close
View Me
Rent Specials
$1,740 - $3,500Special Offer
1 Month Free 1 Month FREE RENT
See More
Regents Park
5035 S East End AveChicago, IL 60615
Apartments for Rent with Specials in the Southwest Chicago Neighborhood of Chicago, IL (54 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.
close
View Me
Rent Specials
$1,885 - $2,785Special Offer
Specials Look & Lease Special: ONE MONTH FREE! SAVE BIG with our limited-time move-in specials! Select apartment homes now feature one month
See More
The Duncan
1515 W Monroe StChicago, IL 60607
close
View Me
Rent Specials
$3,220 - $4,695Special Offer
Discounts Score your perfect home this World Cup summer. $500 off your first month with a new lease signed by July 31.
See More
City Hyde Park
5105 S Harper AveChicago, IL 60615
close
View Me
Rent Specials
$1,245 - $2,465Special Offer
Discounts Score your perfect home this World Cup summer. $500 off your first month with a new lease signed by July 31.
See More
Drexel Grand
5220 S Drexel AveChicago, IL 60615
close
View Me
Rent Specials
$2,429 - $4,429Special Offer
1 Month Free Enjoy one month FREE when you move-in by 7/31! Offer valid on 12+ month lease terms. Please see a Leasing Consultant for detail
See More
Arrive South Loop
1935 S Wabash AveChicago, IL 60616
close
View Me
Rent Specials
$1,695 - $3,595Special Offer
Discounts Online Leasing Promo Code: The Perfect Match Special - Score your perfect home this World Cup summer. $500 off your first month w
See More
5550 S Dorchester
5550 S Dorchester AveChicago, IL 60637
close
View Me
Rent Specials
$2,995 - $4,195Special Offer
Specials PROMO - FREE MONTH ON ALL 1YR OR LONGER LEASES - MUST SIGN PRIOR AUG 1 2026
$695 MOVE FEE WAIVED ON APP COMPLETED W/IN 24 HRS OF SH
See More
224 S Ashland
224 S Ashland AveChicago, IL 60607
close
View Me
Rent Specials
$2,421 - $6,232Special Offer
Specials Up to One Month Free When you Lease by 8/15 - Call for Details! Apply within 48 hours of the tour for our look and lease special.
See More
Sentral Michigan Avenue
808 S Michigan AveChicago, IL 60605
close
View Me
Rent Specials
$3,039 - $9,722Special Offer
Specials Receive 1/2 Month Free on select units * Plus, $500 (Signature) and $1,000 (Skyline) Admin Fee Credit with our Look & Lease offer.
See More
NEMA Chicago
1210 S Indiana AveChicago, IL 60605
close
View Me
Rent Specials
$2,312 - $9,949
Total Monthly Price
Studio to 3 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,312 - $9,949
Total Monthly Price
Varies
1001 South State
1001 S State StChicago, IL 60605
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.
close
View Me
Rent Specials
$1,495 - $3,055Special Offer
1 Month Free 1 Months FREE RENT when you sign a lease before July 31st.
See More
East Park Tower
5242 S Hyde Park BlvdChicago, IL 60615
close
View Me
Rent Specials
$3,399 - $4,500Special Offer
Discounts Score your perfect home this World Cup summer. $500 off your first month with a new lease signed by July 31.
See More
5252
5252 S Cornell AveChicago, IL 60615
close
View Me
Rent Specials
$1,174 - $9,002Special Offer
Discounts Enjoy a $425 credit when you apply within 24 hours of touring and move in by July 31! Contact our leasing team for offer details a
See More
Prairie Shores
2937 South King DrChicago, IL 60616
close
View Me
Rent Specials
$1,199 - $5,997Special Offer
Specials RATES AS LOW AS $1,199 ON SELECT 4-BED FLOOR PLANS FOR FALL 2026
See More
626 on the Park
626 S Wabash AveChicago, IL 60605
close
View Me
Rent Specials
$2,726 - $6,558
Total Monthly Price
1 to 2 Bedroom Apartments Available Jul 27Total Monthly Price
Base Rent
$2,726 - $6,558
Total Monthly Price
Varies
The Van Buren
808 W Van Buren StChicago, IL 60607
close
View Me
Rent Specials
$2,025 - $3,320Special Offer
Specials Score your perfect home this World Cup summer. $500 off your first month with a new lease signed by July 31.
