Raphael may be a fighter, but he lacks the skills that Spiderman 2099 has. Spiderman 2099 has fought with the best of them and proven his skills each time. Raphael is tough, but he’s never proved anything against any decently strong villain. He takes a loss in this round. Spiderman 2099 wins.

Update 9/28/2019 with the Saint Turtle form Raphael will be able to win this match. Raphael wins.