Cheap Homes for Rent in Old Town Neighborhood of Chicago, IL from $1,800 (20 Rentals)

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Search the lowest-cost Homes available for rent right now in the Old Town area of Chicago.

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Old Town, Chicago, IL Local Guide

Cheapest Available Old Town Apartments for Rent

 

The cheapest available apartment rental in the Old Town area of Chicago, IL is a Studio unit found at 1522 N La Salle Dr priced from $1,600. Cobbler Square Lofts has the second lowest priced unit, which is a Studio apartment currently listed from $2,042. Here are the most affordable Old Town apartments for rent in Chicago, IL:

Apartment ListingModel NameBed/BathPriced From
1522 N La Salle DrStudioStudio,1BA$1,600
Cobbler Square LoftsCS3Studio,1BA$2,042
SoNo EastF1BR,1BA$2,246
The Archer1BR/1.0BA1BR,1BA$2,358
Than TowerCorner 1 Bedroom Floor to Ceiling Windows1BR,1BA$2,500

Best Value Apartments for Rent in Old Town, IL

As of November 09, 2025 the best value apartment in the Old Town area is the $1.85 price per square foot 1531 N Wells St Model at 1531 N Wells St, Unit A5 in the in the Parc Chesnut neighborhood starting from $3,700. The second greatest value Old Town apartment is the 1518 N Sedgwick St Model at 1518 N Sedgwick St, Unit 4B starting at $5,250 with a $2.63 price per square foot in the Parc Chesnut neighborhood. Here is today’s list of the best values for Old Town apartments based on price per square foot:

Apartment ListingModel NameBed/BathPrice Per Sq.Ft.
1531 N Wells St, Unit A51531 N Wells St3BR,1BA$1.85
1518 N Sedgwick St, Unit 4B1518 N Sedgwick St3BR,2BA$2.63
1332 N Cleveland Ave, Unit 11332 N Cleveland Ave3BR,3BA$2.59
1221 N. LaSalle LoftsStoreFrontStudio ,2BA$2.00
241 W Scott St, Unit 1241 W Scott St2BR,1.5BA$2.46
Affinity on North Avenue2 Bedroom 2 Bath Market2BR,2BA$2.37
1509 N Wells St, Unit 21509 N Wells St2BR,1BA$2.95
1357 N Wells St, Unit coach house1357 N Wells St2BR,1BA$2.75
206 W Division St, Unit 2F206 W Division St1BR,1BA$2.63
The Archer1BR/1.0BA1BR,1BA$3.11

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Pet Friendly Lifestyle
Old Town, Chicago, IL

Ranked #44

Among cities in Illinois for Apartment listings with Pet Friendly Amenities.

Pet Friendliness Lifestyle Score

3.5
Pet Friendly

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Frequently Asked Questions about Old Town

What type of rentals are currently available in Old Town?

There are currently 162 Apartments for Rent in Old Town, IL with pricing that ranges from $1,520 to $23,973. There are also 72 Single Family Homes for rent, Condos, and Townhome rentals currently available in Old Town ranging from $1,850 to $12,500.

What is the current price range for Rental Homes in Old Town?

Today's rental pricing for Homes for Rent, Condos and Townhomes in Old Town ranges from $1,850 to $12,500 with an average monthly rent of $4,557.

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.

decorative image for A Local Expert’s Guide To 10 Budget-Friendly Neighborhoods to Rent in Chicago article

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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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.

decorative image for How to Negotiate Your Apartment Lease and Save Money article

How to Negotiate Your Apartment Lease and Save Money

Written by: Christine Leonard, Esq.

Everything is a negotiation in real estate! 

decorative image for The Rental Move-In Inspection Checklist: A Guide for Renters article

The Rental Move-In Inspection Checklist: A Guide for Renters

Written by: Trey Huguley

The move-in inspection checklist is a crucial tool for both tenants and landlords. This checklist, provided by the team at ApartmentHomeLiving.com, helps document the condition of an apartment at the time of move-in.