments in Southwest Chicago, IL. Be sure to take advantage of some of the area’s top offers.
824 E 53rd St
Minimum Credit Score requirement is 600 & Minimum income Requirement is $3,000 NET income.Expires 06-30-2026
8201 S Ada St
Open House Hours Fridays: 5-6 p.m. (By Appt only) Please call: 773*768*8300 Ex. 2 Saturdays and Sundays: 10-12 p.m. No Security Deposit. Move in fee of $350.Expires 07-31-2026
The Jax
Call today to secure your next apartment home! * *Pricing Shown May Reflect Net Effective RentExpires 06-04-2026
1001 South State
Ask us how you can receive up to a half month base rent FREE! Minimum lease term applies. Other costs and fees excluded.Expires 06-04-2026
The Trilogy at Hyde Park
Move in today and get your second month rent FREE!Expires 06-04-2026
River City Apartments
LIMITED AVAILABILITY: Secure your 1-bedroom apartment for immediate, June, or July move-in—apply within 24 hours of touring to enjoy a $400 admin fee discount!Expires 06-04-2026
The Van Buren
Limited time special! Get your first month’s base rent FREE!* Select homes only. *Certain restrictions may apply. Minimum lease term applies. Other costs and fees excluded.Expires 06-04-2026
330 S. Wells St
Limited Availability--schedule a tour today to secure your apartment!Expires 06-04-2026
The Reed
Contact us to learn more about our current leasing specials. *Restrictions May ApplyExpires 06-04-2026
5252
Score your perfect home this World Cup summer. $500 off your first month with a new lease signed by June 30.Expires 06-04-2026
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 #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
Gage Park High School
School data provided by Great Schools
Frequently Asked Questions about Rent Specials Southwest Chicago Apartments
What is the Cheapest Rent Specials apartment in Southwest Chicago?
Currently the most affordable Rent Specials Apartment in Southwest Chicago is at 8201 S Ada St listed at $800.
How much is the average rent for a Rent Specials Southwest Chicago Apartment?
The average rent for a Rent Specials Apartment in Southwest Chicago is $2,850.
What is the largest Rent Specials Southwest Chicago Apartment for rent?
Today's Rent Specials apartment with the most square footage in Southwest Chicago is a 3,043 square feet unit starting from $3,095 at 5715-5725 S. Kimbark Avenue.
What is the average size for Southwest Chicago Rent Specials Apartments for rent?
The average size for a Rent Specials rental in Southwest Chicago is currently at 644 sq ft.
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

Creative Ways Developers Reimagine Retail Spaces as Residential Units
Written by: Robin Stewart
Adaptive reuse is when a commercial property is converted and repurposed. The real estate industry has embraced a growing number of these projects.

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.