See More
Aspire
2111 S Wabash AveChicago, IL 60616
close
View Me
Rent Specials
$3,749 - $9,919Special Offer
Specials Limited-Time Special! Free Parking — Call for Details.
See More
Monroe Aberdeen Place
1050-1060 W Monroe StChicago, IL 60607
close
View Me
Rent Specials
$1,399 - $2,457Special Offer
Discounts Sign now for up to $200 off/installment on the D4 or D5 for $2,400 in savings!
Sign in all other floor plans to get $750 off + tou
See More
Straits Row
633 S La Salle StChicago, IL 60605
close
View Me
Rent Specials
$2,300 - $4,988Special Offer
1 Month Free Receive up to 1 month free on select units. Apply within 48 hours and receive 100% off your move-in fee. **Terms and Conditions
See More
The Avra West Loop
1125 W Van Buren StChicago, IL 60607
close
View Me
Rent Specials
$2,245 - $2,875Special Offer
Specials Call today to secure your next apartment home! * *Pricing Shown May Reflect Net Effective Rent
See More
The Jax
1220 W Jackson BlvdChicago, IL 60607
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.
close
View Me
Rent Specials
$2,295 - $12,184
Total Monthly Price
Studio to 3 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,295 - $12,184
Total Monthly Price
Varies
The Cooper
720 S Wells StChicago, IL 60607
close
View Me
Rent Specials
$2,230 - $4,850Special Offer
Specials Enjoy $500 off your 2nd full month on all 1 Bed and 2 Bed Standard homes if you move in by August 31st! Apply within 24hrs of tour
See More
River City Apartments
800 S Wells StChicago, IL 60607
close
View Me
Rent Specials
$2,063 - $9,437Special Offer
Discounts Apply for an apartment home within 48 hours of your tour and move in by July 31st, 2026, to receive $1,000 FREE! Terms and conditi
See More
The Elle Apartments
801 S Financial PlChicago, IL 60605
close
View Me
Rent Specials
$2,297 - $10,011Special Offer
Specials Ask about our 3-bedroom specials!
See More
1000 South Clark
1000 S Clark St.Chicago, IL 60605
close
View Me
Rent Specials
$950 - $1,750Special Offer
Specials Ask us about our special! Half off second month's Rent!
See More
6900 S South Shore Drive
6900 S South Shore DrChicago, IL 60649
close
View Me
Rent Specials
$1,771 - $2,568Special Offer
Specials PAY NO SECURITY DESPOSIT! Contact us today for your personalized tour!
See More
Madison Park Apartments
1380 E Hyde Park BlvdChicago, IL 60615
close
View Me
Rent Specials
$2,489 - $4,174Special Offer
Specials Now Offering One Month Free on All Studio Apartments!
See More
Millennium on LaSalle
29 S La Salle StChicago, IL 60603
close
View Me
Rent Specials
$2,195 - $2,795Special Offer
Specials No security deposit if you move in by August 2026!
See More
2001 S State St
2001 S State StChicago, IL 60616
close
View Me
Rent Specials
$1,236 - $2,172Special Offer
Specials Check out our NEW REDUCED RATES! Call us for more details.
See More
Mayfair Apartments
5496 S Hyde Park BlvdChicago, IL 60615
close
View Me
Rent Specials
$924 - $2,989Special Offer
Specials This is a student property and all prices shown are PER BED, rather than per unit. The Buckingham is located within one mile of ove
See More
The Buckingham Student Living
59 E Van Buren StChicago, IL 60605
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!
close
View Me
Rent Specials
$1,088 - $2,946Special Offer
Specials PAY NO SECURITY DEPOSIT! Contact us today for your personalized tour!
See More
Plaisance Apartments
6104 S Woodlawn AveChicago, IL 60637
close
View Me
Rent Specials
$2,832 - $11,048
Total Monthly Price
Studio to 3 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,832 - $11,048
Total Monthly Price
Varies
The Reed
234 W Polk StChicago, IL 60607
close
View Me
Rent Specials
$2,650 - $9,149Special Offer
1 Month Free Up to ONE MONTH FREE on select units. Contact the leasing office for details.
See More
1000M Apartments
1000 S Michigan AveChicago, IL 60605
close
View Me
Rent Specials
$1,980 - $2,515Special Offer
Specials Apply within 48 hours and receive 1/2 off your move-in fee. Terms and Conditions apply. Contact the Leasing Office for Details.
