The collision between Deadpool, Wolverine, and the Marvel Cinematic Universe in the threequel film for Ryan Reynolds' 2024 Merc with the Mouth has a rich lore, as do the two heroes, or antiheroes as some might say, with their own film sets that chronicle their own histories.
Order to watch Wolverine movies
The Deadpool franchise is fairly easy to follow, as Ryan Reynolds only has two previous standalone films in the red suit, Deadpool (2016) and Deadpool 2 (2018). Ryan Reynolds also appears in X-Men Origins: Wolverine (2009). There are several references to Wolverine in the two Deadpool films.
Hugh Jackman's journey as Wolverine is a little more complicated, with multiple timelines and two actors playing Professor X, or Charles Xavier (Patrick Stewart's older version versus James McAvoy's 30-year-old X), as well as Magneto (Michael Fassbender versus Ian McKellen) and some amnesia for James Howlett – or Logan, aka Wolverine.
Below are two ways to watch all the X-Men films featuring Wolverine: in release order and chronological or timeline order, from Wolverine's perspective: