Grease a 9x5-inch baking pan (glass works best). Preheat oven to 325 degrees F.
In a medium bowl mash bananas then add vanilla, milk, and cinnamon and stir until combined. Set aside.
In another bowl add baking soda, salt, baking powder, and flour, mix to combine. Set aside.
In a third bowl or in a standing mixer bowl using the flat paddle beat sugar and butter until light and fluffy, then add eggs one at a time and continue to beat for about 1-2 minutes or until combined.
Add mashed banana mixture to the butter mixture and mix at low setting to combine.
Lastly stir in flour mixture into the butter mixture and beat slowly with mixer until combined. Batter will have a thick consistency.
Add chocolate chips and mix into batter.
Pour batter into the greased baking pan.
Bake in preheated oven for about 75 minutes or until a toothpick inserted into the center of banana bread comes out clean.
Allow to cool for about 10 minutes before removing from pan and slicing.
Enjoy!