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Windy City Pizza has operated in the Boston area since 1989, with the Weymouth location on Main Street serving Sicilian and grandma-style pies alongside wings, subs, and burgers. The Sicilian pie draws particular attention—reviewers note it's worth the extra cooking time. The crust shows up in other formats too: one customer praised the calzone's flaky, croissant-like texture. Wings arrive with a house-made blue cheese dipping sauce. Orders go out for delivery and pickup daily from 11 a.m. to 9 p.m.