
2 Bedroom Apartments for Rent in the Uptown Chicago Neighborhood of Chicago, IL (326 Rentals)


900 W Montrose Ave

4450 Sheridan Park Apartments

The Carmen

The Sally

The Montrose

Wyndham Apartments

Sheridan-Gunnison Apartments

Times Square Apartments
Renting with Roommates: Realistic Expectations for Shared Lease
Sharing a lease? Learn how to set clear expectations with your roommates on routines, bills, and cleaning to ensure a successful and peaceful shared living arrangement.

5139 N Broadway St

Eight Eleven Uptown

Solverre

The Draper

Dakin Court - 910 W Dakin St

Uptown Regency - 5050 N Sheridan Rd

Covington - 4600 N Clarendon Ave

Park Shores

3933-43 N Janssen

Clarendon Shores
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.

Sheridan Plaza - 4607 N Sheridan Rd

Buena Shores

4501-4515 N Malden St

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3934 N Janssen Ave, Unit H00F

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5241 North Magnolia Avenue, Unit Garden Unit

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3934 N Janssen Ave, Unit A04W

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3943 N Janssen Ave, Unit J02W

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3937 N Janssen Ave

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3939 N Janssen Ave, Unit 2

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918 W Gunnison St, Unit 2
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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4551 N Beacon St, Unit 1

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1241 W Carmen Ave, Unit 3e

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4871 N Magnolia Ave, Unit 1

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1012 W Sunnyside Ave, Unit 2

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914 W Dakin St, Unit 306

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938 W Carmen Ave

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745 W Gordon Ter, Unit 206

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744 W Gordon Ter

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4454 N Sheridan Rd, Unit 2

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1940 W Wilson Ave
Renting Smart: Lease Basics Every Renter Needs
Demystify Your Rental Lease. Learn the basics about renting, deposits, and tenant/landlord responsibilities. Rent smart and avoid surprises. | Renter University at ApartmentHomeLiving.com

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4452 N Sheridan Rd, Unit 2

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4443 N Sheridan Rd, Unit 3

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3937 N Janssen Ave, Unit A09C

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4318 N Sheridan Rd, Unit 2

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3941 N Janssen Ave, Unit A04C

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1425 W Hutchinson St, Unit 1

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3935 N Janssen Ave

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3943 N Janssen Ave, Unit A07C

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3943 N Janssen Ave, Unit 2bd

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652 W Gordon Ter, Unit 1E
How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Finding the right apartment starts with three things: location, cost, and amenities. Get the insider perspective from a real estate professional on how to nail all three.
Uptown Chicago, Chicago, IL Local Guide

How much does it cost to rent an apartment in Uptown Chicago?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Uptown Chicago Studio Apartments | $1,637 | $1,050 | $2,510 |
| Uptown Chicago 1 Bedroom Apartments | $2,143 | $1,313 | $4,256 |
Uptown Chicago 2 Bedroom Apartments | $3,106 | $1,600 | $5,100 |
| Uptown Chicago 3 Bedroom Apartments | $3,783 | $2,550 | $6,737 |
Browse Apartments in this Neighborhood
There are currently 326 rentals with your search options within a 2 mile radius of the Uptown Chicago Neighborhood of Chicago, IL.
See all Apartments in ChicagoExplore Chicago
Uptown Chicago, Chicago, IL Local Guide
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Largest Available Uptown Chicago 2 Bedroom Apartments
The largest available 2 Bedroom apartment unit in the Uptown Chicago area of Chicago, IL is found at Reside at 849 and is listed at 1,123 square feet priced from $2,712. Here is today’s list of the largest available 2 Bedroom units in the area:
| Apartment Listing | Model Name | Square Footage | Priced From |
|---|---|---|---|
| Reside at 849 | B1 | 1,123 Sq Ft | $2,712 |
| The Carmen | 2BR/2.0BA | 1,123 Sq Ft | $3,500 |
| The Montrose | WEST CORNER 2 BEDROOM | 1,025 Sq Ft | $3,096 |
| Upshore Residences | B2 | 1,018 Sq Ft | $3,502 |
| The Edison | 2 Bed | 1 Bath - 2AR | 900 Sq Ft | $2,310 |
| Sheridan-Gunnison Apartments | 2 Bedroom | 875 Sq Ft | $2,250 |
| 3933-43 N Janssen | 2B/2BA | 50 Sq Ft | $3,095 |
Cheapest Available Uptown Chicago 2 Bedroom Apartments
Currently the lowest priced 2 Bedroom apartment unit Uptown Chicago of Chicago, IL is the Two Bedroom Model starting from $1,895 at 4501-4515 N Malden St. The average price for all 2 Bedroom apartments in Uptown Chicago is currently $3,106. Here is today’s list of the cheapest available 2 Bedroom options in the area:
| Apartment Listing | Model Name | Priced From |
|---|---|---|
| 4501-4515 N Malden St | Two Bedroom | $1,895 |
| Sheridan-Gunnison Apartments | 2 Bedroom | $2,250 |
| The Edison | 2 Bed | 1 Bath - 2AR | $2,310 |
Best 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 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 ArticleReal Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University
From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.
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, Chicago, IL
McCutcheon Elementary School
Lake View High School
Walt Disney Magnet School
School data provided by Great Schools
Lifestyle Ratings
ApartmentHomeLiving brings you Lifestyle Ratings of neighborhoods, cities and towns, and rental properties across Illinois including Uptown Chicago, Chicago, and the greater Chicago area. LifeStyle Ratings are the best way to sort through finding a place to live - beyond price and floorplan. This takes in many factors including searching for the best amenities, and easy access to the parks, kid and pet-friendly communities, availability of transit options, and how walkable or bikeable each community and area is. Find Lifestyle Search in the filter options (above). Happy Searching!
Frequently Asked Questions about 2 Bedroom Uptown Chicago Apartments
What is the Cheapest apartment in Uptown Chicago with 2 Bedroom?
Currently the most affordable 2 Bedroom in Uptown Chicago is at 4501-4515 N Malden St listed at $1,895.
How much is the average rent for a 2 Bedroom Uptown Chicago Apartment?
The average rent for a 2 Bedroom Apartment in Uptown Chicago is $3,106.
What is the largest available 2 Bedroom Uptown Chicago Apartment for rent?
Today's apartment with the most square footage in Uptown Chicago is a 1,123 square feet unit starting from $2,712 at Reside at 849.
What is the average size for Uptown Chicago 2 Bedroom Apartments for rent?
The average size for a 2 Bedroom rental in Uptown Chicago is currently 1,019 sq ft.
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

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.

Pet-Friendly Renting: Everything You Need to Know Before You Move
Written by: Christine Leonard, Esq.
For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.

Creative Ways Developers Reimagine Retail Spaces as Residential Units
Written by: Robin Stewart
Adaptive reuse is when a commercial property is converted and repurposed. The real estate industry has embraced a growing number of these projects.

Neighborhood and Market Insights: How to Choose the Right Area to Rent
Written by: Robin Stewart
Apartment-hunting can be a gargantuan task. Renters have a wish list of items—some luxuries, some necessities—but finding what you seek in the right place is perhaps the most important part of the journey.
