While they are both near invincible, can heal from virtually any wound, and enjoy dressing up in primary colors, the similarities between Wolverine and Deadpool mostly end there. Which means that anytime fans get James “Logan” Howlett and Wade Wilson (AKA Deadpool) in the same room, things are about to get interesting. And usually violent.

These two are some of the most iconic comic characters in history, so whether they encounter each other on the page or on the screen, and whether they're fighting together or fighting each other, their one-on-one moments are unforgettable.

Updated October 7th, 2022 by George Chrysostomou:

Wolverine and Deadpool will finally be crossing paths on the big screen in Deadpool 3, and it's no surprise that fans are now turning to the comic books to see how these two anti-heroes have previously fought and teamed up. Surely, Marvel will take inspiration from these previous narratives.

Deadpool Comic Book Takeover

Wolverine Issues 20-23 (2022)

Art from the Wolverine Deadpool issue

An unlikely series of events in Wolverine's own recent comic book run have seen Deadpool take over. With a mission that requires only the bloodiest of operators, Wade Wilson has stepped up to try and become a more recognized member of Krakoa, the Mutant-based paradise that he has been shunned from for so long.

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Logan isn't too happy to have him along for the ride, but even he can't get over how many benefits he brings to the team. Logan's gritty edge continues to bounce off of Deadpool's wacky side perfectly, with Wolverine even cutting Deadpool up so that he can be of some use. Deadpool's takeover of the comic has extended even to the front pages, with Wilson scribbling over the text to insert his own name.

Deadpool Gives Wolverine the Short End of the Sword

Wolverine Issue 88 (1994)

Deadpool stabs Wolverine in Marvel Comics.

In 1994's Wolverine #88, Deadpool is trying to get his ex-girlfriend back, so naturally, he trashes her new beau's apartment. Wolverine just so happens to arrive on the scene, and the two immediately start insulting one another. Impressively, Deadpool's taunts send Logan off his game, and he proceeds to make quick work of the X-Man by impaling him through the chest with two swords.

All the adamantium attached to Wolverine's bones had recently been ripped from his body, sending his healing factor out of whack. The combination of this weakened state and Wade Wilson knowing exactly how to get under Wolverine's skin is all it takes to take out the mutant.

Wolverine Helps Deadpool Get Over Depression

Deadpool Issue 27 (1999)

Wolverine stabs Deadpool in Marvel comics

A few years after they first met, the still adamantium-less Wolverine evened the score. To provide some context, Wade Wilson has just recently killed a messianic space baby and is seeking counsel to deal with his feelings about it. So during 1999's Deadpool #27, he seeks out psychiatric counsel from Doctor Bong (of Howard the Duck fame), and together, they decide that the only way to break free from the rut is to fight a superhero.

The fisticuff therapy session finishes with Wolverine skewering the Merc with a Mouth. Apparently, Wolverine is exactly what the doctor ordered, as the violent, slapstick, action-packed altercation helps Deadpool work through his issues and feel a lot better.

Deadpool and Wolverine Battle a Werewolf

Wolverine Annual '99 (1999)

Logan and Deadpool fight a Werewolf in Wolverine Annual 99

Never one to let bygones be bygones, Wolverine is still pretty peeved over Deadpool having attacked Kitty Pryde. So a few years later, when he spots the Crimson Comedian hopping some rooftops in Wolverine Annual '99, Logan takes the opportunity to attack back. But fans finally get to see the Weapon X alums team up when, amidst this beatdown, a werewolf shows up and tries to eat them both.

Deadpool is on a job to assassinate a werewolf-turned-acclaimed-author who has forsaken his werewolf heritage and is now being hunted by one of his werewolf brethren. This resonates with Wolverine, so he decides to put down the pipe and spend the rest of the story fighting valiantly to save the were-author with Deadpool in tow. Eventually, a Council of Werewolves materializes and threatens the author to never show his face in polite society again before everyone disappears and Wolverine and Deadpool are left to wonder what just happened.

Deadpool Treats Logan Like a Dinosaur

Wolverine Issue 154 (1988)

Deadpool appears in Wolverine 154

In Wolverine #154, the reason for their fight is money, as Deadpool is hired to take out Wolverine by someone who wants to save the world by dissecting mutants.

RELATED: 13 Memes That Perfectly Sum Up Deadpool As A Character

After sharing a few punches and roundhouse kicks to the face interspersed with their usual wordy banter, Logan quickly gets the upper hand, but makes the classic mistake of giving Deadpool a second chance to rethink his life decisions. Deadpool uses the opportunity to empty a gun clip full of drugged darts into Logan's chest.

