Warning! Long answer North!
I think Spider-Man has won, and before those who voted for Stark get mad at me, listen to me.
In this fight, both are in their base forms but I have added more powerful cases to strengthen each other.
Iron man Mirror Man, AKA Tony Stark has a big superpower. His money. He is a genius and a millionaire and he has used his money to create multiple powerful cases to fight crime.
Power
Rich
Genius hacker and computer designer
Weapons / Gadgets (Cases)
Repulsors
Jet powered aircraft
Super power
Missile
Blasters
Bleeding Edge (Nanotech) Addition
Weapons Generation
Spiders are human