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Spider-Man has had a long and storied history on the big screen, with multiple iterations of the character and his universe. Here's a chronological list of all the live-action Spider-Man movies, including those featuring him as a central character and those where he plays a significant role:

Sam Raimi's Spider-Man Trilogy

This series introduced Tobey Maguire as Peter Parker and set the standard for superhero films in the early 2000s.

• Spider-Man (2002): The origin story of Peter Parker, a high school student bitten by a radioactive spider, leading him to become the web-slinging hero. He faces off against the Green Goblin.
• Spider-Man 2 (2004): Often considered one of the best superhero films, Peter struggles to balance his normal life with his superhero duties while confronting Doctor Octopus.
• Spider-Man 3 (2007): Peter faces multiple villains, including Sandman and Venom, while also dealing with the dark influence of the symbiote suit.

The Amazing Spider-Man Series

A reboot of the franchise, starring Andrew Garfield as a more angsty and modern Peter Parker.

• The Amazing Spider-Man (2012): This film reboots the origin story, focusing on Peter's quest to uncover the truth about his parents' disappearance while battling the Lizard.
• The Amazing Spider-Man 2 (2014): Peter grapples with the promise he made to Captain Stacy while facing new threats from Electro and the Green Goblin.

Marvel Cinematic Universe (MCU) Appearances

Tom Holland's Spider-Man was integrated into the larger MCU, allowing him to interact with other beloved Marvel characters.

• Captain America: Civil War (2016): Spider-Man makes his MCU debut, recruited by Tony Stark to join his side in the ideological battle against Captain America.
• Spider-Man: Homecoming (2017): Peter tries to balance his high school life with his superhero aspirations under the mentorship of Tony Stark, confronting the Vulture.
• Avengers: Infinity War (2018): