Homes for Rent in Uptown Neighborhood of Chicago, IL Under $2,000 (169 Rentals)

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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.

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Know Your Rights - How Discrimination Laws Impact Landlords and Tenants

Read our practical guide to landlord and tenant rights. Understand protected classes, reasonable accommodations, and legal exceptions to prevent housing discrimination.

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Uptown - One of the Best Affordable Neighborhoods in Chicago

Named as one of the Best Affordable Neighborhoods to rent in Chicago by our Chicago, IL Local Expert Nicole Harms. See how it ranks!

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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

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Uptown, Chicago, IL Local Guide

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.

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Frequently Asked Questions about Uptown

What type of rentals are currently available in Uptown?

There are currently 1133 Apartments for Rent in Uptown, IL with pricing that ranges from $800 to $6,900. There are also 387 Single Family Homes for rent, Condos, and Townhome rentals currently available in Uptown ranging from $1,095 to $11,000.

What is the current price range for Rental Homes in Uptown?

Today's rental pricing for Homes for Rent, Condos and Townhomes in Uptown ranges from $1,095 to $11,000 with an average monthly rent of $4,086.

How much are larger Three and Four Bedroom Rentals in Uptown?

For those who are looking for larger living arrangements, Three Bedroom Apartments in Uptown range from $800 to $6,592, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,000 to $5,900. Four Bedroom Single-Family rentals are also available starting from $3,420 and Four Bedroom Apartments start at $2,500.

Expert Rental Resources

Helpful Apartment Articles, How-To's and Tips

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.

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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.

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Navigating the Rental Market: Tips for First-Time Renters

Written by: Sandy Baker

Making the decision to rent is exciting and terrifying at the same time. For many people, there are a lot of unknowns.

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Rise of Digital Nomads: Remote Work Tips for Apartment Renters

Written by: Brandie Parton

As a digital nomad, you no longer call a set address or office building your home for eight hours of the day or more.

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Know Your Rights - How Discrimination Laws Impact Landlords and Tenants

Written by: Christine Leonard, Esq.

Everyone needs a place to live and to call home. For decades, the federal government has established protections to ensure that individuals and families can find housing free from discriminatory barriers.