5023 N Winchester Ave, Unit 4
5023 N Winchester Ave
ChicagoIL60640
Condos for Rent in Chicago, IL Under $2,000 (1,297 Rentals) Page 5 of 26
6700 S South Shore Dr, Unit 5b
6700 S South Shore Dr
ChicagoIL60649
3000 N Whipple St, Unit 3040-1
3000 N Whipple St
ChicagoIL60618
425 W Roscoe St, Unit 6
425 W Roscoe St
ChicagoIL60657
1606 W Sunnyside Ave, Unit 1606-3S
1606 W Sunnyside Ave
ChicagoIL60640
1532 N Kedzie Ave, Unit F3
1532 N Kedzie Ave
ChicagoIL60651
562 W Arlington Pl, Unit 702
562 W Arlington Pl
ChicagoIL60614
2615 N Spaulding Ave, Unit 2621-3E
2615 N Spaulding Ave
ChicagoIL60647
2615 N Spaulding Ave, Unit 1E
2615 N Spaulding Ave
ChicagoIL60647
2621 N Spaulding Ave, Unit E4
2621 N Spaulding Ave
ChicagoIL60647
2600 N Kimball Ave, Unit 803
2600 N Kimball Ave
ChicagoIL60647
3823 N Fremont St, Unit 3827-E1
3823 N Fremont St
ChicagoIL60613
2321 N Spaulding Ave, Unit 1A
2321 N Spaulding Ave
ChicagoIL60647
3732 N Fremont St, Unit E2
3732 N Fremont St
ChicagoIL60613
3759 N Kimball Ave, Unit 6H
3759 N Kimball Ave
ChicagoIL60618
550 W Arlington Pl, Unit 207
550 W Arlington Pl
ChicagoIL60614
425 W Roscoe St, Unit 504
425 W Roscoe St
ChicagoIL60657
1532 N Kedzie Ave, Unit 2F
1532 N Kedzie Ave
ChicagoIL60651
2900 N Mildred Ave, Unit 2904-H1
2900 N Mildred Ave
ChicagoIL60657
625 W Wrightwood Ave, Unit 310
625 W Wrightwood Ave
ChicagoIL60614
425 W Roscoe St, Unit 504
425 W Roscoe St
ChicagoIL60657
427 W Belden Ave, Unit 433-W201
427 W Belden Ave
ChicagoIL60614
4614 N Paulina St, Unit 104
4614 N Paulina St
ChicagoIL60640
3709 N Hoyne Ave, Unit 2
3709 N Hoyne Ave
ChicagoIL60618
1530 N Kedzie Ave, Unit 1532-2F
1530 N Kedzie Ave
ChicagoIL60651
4034 N Ashland Ave, Unit 4036.5-GDS
4034 N Ashland Ave
ChicagoIL60613
2615 N Kimball Ave
ChicagoIL60647
2234 N Bissell St, Unit 1E
2234 N Bissell St
ChicagoIL60614
3021 W Cullom Ave, Unit 3
3021 W Cullom Ave
ChicagoIL60618
4139 N Ashland Ave, Unit 6H
4139 N Ashland Ave
ChicagoIL60613
4644 N Paulina, Unit 401
4644 N Paulina
ChicagoIL60640
3042 W Wellington Ave
ChicagoIL60618
3040 W Wellington Ave, Unit # 03
3040 W Wellington Ave
ChicagoIL60618
3042 W Wellington Ave, Unit # 02
3042 W Wellington Ave
ChicagoIL60618
3000 N Whipple St, Unit 3040-1
3000 N Whipple St
ChicagoIL60618
437 W Roscoe St, Unit 605
437 W Roscoe St
ChicagoIL60657
645 W Wrightwood Ave, Unit #310
645 W Wrightwood Ave
ChicagoIL60614
3050 N Milwaukee Ave
ChicagoIL60618
645 W Wrightwood Ave
ChicagoIL60614
4410 N Wolcott Ave
ChicagoIL60640
2834 N Dawson Ave, Unit 2
2834 N Dawson Ave
ChicagoIL60618
2907 N Mildred, Unit 1C
2907 N Mildred
ChicagoIL60657
3040 W Wellington Ave
ChicagoIL60618
1940 W Wilson Ave, Unit 3
1940 W Wilson Ave
ChicagoIL60640
2526 N Kedzie Blvd
ChicagoIL60647
2619 N Spaulding Ave
ChicagoIL60647
1532 N Kedzie Ave
ChicagoIL60651
3757 N Kimball Ave
ChicagoIL60618
3040 W Wellington Ave, Unit 2
3040 W Wellington Ave
ChicagoIL60618
2237.5 N Bissell St, Unit 1E
2237.5 N Bissell St
ChicagoIL60614
Showing Results 201-250, Page 5 of 26
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 Condos for Rent | $2,959 | $1,050 | $10,000+ |
| Chicago 3 Bedroom Condos for Rent | $4,081 | $980 | $10,000+ |
| Chicago 4 Bedroom Condos for Rent | $4,579 | $1,160 | $10,000+ |
| Chicago 5 Bedroom Condos for Rent | $8,777 | $3,800 | $10,000+ |
| Chicago 6 Bedroom Condos for Rent | $4,998 | $4,500 | $5,795 |
| Chicago 7 Bedroom Condos for Rent | $1,150 | $1,150 | $1,150 |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Browse Top Condos for Rent in Chicago
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Chicago, IL Area Reviews
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Write a ReviewNicole • 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 24086 Apartments for Rent in Chicago, IL with pricing that ranges from $595 to $43,181. There are also 5260 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chicago ranging from $700 to $40,000.
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 $700 to $40,000 with an average monthly rent of $2,749.
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 $980 to $40,000. Four Bedroom Single-Family rentals are also available starting from $1,160 and Four Bedroom Apartments start at $1,025.
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.