Five Squared Pizza
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About
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
Experience Breakdown
Humera Sheikh
82 reviews
“Jenn and Steve the owners are also super nice and we love supporting them”
Highlights
Must Try
What Diners Are Saying
Diners loved
Clean record
No recurring complaints found across reviews.
Specialties
- Detroit Style Pizza
- Homemade Ranch
Location
1332 N Halsted St, Chicago, IL 60642
What 575+ diners say about Five Squared Pizza
“We had Five Squared Pizza cater our baby shower at Midwest Coast Brewery last weekend.”
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
Sep 2025
“Awesome Detroit style pizza.”
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
May 2025
“Pop up at The Mousetrap, but long term (?).”
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
Mar 2025
“Great pizza! Easy to take and bake at home so it comes out hot and crispy. The additional sauce on...”
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
Mar 2025
“This is my favorite pizza EVER.”
This is my favorite pizza EVER. All the slices are so delicious but my go to’s are the cheeseburger, Buffalo chicken, white and pesto vodka. I recently moved away and I cry every five squares pizza Friday. Please start shipping them! 🙏🏼
Katherine C
Feb 2025
“For a pizza popup at Off-Color specifically: FANTASTIC.”
For a pizza popup at Off-Color specifically: FANTASTIC. An absolutely must-have if Detroit style is your thing. The $20ish four slice deal is basically a large pizza in calorie count so prepare accordingly.
Chris McEwen
Dec 2024
“Tasty! This is only the second Detroit-style pizza I’ve had, and I enjoyed the experience. Tried...”
Tasty! This is only the second Detroit-style pizza I’ve had, and I enjoyed the experience. Tried the Tye Dye, the Ricotta Pepperoni & Hot Honey, the Sausage Giardiniera, and the Special Taco Supreme. Not a lot of pepperoni on the pepperoni slice , but the ricotta and jalapeño pairing was delicious. The crust was thick and spongy, although I prefer a more seasoned crust. $22 for 4 different pieces is reasonable.
Madeline Scott
Oct 2024
“Love this pizza! Live right by Off Color where they do a pop up and have loved their pizza every...”
Love this pizza! Live right by Off Color where they do a pop up and have loved their pizza every time. Great interaction and always greeted with a smile. I cannot say enough great things about the owners and pizza!
Stone Smith
Oct 2024
“We love Five Squared Pizza, it’s become a frequent for us especially when they are at Off Color Brewing.”
We love Five Squared Pizza, it’s become a frequent for us especially when they are at Off Color Brewing. Their homemade ranch is top notch too!
Alaina Vanas
Oct 2024
“Tried this pop-up at Off Color Brewing.”
Tried this pop-up at Off Color Brewing! We don’t normally go for Detroit style but we’re pleasantly surprised. Everything was delicious and we will be back to Off Color again for another pop-up pizza day!! From top left clockwise: Tie-Dye, White Pie, Smashburger, Prince St
Sam Massoglia
Aug 2024
“Love Five Squared.”
Love Five Squared! Everything we've had is so delicious with a beautiful crunchy bottom crust and unique toppings. Service is always friendly and welcoming. We enjoy Off Color and we're very happy they host Five Squared as a pop-up. We look forward to Fridays to get this pizza.
Gretchen
Jul 2024
“Our friend group got to enjoy Five Squared at Mousetrap in Chicago and WOW was it the perfect food...”
Our friend group got to enjoy Five Squared at Mousetrap in Chicago and WOW was it the perfect food to enjoy on a patio with beer this summer evening! I wish I had more photos to share but we ate it all so fast. The perfect crust, perfect crisp, and incredible vegetarian-friendly varieties. (My particular fave was the white pie…the ricotta was absolutely to die for!) I will be thinking about this pizza until the next time I can get it!
Molly Dull
Jul 2024
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