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Italian cuisine
Italian · Hamilton, ON

Chicago Style Pizza

9.0$$·2,429 reviews

The Stuffed Pizza at Chicago Style Pizza is a pie built inside another pie — dough pressed up the sides, then sauce, toppings, and a cheese blend, sealed under a second layer of dough and finished with more sauce across the top. The menu asks for thirty minutes, and that number sets the tempo for the whole table. This is deep dish treated as an occasion rather than a quick slice: the order a group on Hamilton Mountain settles in around, served from a long-standing Italian kitchen on Upper Sherman Avenue, just off Concession Street.

The named pies carry their own character. The Chicago Special arrives under Italian sausage, green pepper, and mushroom; the Shack Special comes fully dressed in pepperoni, green pepper, mushroom, onion, and green olive; the Cosmopolitan, the vegetarian option, layers tomato, black olive, onion, fresh garlic, and hot pepper. They come in two formats — a six-slice ten-inch and a ten-slice fourteen-inch — both generous enough that sharing is the assumption rather than the exception. The menu's true oddity is the Pizza Sub, an open-face submarine under garlic butter, pizza sauce, and mozzarella that the kitchen calls its own invention, carried north from Chicago.

Key Details
Address
534 Upper Sherman Avenue, Hamilton, Ontario, L8V 3M1
Neighborhood
Concession Street
Cuisines
Italian, Deep Dish Pizza
Price Range
$$ · Moderate
Hours
MondayClosed
Tuesday4:30 – 9:30 PM
Wednesday4:30 – 9:30 PM
Thursday4:30 – 9:30 PM
Friday4:30 – 10:30 PM
Saturday4:00 – 10:30 PM
Sunday4:00 – 9:00 PM
Vibes
Worth the WaitGenerous PortionsFamily-Run & FriendlyHamilton InstitutionCozy & Inviting Atmosphere
Why It’s on the Map

Three things this kitchen does the rest don’t

  1. 01

    Deep-Dish Ritual

    Stuffed Pizza is a true planning dish, not a generic pizza order: layered dough, sauce, toppings, cheese, another dough layer, and a 30-minute bake.

  2. 02

    Comfort Beyond Pizza

    Fried Ravioli, Baked Rigatoni, Lasagna, Cannelloni, Pizza Sub, and Tiramisu give the menu enough range for groups and non-pizza diners.

  3. 03

    Regulars' Weekly Rhythm

    The Tuesday pizza, Wednesday baked rigatoni, and Thursday stuffed-pizza specials create a simple repeat-visit pattern without bloating the specials surface.