Ryan Phillipe is Captain America March 16, 2010 Will Ryan Phillipe play Captain America? Ryan Phillipe is reportedly being considered for the role of Captain America. According to reports, the Stop-Loss star is a contender for the lead part in Marvel Studio’s The First Avenger: Captain America. Other actors up for the part include: Michael Cassidy, Chace Crawford, Scott Porter, Garret Hedlund, Mike Vogel, Chris Evans and John Krasinski. Hugo Weaving is in negotiations to portray villain Red Skull in the superhero picture.