Wolverine Throws Deadpool at Hulk

Hulk Vs. Wolverine (2009)

Hulk vs Wolverine Movie with Deadpool

While the duration of fighting is short between Wade and Logan in 2009's Hulk vs Wolverine animated movie, what's there is well worth the watch. The Weapon X program is at it again, only this time, they're trying to reprogram Hulk into a weapon of massive green destruction.

Granted, the idea of an adamantium-laced Hulk is awesome, but audiences wouldn't want to be around when someone tries to make it happen. Deadpool and Wolverine eventually both end up running for their lives when the Hulk gets angry and starts demolishing everything in sight. Logan takes this opportunity to pick up Deadpool and hurl him at the Incredible Hulk. The big green rage monster merely swats the Crimson Comedian away like a fly, presumably breaking every bone in his body.

Wolverine and Deadpool Coordinate Outfits in The Uncanny X-Force

Uncanny X-Force (2010)

Wolverine and Deadpool in Uncanny X-Force

Most of the time when Wolverine and Deadpool get together, it's for a quick stab to the chest and an insult to the face. Just as quickly, though, they'd go their separate ways. But then came along 2010s Uncanny X-Force, and for the first time, they officially became teammates killing for the greater good.

X-Force was originally started as a black ops team to eradicate any threats to mutant kind with extreme prejudice. At one point, it was disbanded by the powers that be for being too extreme. Always eager to give the finger to authority, Wolverine formed a new X-Force in secret and called upon fellow mutinous mutants to join. Of course, Deadpool was at the top of that list.

Deadpool Tries to Blow Wolverine Up: Round 1

Wolverine: Origins Issues 21-25 (2006)

Wolverine vs Deadpool in Wolverine Origins

And the winner for the most violent fight between Deadpool and Wolverine goes to their five-issue battle royale in Wolverine: Origins #21-25. The issue opens with Logan sitting down to a nice Chinese dinner in San Fran, when all of a sudden, a nearby duck stuffed with a bomb blows him up. Enter Deadpool, who has been hired by a mysterious figure to kill Wolverine once and for all. What ensues is an unrelenting bloodbath.

In his hunt, the Merc with a Mouth pulls out all the tricks, setting one elaborate trap after another, from dropping a piano on Wolverine to having a trip wire yank him across a highway into oncoming traffic.

Deadpool Tries to Blow Wolverine Up: Round 2

Wolverine Origins Issues 21-25 (2006)

Deadpool fights Logan in Wolverine Origins

Once going into a full-on berserker rage, Wolverine slices Deadpool's fingers off. Unable to use a gun, the Regeneratin' Degenerate pulls out a rocket launcher instead, setting the whole area ablaze. Logan deftly dodges the attack, quickly gets the upper claw, and is poised to slice Deadpool's head off when a nearby woman screams that her car is on fire with her baby locked inside. Always the do-gooder at heart, this snaps Wolverine back to reality, and he jumps in to save the day, only to find Deadpool has set the whole thing up and the baby is actually a doll stuffed with a bomb.

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The 2006 series Wolverine: Origins features Logan out on a quest for vengeance against anyone who's ever looked at him the wrong way. This includes his estranged son, Daken. Wolverine anonymously hired Deadpool to try and kill him in order to lure Daken out of hiding, because Logan knew he couldn't stand to let someone else do the deed. After unleashing his final explosive toddler tour de force on Wolverine, the duo embarks on a back-and-forth face-off that ends with Deadpool shooting Weapon X. Wolverine survives, he gets his revenge on his son, and Deadpool has both his hands chopped off.

Deadpool Gets His Wish, Finally Kills Wolverine

Deadpool Kills The Marvel Universe (2012)

Deadpool decapitates Wolverine in Marvel comics

Deadpool has been brainwashed into killing the entire Marvel Universe. One by one, they all fall. He wipes out the Fantastic Four, roasts Howard the Duck, blows up the Avengers, decapitates the Hulk, fries the X-Men, shoots Spider-Man, tortures Professor X, skins Beast alive, and even meta-kills Marvel's writing team.

Unfortunately for Wolverine and everyone else in this elseworld tale, Deadpool is packing a sword made out of carbonadium. This durable metal was created by the Russians as a synthetic form of adamantium. While not as strong as the real thing, it does have the noteworthy effect of wreaking havoc with Wolverine's healing factor. One slice to the abdomen and an axing to the head later, and Deadpool drops Logan.

Wolverine and Deadpool Complete Each Other

Deadpool Issue 15 (2013)

Wolverine and Deadpool in Marvel comics

Someone keeps stealing Deadpool's organs, so he ends up taking a trip down memory lane to uncover the sordid past of the Weapons Plus super soldier program. Two men that know the program better than anyone else -- Wolverine and Captain America. Unfortunately, both immediately tell him to get lost.

