Cheap Apartments for Rent in the Hillside Neighborhood of Milwaukee, WI from $300 (403 Rentals) Page 2 of 9

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Search the lowest-cost Apartments available for rent right now in the Hillside area of Milwaukee.

property at 937 N 37th St

$900 - $1,100

2 Bedroom Rentals

Available Now

937 N 37th St

MilwaukeeWI53208

Check Out Milwaukee’s Best Affordable Neighborhoods

Learn about Milwaukee and the best places to live with original content written by our Local Expert Tim Brown

Read Article
property at 3019 N 9th St

$950 - $985

4 Bedroom Rentals

Available Now

3019 N 9th St

MilwaukeeWI53206
property at 1531 N Jackson St

$1,050 - $1,695

1 To 2 Bedroom Rentals

Available Jun 1, 2026

1531 N Jackson St

MilwaukeeWI53202
Showing Results 51-100, Page 2 of 9

Frequently Asked Questions about Cheap Hillside Apartments

What is a cheap apartment in Hillside?

A cheap apartment is any apartment up to the 30% percentile of cost for the area, which in Hillside is under $700.

What is the price of a cheap apartment in Hillside?

The cheapest apartment in Hillside is Edgewater East which is listed at $680, while the average apartment in Hillside costs $9,000.

What types of apartments are the cheapest in Hillside?

Student, low-income, and by-the-bed apartments are typically the cheapest rentals in most cities, though they require qualifying criteria to rent. There are 54 regular apartments in Hillside that we think qualify as ‘cheap apartments’ that do not have special requirements to apply to rent.

How do the prices of cheap apartments compare to the average apartment in Hillside?

Cheap apartments in Hillside have an average cost of $245 which is $8,755 cheaper than the average rent for all rentals in Hillside.

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.

Articles, How-To's, and Tips

decorative image for Finding The Best Affordable Milwaukee Neighborhoods to Rent article

Finding The Best Affordable Milwaukee Neighborhoods to Rent

Written by: Tim Brown

I'm Tim, your ApartmentHomeLiving.com Local Expert for Milwaukee, Wisconsin. Growing up in the city and then just blocks outside the border, many Milwaukee neighborhoods have been home to friends and family for many years.

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How to Make Your Apartment Holiday-Ready: Renter-Friendly Tips

Written by: Justin Habersaat

Getting your apartment ready for the holidays can be exciting but sometimes challenging in a smaller space. Here are some modern tips to keep things festive, safe, and inviting this season.

decorative image for Renting with Roommates: Realistic Expectations for Shared Lease article

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.

decorative image for Apartment Common Area Rules: What Renters Need to Know article

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.