After a little scouting, I think you could win. The Cup draw was good. Your Enth should be the same or similar entering the game. He will be playing his best players and has more depth. You could Set your Enth to Normal for the cup game and you might be able to catch him.
Also, it looks like you are 2nd in the league. do you have a chance to pass the #1 team? If so you might be trading HCA in the playoffs for 1 more round in the cup. I would personally take the playoffs, since the playoffs are more money and a larger Reward than 1 round in the cup. Most likely your next round draw wont be as winnable, anyway.