badass characters to ever appear in a comic book. When you've been around as long as one James Howlet, odds are you'll end up making a few enemies. Being a member of nearly every major team in the Marvel Universe hasn't helped matters much on that front either. Logan has a target on his back, and the litany of monsters and killers aiming at it are some of the deadliest in the Marvel Universe.
Sabretooth
For many superheroes, their greatest villains are a dark reflection of themselves. Batman has the Joker, Captain America has Red Skull, and Wolverine has Sabretooth. That's what Victor Creed is, a hulking and irredeemably sadistic version of Wolverine. He's got Logan's healing factor and claws, but none of his deep-rooted sense of honor or moral com. Their fights are numerous and legendarily brutal, and Sabretooth wins more often than he loses. While Sabretooth can often be characterized as a rampaging brute (though he certainly fits that characterization at times), in truth he's incredibly calculating, which is what makes him truly dangerous. He's even revealed to be the true final villain in Rick Remender's Uncanny X-Force run when he successfully engineers an incredibly elaborate plan to make Wolverine murder his own son. He's a rampaging monster with the mind of a brilliant tactician. If it wasn't for his single-minded and petty hatred of his nemesis (this is the man who mercilessly beats up Logan every year on his birthday) odds are he would be an even bigger threat.
Deadpool
While Wolverine now considers Wade Wilson a friend (using the term friend very lightly), Deadpool was a villain himself when he debuted, and he's fought Wolverine he's a tragic and lonely man underneath all that. He's also got one of the most powerful healing factors in the Marvel Universe and is an absolutely lethal combatant. As much as he quips, Wade is a master swordsman and with enough weapons on his person to fight a war by himself. And that healing factor means he'll just keep on coming back for more no matter how much damage he's taken.
Lady Deathstrike
Daughter of the adamantium obsessed villain Dark Wind, Yuriko Oyama packs a wallop. She's awful sturdy too. Lady Deathstrike has an adamantium-laced cyborg skeleton and some nasty claws to boot on top of a healing factor, superhuman attributes, a cybernetic interface, and a resistance to telepathy. She's the villain responsible for that famous image of Wolverine crucified to an X-shaped cross. Like Sabretooth, she's another character with similar enough abilities to Logan, the key difference being that she willingly chose to have them done to herself. As seen with Wolverine, those claws make her a big enough of a threat on their own. But the other powers like the telepathic resistance give her an edge that even Charles Xavier would have trouble negating. Having an army cyborg mercenaries like the Reavers at her back certainly makes her even more dangerous.
Gorgon
The man who killed Wolverine himself. Tomi Shishido, or Gorgon, has a pretty stacked powerset and supervillain resume. Gorgon gets his name from his ability to turn his enemies to stone just by looking at them. On top of that, he's one of the smartest people on the planet, can sense emotions, and has a light form of telepathy. After being resurrected by The Hand, he also gained a healing factor and other superhuman attributes. He was the main villain throughout the Enemy of the State storyline, causing absolute carnage everywhere he went. Shishido even led both The Hand and Hydra throughout before all was said and done. Gorgon's intelligence makes him dangerous, but his physical prowess and sword skills make him an absolute monster on the battlefield. The only reason Wolverine was able to stop him was that he managed to reflect Gorgon's devastating gaze back at him through the reflection in his claws.
Cyber
A true product of his times, Cyber is a '90s villain through and through. Born Silas Burr, he's another villain with deep ties to Wolverine's past. A former Pinkerton Agent, he escaped hanging and ed the Canadian Army under an alias, where he ended up subjecting Logan to physical and emotional torment as his drill sergeant. Cyber is a complete sadist with an adamantium exoskeleton he tricks out with devious weaponry like retractable poison claws. What truly sets Cyber apart from other villains are his powerful Psionic abilities that let him sense brain waves and astral project his conscience. He's pulled some truly horrifying feats off with those powers, including taking over the body of a physically powerful, but simple-minded mutant named Milo Gunderson.
Omega Red
Before being transformed into the monstrous Omega Red by the Soviet version of the super-soldier program, he was a serial killer. They turned him into something even worse. He's got a healing factor, super-strength, speed, the works. He's infamous for the vicious Carbonadium tentacles that are housed within his arms. They slow Wolverine's healing factor and can be used to quite literally suck the life out of people. Omega Red is a force to be reckoned with who Wolverine has a particularly hard time fighting due to those nasty tentacles. In fact, Logan made a point to kill him for good, stabbing the evil bastard in the heart with a Muramasa Blade. But as comics are comics, no one stays dead. He's reemerged in Wolverine's current adventures, and he's been a little difficult, to say the least.
Hulk
No list of Wolverine's toughest enemies can be complete without the strongest one there is. Hulk and Wolverine have been scrapping it out across various worlds since Hulk ripping Logan in half in the Ultimate Universe and the events of the Old Man Logan storyline. Which saw Logan take down a deranged and incestuous version (Mark Millar likes making Hulk gross) of the not so jolly green giant. Hulk may not be a supervillain, but he's without question Wolverine's deadliest foe.