Iron Man coukd easily win against Master Chief. MC has a jet pack which could provide him with some favorable mobility, Tony Stark can fly. MC uses guns, Tony’s armor is bullet resistant and Tony’s blasts could easily slice through the hull of MC’s body suit. read more
Master Chief is a super-solider like Captain America and he also has a bunch of guns that are alien's guns. Iron man just has a suit and can fly with lasers. read more
Iron Man would be a challenge, but Master Chief just seems to have better skills. He can fight, has Cortana that can hack things, has equipment for nearly any situation, his armor and shield are strong enough to survive a fall from the atmosphere, and, most importantly, he has major luck. read more