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Chicago's Pizza Winchester Menu (Updated October 2025)

If you're on the hunt for a true taste of Chicago in Winchester, look no further than Chicago's Pizza Winchester. Nestled at 117 W Franklin St, this vibrant pizza restaurant boasts a menu that caters to every palate. Whether you're a fan of the classic deep-dish style or prefer something lighter, their offerings are sure to impress.

  • Build Your Own Pizza: Choose from a thin and crispy or traditional crust, ensuring a personalized experience that starts at just US$14.
  • Deep-Dish Delights: The menu includes unique creations like "The L" and Mediterranean pizza, each brimming with fresh ingredients and mouthwatering flavors, priced around US$12.49.
  • Kids' Menu: Perfect for the little ones, offering a tasty 7-inch pizza with a drink for just US$9.99.

Patrons rave about the thick, soft breadsticks and a superb buffet that showcases an impressive variety of pizzas. The atmosphere is warm and inviting, complemented by friendly service that embodies genuine small-town hospitality. With glowing reviews highlighting both the quality and freshness of the ingredients, Chicago's Pizza Winchester undoubtedly stands out as a must-visit destination for pizza lovers of all kinds. Whether dining in or opting for delivery, this spot is sure to become a staple in your culinary adventures!

Chicago's Pizza Winchester - 1
Chicago's Pizza Winchester - 2

All Day - Subs

Pizza Sub-Half

Pizza sauce, Pepperoni, and Mozzarella Cheese

US$8.75

Pizza Sub-Whole

Pizza sauce, Pepperoni, and Mozzarella Cheese

US$13.75

Ham & Cheese Sub-Half

Sliced ham, Mozzarella Cheese, topped with lettuce, tomato, and mayo

US$8.75

Ham & Cheese Sub- Whole

Sliced ham, Mozzarella Cheese, topped with lettuce, tomato, and mayo

US$13.75

BLT Sub-Half

Crumbled bacon, Mozzarella Cheese, lettuce, tomato, mayo

US$8.75

BLT Sub-Whole

Crumbled bacon, Mozzarella Cheese, lettuce, tomato, mayo

US$13.75

Chicken Bacon Ranch Sub-Half

Diced chicken, crumbled bacon, Mozzarella cheese, sprinkle of cheddar, topped with lettuce, tomato, and ranch dressing

US$8.75

Chicken Bacon Ranch Sub-Whole

Diced chicken, crumbled bacon, Mozzarella cheese, sprinkle of cheddar, topped with lettuce, tomato, and ranch dressing

US$13.75

All Day - Starters

Fresh-Baked Breadsticks - 6 Sticks And 2 Sauces

Our breadsticks are made fresh every day, hand-rolled, lightly salted, and baked to a golden-brown. Served with a choice of red sauce, cheddar cheese, nacho cheese or garlic butter. Add Extra sauce for an additional charge. 6 sticks and 2 sauces.

US$6.04

Fresh-Baked Breadsticks - 3 Sticks And 1 Sauces

Our breadsticks are made fresh every day, hand-rolled, lightly salted, and baked to a golden-brown. Served with a choice of red sauce, cheddar cheese, nacho cheese or garlic butter. Add Extra sauce for an additional charge. 3 sticks and 1 sauces.

US$4.39

Garlic Cheese Pizza

Butter, garlic salt, and our three cheese blend.

US$9.19

Pepperoni Sticks

Three fresh-baked breadsticks stuffed with pepperoni and cheese served with a choice of red sauce, nacho cheese, garlic butter, or ranch

US$6.59

6 Bone In Wings

Six bone-in chicken wings, available in Buffalo or BBQ sauce.

US$9.00

12 Bone In Wings

Chicken wings, choice of buffalo or BBQ sauce, served with celery sticks.

US$17.50

18 Bone In Wings

Bone-in chicken wings, available in Buffalo or BBQ flavors.

US$26.00

8 Boneless Wings

Eight boneless chicken wings, available in buffalo or BBQ sauce.

US$9.00

16 Boneless Wings

16 boneless chicken wings, choice of buffalo or bbq sauce.

US$17.50

24 Boneless Wings

24 boneless chicken wings, available in buffalo or BBQ sauce.

US$26.00

All Day - Pizza - Build Your Own

Thin And Crispy Crust - Small

Cheese pizza/1 topping . Add toppings for an additional charge.

US$10.44

Thin And Crispy Crust - Medium

Cheese pizza/1 topping . Add toppings for an additional charge.

US$14.00

Thin And Crispy Crust - Large

Cheese pizza/1 topping . Add toppings for an additional charge.

US$18.38

Traditional Crust - Small

Cheese pizza/1 topping. Add toppings for an additional charge.

US$10.44

Traditional Crust - Medium

Cheese pizza/1 topping . Add toppings for an additional charge.

US$14.00

Deep Dish Crust - Small

Cheese pizza/1 topping . Add toppings for an additional charge.

US$14.31

Deep Dish Crust - Large

Cheese pizza/1 topping . Add toppings for an additional charge.

US$19.88

Gluten-Free Crust

Only available in small. Cheese pizza/1 topping. Add toppings for an additional charge. The gluten-free crusts are made off-site, however all pizzas are made in a flour-rich environment .

US$14.63

Cauliflower Crust

Only available in small. Cheese pizza/1 topping. Add toppings for an additional charge. The cauliflower crusts are made off-site, however all pizzas are made in a flour-rich environment .

