Preheat oven to 375 degrees. In a large bowl, mix together 1/3 cup flour, oats, butter, and brown sugar. Mix ingredients together with your hands, pinching the butter between your fingers so it mixes evenly with other ingredients. Once the mixture has formed moist clumps, transfer the streusel topping to the refrigerator to chill.

In a medium bowl, combine cherries, chocolate chips, sugar, and 1 Tbsp flour. Toss until combined. Evenly distribute the cherry mixture between 4 soufflé ramekins (5” in diameter). Remove the streusel topping from the refrigerator and evenly divide between the 4 ramekins. Make sure the streusel topping is covering most of the cherry mixture beneath. Place the ramekins in the oven and cook for 25 to 35 minutes, until the filling is bubbling and the topping is golden brown. Remove from oven. Serve warm with vanilla ice cream.