Bob's Pepperoni Pizza
Premium pepperoni, tomato sauce, premium mozzarella cheese, fresh basil.
$28.00
Bob's Sausage Pizza
Locally sourced Italian pork sausage, tomato sauce, premium mozzarella cheese, side of pickled onions (*contains pork)
$28.00
Pickle Pizza
Mortadella, garlic cream sauce, house dill pickles, premium mozzarella cheese, fresh dill (*contains pork. made vegetarian upon request)
$28.00
Smoked Chicken Sausage Pizza
Smoked chicken sausage, sun-dried tomatoes, fresh spinach, goat cheese, premium mozzarella cheese, tomato sauce, garlic honey
$29.00
Wild Mushroom Pizza
Roasted seasonal wild mushrooms, garlic cream sauce, onions, premium mozzarella cheese, brie cheese, white balsamic
$27.00
Spinach Pesto & Stracciatella Pizza
Prosciutto, spinach pesto, sun-dried tomatoes, stracciatella cheese, premium mozzarella cheese, baby arugula. (*contains pine nuts) (*contains pork. made vegetarian upon request)
$31.00
Bob's Margherita Pizza
Vine-ripe tomato, stracciatella cheese, fresh basil, white balsamic.
$27.00
BBQ Pastrami Pizza
sliced beef pastrami, smoky BBQ sauce, premium mozzarella, swiss cheese, pickled onions
$29.00
Bob's Cheese Pizza
Tomato sauce, premium mozzarella cheese, oregano, cracked pepper, sea salt.
$24.00
Caesar Salad
romaine hearts, shaved parmesan cheese, pizza crust croutons, caesar dressing
$8.00
Bob's Italian Salad
iceberg, romaine hearts, sweet onions, black olives, sliced tomatoes, banana peppers, pizza crust croutons, Italian vinaigrette
$9.00
Side Of Anchovies
$2.00
Classic Fries
$6.00
Garlic Parmesan & Herb Fries
$8.00
Crispy Jumbo Wings
Six fried jumbo wings, served with ranch and choice of one side of BBQ, buffalo or garlic parmesan sauce.
$16.00
Garlic Pretzel Sticks
Garlic Pretzel Sticks served with a side of pizza sauce
$7.00
Bottled Water
16oz bottled water
$2.00
Side Ranch
$0.75
Side Bob's Hot Sauce
$2.00
Side Garlic Honey
$3.00
Side BBQ Sauce
$0.75
Side Garlic Parmesan Sauce
$0.75
Side Buffalo Sauce
$0.75
Bob’S Pizza Menu in Chicago, located at 1659 W 21st St, has this laid-back, no-fuss vibe that makes it easy to just settle in and start exploring the options. From the moment you glance through it, there’s a mix of classic slices and more creative builds that feel like they were made for sharing over a casual night out. The crust options and toppings lean into that satisfying, slightly indulgent style Chicago is known for, while still keeping things approachable enough for a quick bite. What stands out is how the menu balances familiar comfort choices with a few unexpected twists, so it never feels repetitive. Whether you’re dropping in after work or meeting friends before heading out, it’s the kind of place where you end up circling back through the list just to try “one more thing.” Everything feels straightforward but still thoughtfully put together, which makes browsing it almost as enjoyable as ordering.