
Apartments for Rent in the Old Town Neighborhood of Chicago, IL with Swimming Pool (23 Rentals)


The 808 Cleveland

The Residences at NewCity

Shoreham and Tides
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.

Sentral Michigan Avenue

SoNo East

ONE Old Town Park

The Sinclair
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.

1225 Old Town

1325 N Wells Apartments

158 W Division St, Unit 2808

1520 N Dayton St, Unit 2
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.

1560 N Sandburg Ter, Unit 1703
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
Old Town, Chicago, IL Local Guide

How much does it cost to rent an apartment in Old Town?
Bedroom | Average Rent | Cheapest Rent | Highest Rent |
---|---|---|---|
Old Town Studio Apartments | $2,702 | $1,295 | $6,164 |
Old Town 1 Bedroom Apartments | $3,344 | $1,375 | $8,500 |
Old Town 2 Bedroom Apartments | $5,238 | $1,200 | $10,000+ |
Old Town 3 Bedroom Apartments | $6,482 | $1,285 | $10,000+ |
Old Town 4 Bedroom Apartments | $1,900 | $1,155 | $10,000+ |
Browse Apartments in this Neighborhood
There are currently 23 rentals with your search options within a 2 mile radius of the Old Town Neighborhood of Chicago, IL.
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Old Town, Chicago, IL Local Guide
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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.
Pet Friendly LifestyleOld Town, Chicago, IL
Ranked #40
Among neighborhoods in Chicago, IL for Apartment listings with Pet Friendly Amenities
Pet Friendliness Lifestyle Score
3.5Pet Friendly
Getting Around the Old Town Neighborhood in Chicago, IL
Walk Score®
97 / 100
Walker’s Paradise
Daily errands do not require a car
Bike Score®
91 / 100
Biker's Paradise
Daily errands can be accomplished on a bike
Transit Score®
81 / 100
Excellent Transit
Transit is convenient for most trips
What Are Walk Score®, Transit Score®, and Bike Score® Ratings?
- Walk Score® measures the walkability of any address.
- Transit Score® measures access to public transit.
- Bike Score® measures the bikeability of any address.
Frequently Asked Questions about Old Town Apartments with Swimming Pool
What is the Cheapest Swimming Pool apartment in Old Town?
Currently the most affordable Apartment in Old Town with Swimming Pool is at The 808 Cleveland listed at $1,333.
How much is the average rent for Old Town Apartments with Swimming Pool?
The average rent for a Apartment in Old Town with Swimming Pool is $4,682.
What is the largest Old Town Apartment for rent with Swimming Pool?
Today's Apartment with Swimming Pool and the most square footage in Old Town is a 4,375 square feet unit starting from $1,896 at ONE Old Town Park.
What is the average size for Old Town Apartments for rent with Swimming Pool?
The average size for a rental with Swimming Pool in Old Town is currently at 653 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.

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.

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.

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.

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.