As there is no online in this game, for this achievement, you are going to need a second controller. Make sure you join in before you pick the level. Don't press on the second controller while in the level; it doesn't count for the achievement.
You can only play a Story mode level or the Bonus level; you CAN'T get this in Free Play. Short chapters are Chapter 1, "Greatest Kingdom in Middle-earth", which will only require you to use the second controller two times; the puzzle in the treasure room and the running scene towards the end of the level. Also, Chapter 9, "Queer Lodgings," is very quick. The bonus level also counts for this achievement playing it in co-op. This is probably the shortest level of all.