
Condos for Rent in the Uptown Chicago Neighborhood of Chicago, IL Under $2,000 (121 Rentals) Page 3 of 3


948 W Cuyler Ave, Unit 102

948 W Cuyler Ave, Unit 103

948 W Cuyler Ave, Unit 209

948 W Cuyler Ave, Unit 108

4139 N Ashland Ave, Unit 6H

4866 N Magnolia Ave, Unit 405

4060 N Kenmore Ave, Unit 105

4343 N Clarendon Ave

3950 N Lake Shore Dr
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.

4970 N Marine Dr

5100 N Marine Dr

655 W Irving Park Rd

4960 N Marine Dr

4250 N Marine Dr

817 W Lakeside Pl

4034 N Ashland Ave

811 W Eastwood Ave

903 W Sunnyside Ave
4612 N Beacon St

948 W Cuyler Ave
Uptown Chicago, Chicago, IL Local Guide

How much does it cost to rent a home in Uptown Chicago?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Uptown Chicago 2 Bedroom Condos for Rent | $2,896 | $1,800 | $3,750 |
| Uptown Chicago 3 Bedroom Condos for Rent | $3,740 | $2,100 | $6,400 |
| Uptown Chicago 4 Bedroom Condos for Rent | $4,150 | $4,150 | $4,150 |
Browse Condos for Rent in this Neighborhood
There are currently 121 rentals with your search options within a 2 mile radius of the Uptown Chicago Neighborhood of Chicago, IL.
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Frequently Asked Questions about Uptown Chicago
What type of rentals are currently available in Uptown Chicago?
There are currently 762 Apartments for Rent in Uptown Chicago, IL with pricing that ranges from $595 to $5,380. There are also 226 Single Family Homes for rent, Condos, and Townhome rentals currently available in Uptown Chicago ranging from $900 to $6,400.
What is the current price range for Rental Homes in Uptown Chicago?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Uptown Chicago ranges from $900 to $6,400 with an average monthly rent of $1,959.
How much are larger Three and Four Bedroom Rentals in Uptown Chicago?
For those who are looking for larger living arrangements, Three Bedroom Apartments in Uptown Chicago range from $2,500 to $5,380, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,100 to $6,400. Four Bedroom Single-Family rentals are also available starting from $4,150 and Four Bedroom Apartments start at $4,150.
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
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.