So, this is going to be Spider-Man VS different DC characters in a gauntlet setup. Spider-Man will heal after each successful battle, and each opponent will be more difficult.
Spider-Man nor his opponent get prep beforehand, and neither know who they are fighting.
To win, it has to be a K.O., kill, or immobilization. (Obviously, Spider-Man isn't going to kill, but others might.)
Similar to the parentheses above, morals will be on, so Batman isn't going to pull out a gun and shoot Spider-Man, or Superman isn't going to furiously pummel the crap out of him.
They are in a circular arena, with concrete as the ground.
Okay, let's start with...
Spider-Man VS Robin (Tim Drake)
Spider-Man VS Nightwing
Spider-Man VS Cyborg
Spider-Man VS Aquaman
Spider-Man VS Flash
Spider-Man VS Batman
Spider-Man VS Green Lantern
Spider-Man VS Wonder Woman
Spider-Man VS Martian Manhunter
Spider-Man VS Superman
So tell me how far Spider-Man would get and why. I personally think he could get up to Superman, then that would be a hard fight. But honestly, I think Spidey could pull through against Superman.