See More
The Alfred
30 E Adams StChicago, IL 60603
close
View Me
Rent Specials
$1,360 - $1,750Special Offer
Discounts Score your perfect home this World Cup summer. $500 off your first month with a new lease signed by July 31.
See More
Ellis Court
5301-5309 S Ellis AveChicago, IL 60615
close
View Me
Rent Specials
$3,095 - $4,095Special Offer
Discounts Score your perfect home this World Cup summer. $500 off your first month with a new lease signed by July 31.
See More
5715-5725 S. Kimbark Avenue
5715-5725 S Kimbark AveChicago, IL 60661
close
View Me
Rent Specials
$2,755Special Offer
Specials Enjoy an all-inclusive utility package! Rent INCLUDES cooking and heating gas, water, sewer, and trash removal. Household electrici
See More
2101 Michigan
2101 S Michigan AveChicago, IL 60616
close
View Me
Rent Specials
$2,614 - $7,309
Total Monthly Price
1 to 3 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,614 - $7,309
Total Monthly Price
Varies
Hyde Park Tower
5140 S Hyde Park BlvdChicago, IL 60615
close
View Me
Rent Specials
$1,425 - $3,225Special Offer
Specials The best rates in town!! - 10 Minute Walk to University of Chicago
- Various activities within walking distance
- Short commute to
See More
Hyde Park West
5325 S Cottage Grove AveChicago, IL 60615
close
View Me
Rent Specials
$1,825Special Offer
1 Month Free Get one month FREE when you sign a lease on a 3-bedroom unit!
See More
Academy at Drexel
6140 S Drexel AveChicago, IL 60637
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.
close
View Me
Rent Specials
$800 - $1,500Special Offer
Specials 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 Dep
See More
8201 S Ada St
8201 S Ada StChicago, IL 60620
close
View Me
Rent Specials
$1,945 - $2,415Special Offer
Specials Limited Availability--schedule a tour today to secure your apartment!
See More
330 S. Wells St
330 S Wells StChicago, IL 60606
close
View Me
Rent Specials
$1,423 - $2,175Special Offer
Discounts Score your perfect home this World Cup summer. $500 off your first month with a new lease signed by July 31.
See More
Algonquin Apartments
1606 E Hyde Park BlvdChicago, IL 60615
close
View Me
Rent Specials
$1,650 - $2,080Special Offer
Discounts Score your perfect home this World Cup summer. $500 off your first month with a new lease signed by July 31.
See More
5415 S. Woodlawn Avenue
5415-5425 S Woodlawn AveChicago, IL 60637
close
View Me
Rent Specials
$1,380 - $2,285Special Offer
Discounts Score your perfect home this World Cup summer. $500 off your first month with a new lease signed by July 31.
See More
The Sutherland
4659 S Drexel BlvdChicago, IL 60653
close
View Me
Rent Specials
$2,585 - $3,415Special Offer
Discounts Score your perfect home this World Cup summer. $500 off your first month with a new lease signed by July 31.
See More
Shoreland
5454 S Shore DrChicago, IL 60615
close
View Me
Rent Specials
$1,685 - $2,370Special Offer
Discounts Score your perfect home this World Cup summer. $500 off your first month with a new lease signed by July 31.
See More
The Blackwood
5200 S Blackstone AveChicago, IL 60615
close
View Me
Rent Specials
$2,595 - $4,195Special Offer
Discounts Score your perfect home this World Cup summer. $500 off your first month with a new lease signed by July 31.
See More
Windermere House
1642-1660 E 56th StChicago, IL 60637
close
View Me
Rent Specials
$1,150 - $1,855Special Offer
Discounts Score your perfect home this World Cup summer. $500 off your first month with a new lease signed by July 31.
See More
Woodlawn Terrace
4726-4740 S Woodlawn AveChicago, IL 60615
close
View Me
$1,975
Total Monthly Price
2 Bedroom Apartment Available Aug 15Total Monthly Price
Base Rent
$1,975
Total Monthly Price
$1,975
125 S Leavitt St, Unit B
125 S Leavitt StChicago, IL 60612
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!
