Marvel Multiverse is here. Although it's still not certain what that means, we can guess based on news, hints in Loki, and trailers for upcoming projects that the Marvel Cinematic Universe timeline will become even more loopy, jumping and folding in on itself. Peter Parker's visit to Dr. Strange in the trailer for Spider-Man: No Way Home is even rumored to mean the return of Andrew Garfield and Tobey Maguire, the previous actors to play Spider-Man. This is consistently denied.
With No Way Home coming out in December, it might be a good time to brush up on Spider-Man, whether the old Spider-Men show up or not. This is how to watch all the Spider-Man films in order. I recommend watching them in the chronological order they were released because the reboots make it impossible to put them together chronologically. Poor Peter keeps repeating high school over and over again. For true completists, we also included a few Spider-Man related films, even if he is not the star of the show (or not at all in Venom). As the Multiverse develops, these movies may become more relevant. Once you're done with the Spider-Man films, you can watch the Matrix movies in order, since a new one is due out in December.
In spite of remakes and reboots, this Spider-Man adaptation still holds up after so many years. Mary Jane, played by Kirsten Dunst, is romanced by Tobey Maguire in this iconic scene! Willem Dafoe plays the Green Goblin. The movie is directed by Sam Raimi, who returns to the Marvel fold for Doctor Strange in the Multiverse of Madness.
Maguire may not return for No Way Home, but one of his major enemies will: Alfred Molina's Dr. Octopus appears in the trailer, and Molina has confirmed he will return. Spider-Man 2 is the perfect place to revisit the first time Doc Ock faced Spidey.
With this film, Raimi completes his Spider-Man trilogy, and we'll see the last of these actors and characters (at least for now). The film features Spidey facing many villains - some say too many - including the Sandman, Venom, and a new Green Goblin.
Raimi's vision for Spider-Man 4 never reached fruition, so we got our first reboot - this time directed by Marc Webb. This is a retelling of Spidey's origin story, starring Andrew Garfield as the high-schooler-turned-webslinger and Emma Stone as Gwen Stacy, his love interest.
... and then this will be the last Webb/Garfield Spider-Man movie. It wasn't even a trilogy for this version of Spider-Man. Unlike Spider-Man 3, this movie has plenty of villains, including the Rhino, another Green Goblin, and Jaime Foxx as the truly menacing Electro.
Captain America: Civil War isn't Spider-Man's movie. His importance in the film doesn't even rank in the top three. However, this is Spider-Man's first entry into the proper Marvel Cinematic Universe. The previous Spider-Man movies were all from Sony, which explains why they're not on Disney+. Peter Parker was only able to return because of a rights agreement between Sony and Marvel.) You can see how Iron Man recruits Peter Parker to be one of the Avengers.
While Civil War gives us a taste of Tom Holland's take on Spider-Man, Jon Watts' Homecoming really makes him shine. Even though this film skips the origin story, it's still filled with Peter Parker's usual problems, such as balancing heroism and high school. Michael Keaton appears as the villain Vulture, who may return in a future movie.
Spider-Man isn't the only Spider-Man in New York. In addition, multiverses include Spider-Ham, Penny Parker, Spider Gwen, Spider Noir, and Peter B. Parker. The Brooklyn teen Miles Morales teams up with all of these variant characters to keep the universe safe from the dreaded Kingpin. This movie does not connect with any of the other movies (at least until a sequel comes out next fall), but it might offer insight into how comics handle multiple universes.
Spider-Man doesn't even appear in Venom, despite Venom being a classic Spider-Man villain in the comics. It's a fun point of comparison for fans who want to see every riff on every Spider-Man character portrayed on film - because Tom Hardy plays the same character as Topher Grace did in Spider-Man 3 - Eddie Brock.
Since there are so many Avengers vying for screen time, Infinity War and Endgame aren't Spider-Man's films. You'll be disappointed if you're looking for lots of Spider-Man time. Tony Stark gets an important - and poignant - story arc in both, even if they mainly serve as motivation. Infinity War and Endgame are both available on Disney+.
Spidey returns to the spotlight after Endgame. In this sequel, he travels to Europe on a class field trip, where he meets the villain Mysterio (played by Jake Gyllenhaal). With all of the interconnected MCU stories, this one is pretty stand-alone, even if it does feature MCU favorites like Nick Fury and Maria Hill.
Venom gets another adventure under his belt before Spider-Man returns for No Way Home. With Venom inside him, Eddie Brock tries to get his journalism career back on track by interviewing a serial killer. Brock is unaware that the killer has his own symbiote. Be sure to watch until the end of the credits to see more Spider threads come together.
Spider-Man pays a visit to Dr. Strange in the third chapter of Watts' Spider-Man series. In order to protect his secret identity, Parker asks the Sorcerer Supreme to change events. I have no idea how that will kick off the Multiverse, and how it will affect the rest of the MCU.
Morbius: Another Spider-Man villain getting his own standalone film. There's no Spider-Man in the trailer, but Michael Keaton's Vulture will return. The movie will be released in January 2022.
If you prefer Miles Morales to Peter Parker, then you're in luck with Spider-Man: Across the Spider-Verse Part One. A new trailer for the sequel has cryptically titled it "part one," so it probably ends on a cliffhanger.