3930 N Pine Grove Ave, Unit 5th Floor
3930 N Pine Grove Ave
ChicagoIL60613
Homes for Rent in Chicago, IL with Swimming Pool (584 Rentals)
30 E Huron St, Unit #2106
30 E Huron St
ChicagoIL60611
10 E Ontario St, Unit 10 E Ontario
10 E Ontario St
ChicagoIL60611
345 N La Salle Dr, Unit 1107
345 N La Salle Dr
ChicagoIL60654
405 N Wabash Ave, Unit 4711
405 N Wabash Ave
ChicagoIL60611
3711 N Pine Grove Ave
ChicagoIL60613
3710 N Pine Grove Ave
ChicagoIL60613
5701 N Sheridan, Unit 3A
5701 N Sheridan
ChicagoIL60660
5445 N Sheridan Rd, Unit 2605
5445 N Sheridan Rd
ChicagoIL60640
5415 N Sheridan Rd
ChicagoIL60640
The Windy City Price Tag: Your Complete Guide to the Cost of Living in Chicago
Chicago may cost more than the national average, but with the right neighborhood, a smart transit strategy, and a few local insider tips, living well in the Windy City is more achievable than you might think. Our local expert breaks down everything from rent and groceries to transportation and healthcare so you can plan your move with confidence.
2400 N Lakeview Ave, Unit 904
2400 N Lakeview Ave
ChicagoIL60614
2800 N Lake Shore Dr, Unit 2213
2800 N Lake Shore Dr
ChicagoIL60657
5455 N Sheridan Rd, Unit 2006
5455 N Sheridan Rd
ChicagoIL60640
777 N Michigan Ave
ChicagoIL60611
3620 N Pine Grove Ave, Unit 302
3620 N Pine Grove Ave
ChicagoIL60613
3001 S Michigan Ave, Unit 1505
3001 S Michigan Ave
ChicagoIL60616
3710 N Pine Grove Ave, Unit 216
3710 N Pine Grove Ave
ChicagoIL60613
3731 N Pine Grove Ave, Unit 212
3731 N Pine Grove Ave
ChicagoIL60613
1401 E 55th St, Unit 907N
1401 E 55th St
ChicagoIL60615
3710 N Pine Grove Ave, Unit 311
3710 N Pine Grove Ave
ChicagoIL60613
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.
641 W Grand Ave, Unit S
641 W Grand Ave
ChicagoIL60654
1450 E 55th Pl, Unit 927S
1450 E 55th Pl
ChicagoIL60637
405 N WABASH, Unit 2212
405 N WABASH
ChicagoIL60611
720 W Gordon Ter, Unit 9B
720 W Gordon Ter
ChicagoIL60613
5701 N Sheridan Rd, Unit 26Q
5701 N Sheridan Rd
ChicagoIL60660
130 N Garland Ct
ChicagoIL60602
200 W Superior St, Unit 2706B
200 W Superior St
ChicagoIL60654
655 W Irving Park Rd, Unit 811
655 W Irving Park Rd
ChicagoIL60613
444 W Fullerton Pky, Unit Parkwest Condominium
444 W Fullerton Pky
ChicagoIL60614
1400 S Michigan Ave, Unit 27G
1400 S Michigan Ave
ChicagoIL60605
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!
630 S Clark St, Unit 3711
630 S Clark St
ChicagoIL60605
440 N Wabash Ave, Unit 01707
440 N Wabash Ave
ChicagoIL60611
1122 N Clark St, Unit 1122
1122 N Clark St
ChicagoIL60610
1131 W Winona St
ChicagoIL60640
106 W Chicago Ave, Unit 304
106 W Chicago Ave
ChicagoIL60654
211 E Ohio St, Unit 2513
211 E Ohio St
ChicagoIL60611
1043 W Madison St, Unit 27R
1043 W Madison St
ChicagoIL60607
216 N Wells St, Unit 1402
216 N Wells St
ChicagoIL60606
2139 N Oakley Ave, Unit 1
2139 N Oakley Ave
ChicagoIL60647
1226 N Dearborn St, Unit 33C
1226 N Dearborn St
ChicagoIL60610
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.
3900 N Pine Grove Ave, Unit 704
3900 N Pine Grove Ave
ChicagoIL60613
1355 N Sandburg Ter, Unit # 01403D
1355 N Sandburg Ter
ChicagoIL60610
1355 N Sandburg Ter, Unit 1403D
1355 N Sandburg Ter
ChicagoIL60610
30 W Huron St, Unit 02606
30 W Huron St
ChicagoIL60654
42 E Superior St, Unit 9F
42 E Superior St
ChicagoIL60611
1244 N Dearborn St, Unit 3R
1244 N Dearborn St
ChicagoIL60610
152 W Superior St, Unit 4R
152 W Superior St
ChicagoIL60654
655 W Irving Park Rd, Unit 04113
655 W Irving Park Rd
ChicagoIL60613
201 N Westshore Dr
ChicagoIL60601
4250 N Marine Dr, Unit 0828
4250 N Marine Dr
ChicagoIL60613
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.
Showing Results 1-50, Page 1 of 12
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 | $2,907 | $1,050 | $10,000+ |
| Chicago 3 Bedroom Homes for Rent | $3,532 | $950 | $10,000+ |
| Chicago 4 Bedroom Homes for Rent | $4,148 | $1,160 | $10,000+ |
| Chicago 5 Bedroom Homes for Rent | $7,024 | $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+ |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
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Chicago, IL Local Guide
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Best 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 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 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 Article
Quick 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.
Remember the 3 Rules of Real Estate:Location, Location, Location!
Explore Chicago, IL Rentals by Map
See the most popular apartments and homes in Chicago, IL
Chicago, IL Area Reviews
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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 24295 Apartments for Rent in Chicago, IL with pricing that ranges from $595 to $43,181. There are also 5143 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 $2,812.
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 $950 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
Written by: Nicole Harms
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
Written by: Nicole Harms
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
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
First Apartment Regrets: Real Renters Share What They'd Do Differently
Written by: Robin Stewart
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
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.