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In a small saucepan, melt the butter over medium heat. Add in the chocolate chips and peanut butter, stirring frequently until chips are melted and smooth.
Remove saucepan from heat and stir in vanilla.
Add Chex cereal to a 13 quart mixing bowl. Pour chocolate-peanut butter mixture on top and gently stir with a spatula until all Chex cereal is coated. Set bowl aside.
Set a baking sheet nearby and cover with parchment paper.
Add powdered sugar to a Ziploc bag (gallon sized). Working in batches (about 1-2 cups at a time), add coated Chex cereal to bag with powdered sugar, seal or twist the top of the bag closed, and then shake the bag until the Chex cereal is coated with sugar. Remove finished puppy chow and spread out on prepared baking sheet. Repeat step until all the puppy chow is made. When finished, discard plastic bag and any dry powdered sugar that remains inside.
Let puppy chow cool completely before eating. Once cooled, transfer to a sealed container and store for up to 5 days.