Cherry jello salad made with cherry gelatin, cherry pie filling, and crushed pineapple, topped with a thick vanilla pudding whipped cream layer. Sets firm in a 9x13 and slices into clean squares. Perfect for potlucks, holidays, and cookouts.
Clear space in your refrigerator for a 9x13 baking dish.
Add cherry gelatin and boiling water to a large bowl and whisk for 2 minutes until completely dissolved. Stir in cherry pie filling and crushed pineapple with its juice. Pour into a 9x13 baking dish and refrigerate for at least 4 hours or overnight.
Once jello is fully set, beat heavy whipping cream in a large bowl on medium-high until stiff peaks form, 3–4 minutes. In a separate bowl, whisk together vanilla pudding and cold milk until combined and slightly thickened, about 2 minutes. Fold pudding into whipped cream and beat briefly until thick and fluffy.
Spread vanilla cream evenly over the set jello layer. Cover and refrigerate at least 1 hour before serving.