Preheat oven to 350°F. Line two baking sheets with parchment.
Whisk flour, cocoa, baking soda, and salt in a medium bowl.
Cream butter, granulated sugar, and brown sugar until light and fluffy.
Beat in eggs, vanilla, and almond extract until smooth. Scrape the bowl.
Mix in dry ingredients on low just until combined. If crumbly, add milk gradually.
Fold in chocolate chips and chopped cherries until evenly distributed.
Chill dough 15 minutes to firm slightly for easier scooping.
Scoop 1.5-tablespoon portions onto sheets, spacing 2 inches apart. Gently flatten tops.
Bake 9 to 11 minutes, until edges set and centers look soft.
Cool 5 minutes on the sheet, then move to a rack to finish cooling.