Skip to content
312 Eats
Old Town · Italian · $

Five Squared Pizza

5579 reviews ·Opens at 5 Thu
Jenn and Steve the owners are also super nice and we love supporting them
Humera SheikhHumera Sheikh · 82 Google reviews
Read the reviews on Google →

Five Squared Pizza — the Detroit Style Pizza leads at this top-tier Old Town italian spot. The design gives it a sharp first impression. Creative without being gimmicky. "The sauce is delicious, the crust is crispy, the base itself is perfectly soft" — Viqas Shah [$]

🌱Vegan & vegetarian friendly — real options, not one sad pasta.

What 579 diners keep saying

Neighborhood institutionTrendyFamily friendlyQuick biteTakeout strong
Plan your visit
1332 N Halsted St, Chicago, IL 60642
Old Town
TodayClosed
Sun–WedClosed
Thu5-8PM
Fri5-9PM
Sat12-7PM
Own Five Squared Pizza? Claim this page · Spot an error? Suggest an edit

What 579 diners keep saying

verbatim, from Google
Review photo by Grace Comer
Jul 2026

as far as we could tell, it’s closed and has been replaced by rental office spaces and a to-go cookie shop :(

Grace Comer

Grace Comer

4 reviews on Google

Review photo by John Gorman
Jun 2026

I met Jenn, one half of the pizza business at Midwest Coast Brewing. They have a thriving business that offers pizza at 2 different breweries and at another location for take home. I actually found them through a Google search months ago, and made plans to sample their pizza while we were in the area. Needless to say, the pizza lived up to the hype.

John Gorman

John Gorman

121 reviews on Google

Review photo by Jeff Hau
Sep 2025

We had Five Squared Pizza cater our baby shower at Midwest Coast Brewery last weekend. They are currently doing a pop-up at the brewery on Saturdays, so the logistics were simple and easy. The pizza was absolutely delicious, and Jenn was kind enough to arrange them beautifully on our serving tables. Everyone talked about how delicious the pizza was. The soft spongey bread with the caramelized crusty edges were the best pan-style pizzas that I've ever eaten. It even reheats really well in the oven or air fryer. Highly recommend them for your next catering event or just to try!

Jeff Hau

Jeff Hau

8 reviews on Google

Review photo by Tareq Saleh
Aug 2025

Best Detroit style in Chicago

Tareq Saleh

Tareq Saleh

5 reviews on Google

Review photo by Anna McKenzie
Jun 2025

Awesome Detroit style pizza! Best I’ve gotten in Chicago. The crust has the perfect amount of crunch and great flavor. We got the Upside Down, Tie Dye, and Spinach Artichoke. All phenomenal, our favorite was the spinach one! Also, homemade ranch side dipping sauce is very tasty.

Anna McKenzie

Anna McKenzie

11 reviews on Google

Review photo by Emma Schmidt
Mar 2025

So good! Crispy crust and fun flavors

Emma Schmidt

Emma Schmidt

11 reviews on Google

Review photo by Kathleen Majeski
Mar 2025

Pop up at The Mousetrap, but long term (?). Great pizza. This time we tried a seasonal special Reuben pizza along with some of the regulars. Always great.

Kathleen Majeski

Kathleen Majeski

4 reviews on Google

Review photo by Sydney Foy Chandra
Mar 2025

Great pizza! Easy to take and bake at home so it comes out hot and crispy. The additional sauce on the side for dipping was phenomenal.

Sydney Foy Chandra

Sydney Foy Chandra

15 reviews on Google

Review photo by Valeriia Shapovalova
Feb 2025

Great taste and so rich!!!!

Valeriia Shapovalova

Valeriia Shapovalova

17 reviews on Google

May 2026

11/10 go here.

Ben Pinzone

Ben Pinzone

7 reviews on Google

May 2026

We had the best experience using this team to cater my mom’s birthday at Midwest Coast Brewing! We ordered salad and four different kinds of pizza, and everything was fantastic. They were prompt, professional, and I truly didn’t have to lift a finger the whole time. The pizzas came out warm and fresh, and every guest was raving about how good everything tasted. It made the celebration so easy and enjoyable highly recommend! Thank you Jenn!

Emily Manley

Emily Manley

4 reviews on Google

May 2026

I used Five Squared for catering for a private event I hosted at Midwest Coast Brewing and it was a great experience! I was able to schedule a time for food arrival, the food came promptly and was set up easily so guests could access and serve themselves, and I was able to conveniently pay on-site at the beginning of the food service to get the business out of the way. Would recommend and would use again!

Kelsey Burge

Kelsey Burge

2 reviews on Google

Sounds like your kind of place?

Star it — your hit list is where dinner decisions get made.

First Bite

One email a month — new openings, hidden gems, and where locals are actually eating.

More Italian in Lincoln Park & Old Town

See the ranking →

In the same lane · Italian, budget

If it's packed, walk to…

More good rooms in Old Town, minutes away.

Keep exploring