
Apartments for Rent in the Uptown Chicago Neighborhood of Chicago, IL with Swimming Pool (31 Rentals)


Eight Eleven Uptown

The Montrose

Solverre

The Winnie

The Draper

The Lawrence House
Apartment Common Area Rules: What Renters Need to Know
From the lounge to the laundry room, understand your rights and responsibilities in shared apartment spaces. Get tips on pet rules, noise, and security.

655 W Irving Park Rd, Unit 1511, Unit 1511

655 W Irving Park Rd, Unit 04113, Unit 04113

655 W Irving Park Rd, Unit 1501, Unit 1501

4343 N Clarendon Ave

1131 W Winona St

4250 N Marine Dr, Unit 0828, Unit 0828

655 W Irving Park Rd, Unit 604, Unit 604
It's time to soak up some sun!
One of the easiest and more obvious ways of enjoying the summer sun is to lounge out by your community pool. Learn a Few Rules to Keep in Mind while at the pool.

4733 N Malden St, Unit GS, Unit GS

4643 N Clark St, Unit 01, Unit 01

655 W Irving Park Rd, Unit 1215, Unit 1215

5100 N Marine Dr, Unit 5D

1135 W Winona St

1135 W Winona St

1135 W Winona St
Chicago Relocation 101: Mastering Utilities, Registration, and the CTA
Moving to Chicago? This essential relocation guide offers a complete checklist for new residents, covering finding the right neighborhood, setting up utilities (ComEd, People’s Gas), and mastering high-rise moving logistics and vehicle registration.

5050 N Sheridan Rd

1135 W Winona St

5050 N Sheridan Rd

5050 N Sheridan Rd

1135 W Winona St

The Waterford

Lake Park Plaza
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!

Park Place Tower

4343 N Clarendon Ave

Metropolitan
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 | $1,582 | $595 | $2,600 |
| Uptown Chicago 1 Bedroom Apartments | $2,170 | $640 | $4,892 |
| Uptown Chicago 2 Bedroom Apartments | $2,989 | $762 | $4,250 |
| Uptown Chicago 3 Bedroom Apartments | $3,617 | $2,350 | $6,432 |
| Uptown Chicago 4 Bedroom Apartments | $4,450 | $3,500 | $5,400 |
Browse Apartments in this Neighborhood
There are currently 31 rentals with your search options within a 2 mile radius of the Uptown Chicago Neighborhood of Chicago, IL.
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Uptown Chicago, Chicago, IL Local Guide
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10 Hidden Costs of Renting You Should Budget for Before Signing a Lease
Avoid financial stress when renting. Learn about the 10 most common hidden costs—from pet fees to utilities—you must budget for before you sign a lease.
Read ArticleDon'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, Chicago, IL
McCutcheon Elementary School
Lake View High School
Walt Disney Magnet School
School data provided by Great Schools
Frequently Asked Questions about Uptown Chicago Apartments with Swimming Pool
What is the Cheapest Swimming Pool apartment in Uptown Chicago?
Currently the most affordable Apartment in Uptown Chicago with Swimming Pool is at The Lawrence House listed at $1,177.
How much is the average rent for Uptown Chicago Apartments with Swimming Pool?
The average rent for a Apartment in Uptown Chicago with Swimming Pool is $3,395.
What is the largest Uptown Chicago Apartment for rent with Swimming Pool?
Today's Apartment with Swimming Pool and the most square footage in Uptown Chicago is a 2,250 square feet unit starting from $1,940 at Eight Eleven Uptown.
What is the average size for Uptown Chicago Apartments for rent with Swimming Pool?
The average size for a rental with Swimming Pool in Uptown Chicago is currently at 419 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

Expert Solutions for Creating the Perfect Work-From-Home Apartment Layouts
Written by: Lauren Harrington
This article is based on first-hand experience managing apartment communities and helping renters adapt to their spaces after moving in.

What Does “Rent Burdened” Mean? How Much Rent Is Too Much
Written by: Lauren Harrington
This article draws from first-hand renter experiences and recurring financial challenges reported after moving in.

Maximizing Your Refund: Essential Tax Tips for Renters
Written by: Christine Leonard, Esq.
Other than tax professionals, I can’t think of anyone who looks forward to tax season. For everybody else, April is a stressful month to collect information and meet deadlines.

18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property
Written by: Lauren Harrington
Renting your next home can feel thrilling and overwhelming at the same time.