Fortunately, by the end of Deadpool #15, Logan changes his tune. He tracks Wade down to an apartment at the exact moment a special ops team strikes. Wolverine goes high, Deadpool goes low and a few panels later, the wannabe assassins are dead in their tracks.

Wolverine and Deadpool Take Out North Korea (with Guest)

Deadpoool Issue 17 & 18 (2013)

Deadpool, Captain America, and Wolverine Blow Up North Korea

Wolverine and Deadpool get separated following their takedown of the assault team, and the Regeneratin' Degenerate soon finds himself in a North Korean internment camp as the prisoner of his old Weapons Plus caretakers. It turns out that they have been using Deadpool's organs to create a Korean clone army of deadly mutant super soldiers funded by Kim Jung Un. Deadpool manages to make a run for it and finds out he's not the only captive; both Wolverine and Captain America have been taken. Wade sets them loose, and the trio prepares to fight their way to freedom.

Joined by several rebellious mutant clones, over the issues of Deadpool #17 and #18, the heroes take on the entirety of the Korean People's Army, several of whom have taken mutating serum and turned into giant rock monsters. As terrifying as that might seem, even more terrifying is the powerful melee of adamantium fists, patriotic shields, and witty one-liners coming at them.

Wolverine Dresses Deadpool in Drag

Wolverine/Deadpool: The Decoy (2011)

Wolverine Dresses Deadpool as Jean Grey in The Decoy

In the one-off Wolverine/Deadpool: The Decoy from 2011, Deadpool has to help Logan fight a robot who is out to kill Jean Grey despite the fact that she's already dead. And, he does so it quite an interesting and unusual way.

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He ends up helping Wade dress up as Jean Grey, then uses him as a decoy to distract the robot. Because Jean Grey and Deadpool look so much alike, this works long enough for Wolverine to take the robot's head off -- though not before it scorches Deadpool with its heat vision, incinerating the clothes he's wearing.

Wolverine Cuts Off Deadpool's Head, Plays Soccer With It

Cable And Deadpool Issue 44 (2004)

Wolverine decapitates Deadpool in Marvel comics

There's also the delightful 2004 cult buddy cop series Cable and Deadpool. Sadly, by issue #44 of the series, Cable has apparently died, leaving an even greater need for Wolverine in Deadpool's life. Deadpool is on a mission to retrieve his friend, Weasel, from a Hydra base in Pakistan. Coincidentally, Wolverine is on a mission to take out the base's new Sector Commander, whose been developing teleportation suits. When it is revealed that Weasel is actually the Commander, Deadpool decides to stand in the way of Logan killing him. So Wolverine cuts Deadpool's head off instead.

Hydra Agent Bob scrambles to put his head back on as it gets kicked around in the ensuing brawl between Wolverine and the Hydra fleet. Bob eventually succeeds, and Deadpool springs into action doing what he does best -- stabbing Wolverine through the chest. Soon after, Weasel admits that he is a double traitor who's tricked Hydra into wearing the suits so he could teleport them all to oblivion. Deadpool holds Wolverine off long enough for this to happen, and everyone walks away a winner.

Wolverine and Deadpool Feud Over Who Is the Sexiest Man Alive

Interviews

Ryan Reynolds and Hugh Jackman in the Eddie the Eagle press junket

A huge advantage of having Hugh Jackman and Ryan Reynolds play these lovably murderous superheroes is that fans get to see them seize the spirit of their characters and routinely jab one another in the name of good fun and thinly veiled marketing.

The Deadpool films in particular have done a fine job of mocking their relationship, most recently in the hilarious teaser for Deadpool 2. It makes their oncoming meeting all the more exciting.

Hugh Jackman Fights Someone Pretending to Be Deadpool

X-Men Origins: Wolverine (2009)

Deadpool in X-Men Origins: Wolverine

X-Men Origins: Wolverine was horrible. However, the film's greatest sin of all was taking one of Marvel's most enjoyably stylized characters, beloved for his incessant motor mouthing, and sewing his mouth shut.

This version of Deadpool could have been great. On paper, having a movie end with the Crimson Comedian and Wolverine fighting atop a cooling tower while Liev Schreiber dances around them sounds amazing. But it goes without saying, the validity of the concept was not executed well.

Making Up For The Past

Deadpool 2 (2018)

Wolverine's cameo in Deadpool 2

The sequel to Deadpool's first outing on the big screen didn't disappoint, but one of the funniest sequences sees the character actually travel through his own time stream. He encounters plenty of Variants, from Ryan Reynolds who's about to sign a very disastrous script, to baby Hitler.

The most shocking connection sees Deadpool return to the Wolverine: Origins timeline though, where he greets Logan by slicing up the previous iteration of himself. It's a hilarious moment which demonstrates how unhappy Wilson was with his previous appearance and what he's willing to do to rectify that ahead of the third installment.

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