2 Bedroom Apartments for Rent in the Uptown Neighborhood of Chicago, IL (431 Rentals)

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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.

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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.

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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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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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Showing Results 1-50, Page 1 of 9

Uptown, Chicago, IL Local Guide

Largest Available Uptown 2 Bedroom Apartments

Apartment ListingModel NameSquare FootagePriced From
Upshore ChapterB31,330 Sq Ft$4,034
900 W Montrose Ave4408 Hazel -2 Bed1,250 Sq Ft$2,300

Cheapest Available Uptown 2 Bedroom Apartments

Currently the lowest priced 2 Bedroom apartment unit Uptown of Chicago, IL is the Two Bedroom Model starting from $1,880 at Park Shores. The average price for all 2 Bedroom apartments in Uptown is currently $3,019. Here is today’s list of the cheapest available 2 Bedroom options in the area:

Apartment ListingModel NamePriced From
Park ShoresTwo Bedroom$1,880
3912-28 N. Pine Grove2BR/1.0BA$2,195
900 W Montrose Ave4408 Hazel -2 Bed$2,300
1101-11 W. Grace St.Two Bedroom$2,395

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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Pet Friendly Lifestyle
Uptown, Chicago, IL

Ranked #16

Among neighborhoods in Chicago, IL for Apartment listings with Pet Friendly Amenities

Pet Friendliness Lifestyle Score

4.0
Pet Friendly

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Best Local Schools in
Uptown, Chicago, IL

School data provided by Great Schools

Lifestyle Ratings

ApartmentHomeLiving brings you our detailed rental search system called 'Lifestyle ratings', composed of rentals and neighborhoods across the USA, and customized analysis for Northern Chicago. Our Lifestyle Ratings help you zero-in on the perfect place to call home. This takes in many factors including rankings of the best places for the best proximity to parks and outdoor amenities, luxury amenities, transit availability, pet-friendly communities, places to raise kids, walking, and biking. Find Lifestyle Search in the filter options (above). Happy Searching!

Frequently Asked Questions about 2 Bedroom Uptown Apartments

What is the Cheapest apartment in Uptown with 2 Bedroom?

Currently the most affordable 2 Bedroom in Uptown is at Park Shores listed at $1,880.

How much is the average rent for a 2 Bedroom Uptown Apartment?

The average rent for a 2 Bedroom Apartment in Uptown is $3,019.

What is the largest available 2 Bedroom Uptown Apartment for rent?

Today's apartment with the most square footage in Uptown is a 1,330 square feet unit starting from $4,034 at Upshore Chapter.

What is the average size for Uptown 2 Bedroom Apartments for rent?

The average size for a 2 Bedroom rental in Uptown is currently 1,378 sq ft.

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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The Art of the Rental Viewing: What to look for during a property tour

Written by: Marie Brown

You’ve scrolled through countless listings, walked through a blur of rentals, and finally found what feels like the one. The pictures? Fantastic. The neighborhood seems just right.

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Know Your Budget: Calculating What You Can Realistically Afford When Renting

Written by: Lauren Harrington

Renting an apartment or house isn’t just about looking through online ads, choosing a few apartments or homes you want to tour, filling out an application, and putting down a deposit. Those things are all necessary and important.

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The Freedom of Short-Term Leases: Exploring the Advantages for Renters

Written by: Bobbi Jackson

If you’re looking to relocate right now, a popular solution that may best fit your current rental needs is a short-term lease.