Showing Results 1-50, Page 1 of 2
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 | $1,856 | $600 | $4,966 |
| Southwest Chicago 1 Bedroom Apartments | $2,219 | $700 | $9,737 |
| Southwest Chicago 2 Bedroom Apartments | $2,569 | $500 | $10,000+ |
| Southwest Chicago 3 Bedroom Apartments | $2,730 | $989 | $9,446 |
| Southwest Chicago 4 Bedroom Apartments | $2,226 | $850 | $10,000+ |
| Southwest Chicago 5 Bedroom Apartments | $3,509 | $2,695 | $4,000 |
| Southwest Chicago 6 Bedroom Apartments | $18,283 | $10,000 | $10,000+ |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Browse Apartments in this Neighborhood
There are currently 54 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
- Nearby Chicago neighborhoods
- Nearby Cities
- ZIP codes
- Local Counties
- School Districts
Top Chicago Apartments in the Southwest Chicago Area with Move-In Specials Ending Soon
Specials updated: 07-18-2026Take 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!
Prairie Shores
Enjoy a $425 credit when you apply within 24 hours of touring and move in by July 31! Contact our leasing team for offer details and to schedule your personalized tour.Expires 07-19-2026
5550 S Dorchester
Online Leasing Promo Code: The Perfect Match Special - Score your perfect home this World Cup summer. $500 off your first month with a new lease signed by July 31. - $500.00 offExpires 07-19-2026
Plaisance Apartments
PAY NO SECURITY DEPOSIT! Contact us today for your personalized tour!Expires 07-19-2026
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 07-19-2026
Windermere House
Score your perfect home this World Cup summer. $500 off your first month with a new lease signed by July 31.Expires 07-19-2026
Madison Park Apartments
PAY NO SECURITY DESPOSIT! Contact us today for your personalized tour!Expires 07-19-2026
Algonquin Apartments
Score your perfect home this World Cup summer. $500 off your first month with a new lease signed by July 31.Expires 07-19-2026
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 07-19-2026
Arrive South Loop
Enjoy one month FREE when you move-in by 7/31! Offer valid on 12+ month lease terms. Please see a Leasing Consultant for details and restrictions.Expires 07-19-2026
1000M Apartments
Up to ONE MONTH FREE on select units. Contact the leasing office for details.Expires 07-19-2026
Newly Listed Move-In Specials offers for Apartments in Southwest Chicago, IL
Specials updated: 07-18-2026Here 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.
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
224 S Ashland
PROMO - FREE MONTH ON ALL 1YR OR LONGER LEASES - MUST SIGN PRIOR AUG 1 2026 $695 MOVE FEE WAIVED ON APP COMPLETED W/IN 24 HRS OF SHOWINGExpires 08-01-2026
626 on the Park
RATES AS LOW AS $1,199 ON SELECT 4-BED FLOOR PLANS FOR FALL 2026Expires 07-31-2026
Straits Row
Sign now for up to $200 off/installment on the D4 or D5 for $2,400 in savings! Sign in all other floor plans to get $750 off + tour & score to get an extra $250!Expires 07-31-2026
5550 S Dorchester
Online Leasing Promo Code: The Perfect Match Special - Score your perfect home this World Cup summer. $500 off your first month with a new lease signed by July 31. - $500.00 offExpires 07-19-2026
Plaisance Apartments
PAY NO SECURITY DEPOSIT! Contact us today for your personalized tour!Expires 07-19-2026
Hyde Park West
The best rates in town!! - 10 Minute Walk to University of Chicago - Various activities within walking distance - Short commute to the Mag Mile *Current vacancies include Market Apartments. Call us to set up a tour! We would love to assist you with your housing needs. We have a studio and one bedroom apartment. We also have a three and four bedroom townhome available! Call the property office about our current parking special. Call to lock in your yearly rate. Can't wait to hear from you!Expires 07-31-2026
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 07-19-2026
Windermere House
Score your perfect home this World Cup summer. $500 off your first month with a new lease signed by July 31.Expires 07-19-2026
Madison Park Apartments
PAY NO SECURITY DESPOSIT! Contact us today for your personalized tour!Expires 07-19-2026
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 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 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.
Write a Review
Pet Friendly LifestyleSouthwest Chicago, Chicago, IL
Ranked #10
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 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 $3,240.
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 561 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
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.
How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Written by: Robin Stewart
Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.
Pet-Friendly Renting: Everything You Need to Know Before You Move
Written by: Christine Leonard, Esq.
For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.