In the bowl of a stand mixer or another large bowl, beat the sugar, eggs, and oil together to combine. It's best to use a stand mixer or electric mixer here.
Mash the ripe bananas with a fork or potato masher. Add the mashed bananas and vanilla extract to the other wet ingredients and beat to combine.
Combine flour, cocoa, baking soda, salt, and chocolate chips.
Fold the dry ingredients into the wet mixture until just combined.
Grease a standard sized loaf pan with nonstick spray and dust with flour, then pour in batter.
Bake for 60-70 minutes until top is cracked and bread is cooked through (when you gently touch the top it should spring back).
Cool at least 15 minutes on a wire rack before slicing. Flavors will be more intense when bread has completely cooled.
Notes
To freeze a loaf of chocolate banana bread, allow it to cool completely first. Then wrap it in aluminum foil or place it in a freezer bag and store in the freezer. Thaw at room temperature before serving.