Actually, Vex, Chaos is pretty much an instant win for Vincent. You have to understand that Chaos Vincent is incredibly broken. The guy moves at DBZ-esque speeds and fires off huge blasts of energy from his gun. As strong as Cloud is, there's just no way he can keep up. While they're both definitely two of the stronger characters in the FFVII universe, Chaos Vincent outclasses pretty much everyone except for Sephiroth himself. I think that Cloud definitely has the upperhand over Base Vincent, but once Chaos comes out, the fight has already been decided.

I think Cloud would win, he could survive enough to start up the ol' Omnislash, once that's started, Vincent is history. Although, saying that, yeah, Cloud would probably BLEED to death after that, lol

Actually, Chaos Vincent could reduce Cloud to a pile of Mako-enhanced ashes before he even knew what hit him. Omnislash is one incredibly powerful technique, to be sure, but it won't do Cloud much good if he's slaughtered within five seconds.

Haha, touché I just think Cloud would pull of some amasing feat he IS the main character after all, If he dies, he can just load =P

Cloud he totally owned in AC though Vincent does look like a badass. Cloud will own him

Yeah, it's true that Cloud does have Main Character Syndrome, so he can't die in battle with Vincent. However, plot protection also helped him out against Sephiroth, but I think we all know that Sephiroth>>>>>>>>>Cloud. Regardless of how a canon battle would turn out, the fact remains that Chaos Vincent is quite literally many times as powerful as Cloud is. Still, there's really no shame in that. CV is, after all, the second strongest entity in the FF7 universe.

Chaos Vincent can travel faster than the eye can travel and maneuver himself with expert precision despite his incredible speed. He can fly, fire enormous laser blasts from his gun, lift and throw objects many times his size, and is capable of defeating someone who totally obliterated Rosso and Azul in their strongest forms. Cloud is one tough cookie, but against someone like Chaos Vincent, he just doesn't have a chance in hell. Against Base Vincent? Yeah, Cloud would curbstomp him. Chaos Vincent? There's just no competition.

i'm sure in the game vincent is described as frail. well clouds not so he wins

@Barnezy91: I don't seem to remember Vincent being described as "frail" at any given moment in any part of the FFVII Compilation. Besides, even if he was, Dirge of Cirberus changed that by having him compete on the level of the Tsviets. Keep in mind here that Cloud isn't that much stronger than Rosso.

@Rydia: Agreed. But Kain beats them all.

Actually, Vincent is more than capable of controling Chaos by the end of DoC thanks to the Protomateria. What's more, while using Chaos, he's able to compete with and eventually defeat Omega Weiss, whose weapons of choice were dual katanas (i.e. he specializes in close combat). If he can defeat Omega Weiss (who far outshines Cloud), he wouldn't have any trouble completely overwhelming Cloud. Besides, I really don't see how Cloud could counter an attack that he can't even see coming. His reflexes are impressive, but not that impressive. Chaos Vincent is in the realm of "exaggerated Shounen strength/speed."

Again, Cloud is definitely a real powerhouse and an amazing fighter in his own right, but he's not the almighty of FFVII. That would be Sephiroth, as confirmed by the creators of the universe itself. Cloud only legitimately beat Sephiroth with the help of seven other considerably skilled fighters, each equipped with Materia. If Sephy would stop being an arrogant little bishounen and take his fights seriously, he'd be able to curbstomp Cloud in a matter of seconds. When it comes to Meteor, the joint efforts of Crisis AVALANCHE indirectly caused its destruction. If not for the Lifestream that came up and destroyed it, Cloud would've been helpless.

However, you are correct in saying that the weight of the Buster Sword/First Tsurugi wouldn't effect Cloud in the slightest. In Advent Children, he's seen swinging his oversized blade much faster than a normal human could swing a normal sword. Even so, Chaos Vincent is just godly. Even assuming they do take part in close combat, CV's raw power would allow him to come out on top every time without that much effort on his part.