
Homes for Rent in Chicago, IL with Swimming Pool (526 Rentals) Page 2 of 11


733 S Wells St

474 N Lake Shore Dr, Unit 5603, Unit 5603

405 N WABASH, Unit 4401, Unit 4401

900 W Washington Blvd

2102 W Barry Ave, Unit 001, Unit 001

6166 N Sheridan Rd

535 N Michigan Ave

1400 S Michigan Ave, Unit 2603, Unit 2603

2728 N Hampden Ct, Unit 1702, Unit 1702
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.

3700 N Halsted St, Unit 1218, Unit 1218

30 E Huron St, Unit # 02705, Unit # 02705

230 S Halsted St

212 W Washington St, Unit 1403, Unit 1403

222 N Columbus Dr, Unit 35th Floor, Unit 35th Floor

211 E Ohio St, Unit 2513, Unit 2513

621 S Plymouth Ct, Unit 307, Unit 307

111 W Maple St, Unit 2508, Unit 2508

70 W Huron St

230 N Michigan Ave
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.

779 W Adams St

70 W Burton Pl, Unit 1203, Unit 1203

10 E Ontario St, Unit 4901, Unit 4901

200 N Jefferson St, Unit 21A, Unit 21A

1400 W Randolph St

420 E Waterside Dr

100 E 14th St

30 E Huron St

400 N Clinton St, Unit 307, Unit 307

155 N Harbor Dr, Unit 4606, Unit 4606
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.

440 N Wabash Ave, Unit 1504, Unit 1504

705 S Clark St, Unit 44G, Unit 44G

770 W Gladys Ave, Unit 23E, Unit 23E

659 W Randolph St, Unit 711, Unit 711

1028 N Rush St, Unit 2602, Unit 2602

1400 S Michigan Ave

659 W Randolph St, Unit # 0711, Unit # 0711

659 W Randolph St, Unit 711, Unit 711

659 W Randolph St, Unit 711, Unit 711

659 W Randolph St, Unit 711, Unit 711
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

42 E Superior St, Unit 9F, Unit 9F

710 S Seeley St

201 N Westshore Dr, Unit 2509, Unit 2509

1431 W Lake St

33 W Ontario St, Unit 44c, Unit 44c

1250 S Michigan Ave, Unit 1250 S. Michigan Ave 1005, Unit 1250 S. Michigan Ave 1005

433 N Wells St

4643 N Clark St, Unit 01, Unit 01

700 S Clark St, Unit 13D, Unit 13D

663 N State St, Unit 911, Unit 911
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 | $2,874 | $950 | $10,000+ |
| Chicago 3 Bedroom Homes for Rent | $3,420 | $960 | $10,000+ |
| Chicago 4 Bedroom Homes for Rent | $4,443 | $1,050 | $10,000+ |
| Chicago 5 Bedroom Homes for Rent | $6,093 | $800 | $10,000+ |
| Chicago 6 Bedroom Homes for Rent | $7,172 | $1,750 | $10,000+ |
| Chicago 7 Bedroom Homes for Rent | $10,850 | $3,550 | $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 24084 Apartments for Rent in Chicago, IL with pricing that ranges from $600 to $48,409. There are also 5052 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chicago ranging from $630 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 $630 to $58,000 with an average monthly rent of $4,981.
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 $960 to $40,000. Four Bedroom Single-Family rentals are also available starting from $1,050 and Four Bedroom Apartments start at $970.
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

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.

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.