
Homes for Rent in Chicago, IL with Swimming Pool (590 Rentals) Page 2 of 12


600 N Wells St, Unit 610

22 N State St, Unit 43c

663 N State St, Unit 911

1201 S Prairie Ave

2110 S Wabash Ave

401 E Ontario St, Unit 3308

674 N Wells St, Unit 1904

474 N Lake Shore Dr, Unit 5603

1224 W Van Buren St
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!

1101 W Jackson Blvd

730 N Wabash Ave, Unit 908

1400 S Michigan Ave, Unit 1807

1450 E 55th Plz, Unit 720S

1400 S Michigan Ave

6166 N Sheridan Rd

1901 S Calumet Ave, Unit 1111

2102 W Barry Ave, Unit 001

770 W Gladys Ave, Unit 23E

1111 S Wabash Ave, Unit 23D
Chicago's Best Affordable Neighborhoods
Learn about Chicago and the best places to live with original content written by our Chicago, IL Local Expert Nicole Harms

70 W Huron St

6166 N Sheridan Rd

347 E Wacker Dr

705 S Clark St, Unit 44G

700 S Clark St, Unit 13D

621 S Plymouth Ct, Unit 307

30 E Huron St, Unit 3105

519 N Clark St, Unit 3c

4800 S Chicago Beach Dr, Unit 1102N

700 N La Salle Dr
Apartment Common Area Rules: What Renters Need to Know
From the lounge to the laundry room, understand your rights and responsibilities in shared apartment spaces. Get tips on pet rules, noise, and security.

25 E Superior St, Unit 15T

740 W Fulton St, Unit 34F

600 W Chicago Ave, Unit 1609

433 N Wells St

3700 N Halsted St, Unit 1218

539 N State St, Unit 3402

600 N Kingsbury St, Unit 1404

200 N Jefferson St, Unit 21A

471 W Erie St

6430 W Berteau Ave, Unit 311
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.

345 N La Salle Dr, Unit 2608

1122 N Clark St, Unit 1005

1028 N Rush St, Unit 2602

900 W Washington Blvd

300 N State St, Unit 4828

216 W Chicago Ave

220 N Aberdeen St, Unit 905

336 S Halsted St

710 S Seeley St

4643 N Clark St, Unit 01
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.
Chicago, IL Local Guide

How much does it cost to rent a home in Chicago?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Chicago 2 Bedroom Homes for Rent | $2,912 | $900 | $10,000+ |
| Chicago 3 Bedroom Homes for Rent | $3,522 | $1,110 | $10,000+ |
| Chicago 4 Bedroom Homes for Rent | $4,087 | $1,160 | $10,000+ |
| Chicago 5 Bedroom Homes for Rent | $6,876 | $2,100 | $10,000+ |
| Chicago 6 Bedroom Homes for Rent | $6,553 | $2,600 | $10,000+ |
| Chicago 7 Bedroom Homes for Rent | $6,525 | $1,150 | $10,000+ |
Browse Top Homes for Rent in Chicago
Explore Chicago
Chicago, IL Area Reviews
Nicole • 4+ years in Chicago
April 10, 2026Big city challenges with traffic but also provides the amenities of the city you can't find elsewhere
Frequently Asked Questions about Chicago
What type of rentals are currently available in Chicago?
There are currently 24202 Apartments for Rent in Chicago, IL with pricing that ranges from $595 to $43,181. There are also 5008 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chicago ranging from $400 to $58,000.
What is the current price range for Rental Homes in Chicago?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Chicago ranges from $400 to $58,000 with an average monthly rent of $2,820.
How much are larger Three and Four Bedroom Rentals in Chicago?
For those who are looking for larger living arrangements, Three Bedroom Apartments in Chicago range from $883 to $38,481, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,110 to $40,000. Four Bedroom Single-Family rentals are also available starting from $1,160 and Four Bedroom Apartments start at $924.
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
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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
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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
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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

First Apartment Regrets: Real Renters Share What They'd Do Differently
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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
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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
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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
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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.