Can there really be a holiday if there's no Charlie Brown special to go along with it? Probably not. While there are a lot of great Charlie Brown specials throughout the year, one of the best ones is definitely It's the Great Pumpkin, Charlie Brown. Therefore, as Halloween draws closer it's probably best to know when It's the Great Pumpkin, Charlie Brown airs in 2017. Thankfully, you'll have at least two opportunities to watch it on the small screen.