Below is Youtube trailers of each fight. For each fight that I couldn't find the people fighting his opponent I picked the closest thing i could find. Which would win in all these 23 crossover fights.
IMO:
Against Heath Ledger:
1- Jack Nicholson win
2- Spider-Man win
3- James Bond MURDER him
4- Green Goblin win
Aaron Eckhart win
Against Bat-Bale:
1- Spider-Man win
2- Ray Stevenson win
3- Thomas Jane loose
4- If he doesn't have to fight him h2h, Bat-Bale win, if not, Terminator destroy his face
5- Jack Nicholson loose
6- Blade ****ing destroy Bat-Bale
7- I say that DareDevil win
Against Ghost Rider:
Because of the Penance Stare, he soloes.
Against Hulk (Norton):
1- Hulk loose
2- Hulk should win
3- I wasn't impress by the feats of either. But because I saw Hulk throw a lift car like a ball, I'll go with him
4- Hulk (Bana) oblitarate Hulk's (Norton) face