In large bowl, prepare pancake mix of choice as instructed in pancake recipe or on pancake mix box.
Remove approximately ⅕ of the prepared batter and transfer it to small bowl.
Add very small amount of orange food coloring (or red + yellow food coloring) to remaining batter in large bowl. Stir thoroughly to tint batter, adding additional food color in very small increments as needed to achieve desired shade of orange.
Repeat above step using green food coloring for pancake batter in small bowl.
Transfer green pancake batter from small bowl into plastic sandwich bag (or piping bag). Work batter down into one corner of sandwich bag and snip off corner tip, leaving small hole (approximately ⅕-inch wide). Prop cut corner of bag up when not actively in use to prevent batter leaking everywhere.
Preheat large skillet over medium heat and spray with non-stick cooking spray. Use cookie scoop or measuring cup to ladle approximately ⅓ cup of orange pancake batter into hot skillet. Let orange batter set.
"Pipe" green pancake batter into skillet, "drawing" a square/rectangle at top of orange circle to make stem. Fill in shape with additional green batter. Make sure green better actually touches orange batter, or stem won't stay connected to pumpkin.
Let pumpkin-shaped pancake cook until set on sides (it'll be more matte rather than glossy) and bubbles appear on side of pancake facing up. When bubbles appear, press chocolate chips onto orange circle to form jack-o-lantern face, with pointy ends of chocolate chips pointing toward green stem to resemble triangular cut-outs.
Once chocolate chips are placed, very carefully flip pancake over with spatula (pancake should be mostly cooked through before flipping). Cook approximately 15 seconds on second side. Be careful not to overcook this side or the jack-o-lantern face will be brown and the chocolate chips melted.
Transfer finished jack-o-lantern pancake to plate and keep warm. Repeat process with remaining batters. Serve warm as-is or with desired toppings.