
2 Bedroom Homes for Rent in Uptown Neighborhood of Chicago, IL (67 Rentals)


708 W Bittersweet Pl, Unit 301

1603 W Berteau Ave, Unit 1

4837 N Ashland Ave, Unit 3

1456 W Irving Park Rd, Unit 2

4862 N Ashland Ave, Unit 3E

1448 W Byron St, Unit 2

708 W Bittersweet Pl, Unit #801

708 W Bittersweet Pl, Unit 801

4632 N Racine Ave, Unit 3
Roommate Matching: Finding the Right Fit and Avoiding Pitfalls
When searching for a roommate, follow this list of essential steps and set clear expectations to create a solid foundation for a harmonious living situation.

4938 N Winthrop Ave, Unit 1E

4832 N Winthrop Ave, Unit 2R

3924 N Janssen Ave, Unit A05W

3937 N Janssen Ave, Unit 3W

3930 N Janssen Ave, Unit 3W

1602 W Belle Plaine Ave, Unit 2

3950 N Lake Shore Dr, Unit 1130-E

1658 W Summerdale Ave, Unit 2W

4643 N Clark St, Unit 01

3804 N Marshfield Ave, Unit 2
Explore the Windy City (But Watch for Falling Ice) - An Insider's Guide to Renting in Chicago
Learn about the best things about living in Chicago from a local in the Insiders Guide to Renting in Chicago. Find your perfect Chicago apartment today!

3852 N Southport Ave, Unit 2

3808 N Marshfield Ave, Unit 2

3852 N Southport Ave, Unit 2

3900 N Pine Grove Ave, Unit 802

655 W Irving Park Rd, Unit 4702

3900 N Pine Grove Ave, Unit 802

655 W Irving Park Rd, Unit 1501

1452 W Winnemac Ave, Unit 1

4639 N Broadway St, Unit 728

828 W Grace St, Unit 802
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.

4615 N Beacon St, Unit 3

3760 N Halsted St, Unit 0916

1419 W Leland Ave

708 W Bittersweet Pl

3804 N Marshfield Ave

3804 N Marshfield Ave

3804 N Marshfield Ave

4700 N Racine Ave

4700 N Racine Ave

3933 N Janssen Ave
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.

4450 N Sheridan Rd

927 W Sunnyside Ave

3825 N Pine Grove Ave

3825 N Pine Grove Ave

4452 N Sheridan Rd

3839 N Greenview Ave

3942 N Janssen Ave

4180 N Marine Dr

744 W Gordon Terrace

4617 N Paulina St
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.
Uptown, Chicago, IL Local Guide

How much does it cost to rent a home in Uptown?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
Uptown 2 Bedroom Homes for Rent | $2,606 | $1,800 | $3,768 |
| Uptown 3 Bedroom Homes for Rent | $5,999 | $860 | $10,000+ |
| Uptown 4 Bedroom Homes for Rent | $4,197 | $2,999 | $6,795 |
Browse Homes for Rent in this Neighborhood
There are currently 67 rentals with your search options within a 2 mile radius of the Uptown Neighborhood of Chicago, IL.
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Uptown, Chicago, IL Local Guide
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Don't Settle: How to Negotiate Your Apartment Lease and Save Money
Discover the insider tips from an attorney and real estate agent on how to negotiate your next apartment lease. Find out what's on the table and what's not, so you can save money and get the best terms possible.
Read ArticleBest 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 ArticleThe Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro
Moving is tough, especially long-distance. Learn how to minimize stress & expenses with proven strategies from a real estate pro, covering everything from logistics to finances.
Read ArticleCash or credit? Understanding the Importance of Credit Score in Real Estate and Renting
Discover how your credit score impacts your ability to lease or buy a home. Learn how credit scores are determined, how to check yours, and strategies to improve it for real estate success.
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 ArticleQuick 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.
Best Local Schools in Uptown, Chicago, IL
McCutcheon Elementary School
Lake View High School
Walt Disney Magnet School
School data provided by Great Schools
Frequently Asked Questions about Uptown
What type of rentals are currently available in Uptown?
There are currently 1174 Apartments for Rent in Uptown, IL with pricing that ranges from $850 to $11,867. There are also 272 Single Family Homes for rent, Condos, and Townhome rentals currently available in Uptown ranging from $860 to $40,000.
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 $860 to $40,000 with an average monthly rent of $3,222.
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 $2,160 to $11,867, while Three Bedroom Homes, Condos, and Townhomes for rent range from $860 to $40,000. Four Bedroom Single-Family rentals are also available starting from $2,999 and Four Bedroom Apartments start at $5,100.
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

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.

Top Student Friendly Neighborhoods to Rent Near Colleges in Chicago
Written by: Nicole Harms
With world-class museums lining its streets, Chicago is a place people go to learn. It’s not surprising, therefore, that it’s also home to multiple colleges and universities with national and global reputations.

Best Neighborhoods to Rent in Near Chicago's Top Employers
Written by: Nicole Harms
Whenever life takes me into the city, I’m always impressed with the sheer amount of industry and commerce that it holds. With all of that commerce comes a wide range of employment options.

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

Renting with Roommates: Realistic Expectations for Shared Lease
Written by: Christine Leonard, Esq.
Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.

A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment
Written by: Bob Mallory
Packing up everything you own to move is so stressful for many that ending your apartment lease can feel like a small or unimportant task. Ending your lease involves more than simply turning over your keys on the last day.

Apartment Common Area Rules: What Renters Need to Know
Written by: Christine Leonard, Esq.
Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.

How to Negotiate Your Apartment Lease and Save Money
Written by: Christine Leonard, Esq.
Everything is a negotiation in real estate!