For the cookie dough crumble: Preheat the oven to 350 degrees F. Grease a 9-inch square baking dish with butter.
Whisk together the flour, baking soda and salt in a small bowl and set aside. Microwave the butter in a medium microwave-safe bowl until completely melted. Cool slightly. Stir the brown sugar, granulated sugar, vanilla and egg into the melted butter. Stir the flour mixture into the butter-sugar mixture until just combined. Stir in the chocolate chips.
For the cherry filling: Toss together the cherries, granulated sugar, flour, vanilla and salt in a large bowl. Transfer to the prepared baking dish and toss the cookie dough crumble over the cherry filling.
Bake until the filling is hot and bubbly and the top is crisp and golden brown, 50 to 55 minutes. Let cool for a few minutes. Dish up spoonfuls and top with a scoop of vanilla ice cream if desired.
When measuring flour, we spoon it into a dry measuring cup and level off excess. (Scooping directly from the bag compacts the flour, resulting in dry baked goods.
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