US$14.63

All Day - Specialty Pizzas

The Chicago Fire

Pepperoni, Jalapeno pepper, and a drizzle of buffalo sauce on top.

US$11.94

The Big Hurt

Pepperoni and chopped pepperoni.

US$11.94

Hawaiian

Ham and pineapple.

US$11.94

Windy City

Italian sausage, green pepper, and onion.

US$11.94

BBQ Bacon Cheeseburger

BBQ sauce, beef, onion, bacon, and cheddar cheese, add pickles for the full burger experience.

US$12.49

Skyline

Sausage, pepperoni, mushroom, onion, and green pepper.

US$12.49

BBQ Chicken Pizza

BBQ sauce, chicken, red onion, and cheddar cheese.

US$12.49

Buffalo Chicken Pizza

Buffalo sauce, chicken and your choice of ranch or bleu cheese dipping sauce.

US$12.49

Classic Vegetable

Mushroom, onion, green pepper, black olive, and tomato.

US$12.49

The Island

BBQ sauce, ham, bacon, pineapple, red onion, green pepper, and topped with cinnamon.

US$12.49

Chicken Bacon Ranch

Ranch, chicken, bacon, and cheddar cheese.

US$12.49

All Meat

Sausage, pepperoni, bacon, ham, and Italian sausage.

US$12.49

Magnificent Mile

Sausage, pepperoni, bacon, ham, ground beef, mushroom, onion, green pepper, and black olive.

US$14.69

All Day - Lighter Side

Bruschetta Pizza

No sauce, brushed with olive oil, tomatoes, roasted garlic, fresh basil, red onions, and feta cheese.

US$12.49

Mediterranean

No sauce, brushed with olive oil, green olives, tomatoes, roasted garlic, spinach, feta cheese, and red onions.

US$12.49

The “L”

No sauce, brushed with olive oil, chicken, spinach, tomato, mushroom, and garlic salt.

US$12.49

All Day - Deep Dish Specialty Pizzas

The Chicago Fire

Pepperoni, Jalapeno pepper, and a drizzle of buffalo sauce on top.

US$17.00

The Big Hurt

Pepperoni and chopped pepperoni.

US$15.20

Hawaiian

Ham and pineapple.

US$15.20

Windy City

Italian sausage, green pepper, and onion.

US$15.20

BBQ Bacon Cheeseburger

BBQ sauce, beef, onion, bacon, and cheddar cheese, add pickles for the full burger experience.

US$17.00

Skyline

Sausage, pepperoni, mushroom, onion, and green pepper.

US$17.00

BBQ Chicken Pizza

BBQ sauce, chicken, red onion, and cheddar cheese.

US$17.00

Classic Vegetable

Mushroom, onion, green pepper, black olive, and tomato.

US$17.00

The Island

BBQ sauce, ham, bacon, pineapple, red onion, green pepper, and topped with cinnamon.

US$17.00

Chicken Bacon Ranch

Ranch, chicken, bacon, and cheddar cheese.

US$17.00

All Meat

Sausage, pepperoni, bacon, ham, and Italian sausage.

US$17.00

Magnificent Mile

Sausage, pepperoni, bacon, ham, ground beef, mushroom, onion, green pepper, and black olive.

US$19.20

Buffalo Chicken

Buffalo sauce with chicken

US$17.00

All Day - Deep Dish Lighter Side

Bruschetta Pizza

No sauce, brushed with olive oil, cherry tomatoes, roasted garlic, fresh basil, red onions, and feta cheese.

US$12.49

Mediterranean

No sauce, brushed with olive oil, green olives, cherry tomatoes, roasted garlic, spinach, feta cheese, and red onions.

US$12.49

The “L”

No sauce, brushed with olive oil, chicken, spinach, tomato, mushroom, and garlic salt.

US$12.49

All Day - Kids' Menu

Pizza

7 inch one topping pizza. add topping for an additional charge. 1 breadstick, Kids' drink.

US$9.99

All Day - Featured Items

Dessert Pizza

Our homemade dough baked up soft, covered with cinnamon, sugar, and topped with vanilla icing.

US$7.69

All Day - Beverages

Diet Pepsi

A crisp tasting, refreshing pop of sweet, fizzy bubbles without calories.

US$2.29

Sierra Mist

A caffeine-free soda that provides a crisp, clear burst of lemon lime flavor

US$2.29

Lemonade

Refreshing citrus beverage.

US$2.29

Fruit Punch

A refreshing blend of juicy fruits, perfectly sweetened for a thirst-quenching treat.

US$2.29

Sweet Tea

Refreshing sweet tea brewed to perfection.

US$2.29

Unsweet Tea

Refreshing, chilled classic tea with no added sweetness.

US$2.29

Orange Crush

Tantalizing carbonated beverage bursting with refreshing citrus flavor.

US$2.29

Mountain Dew

Exhilarate and quench your thirst with a one of a kind taste.

US$2.29

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  • Casa Tomás Menu C. Calderón de la Barca 95, Arcos Vallarta, 44140 Guadalajara, Jal., Mexico
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  • Mantles Restaurant & Lounge Menu 3240 Village Way, Sun Peaks, BC V0E 5N0, Canada
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  • La Fiesta Menu 1040 Mebane Oaks Rd, Mebane, NC 27302, United States
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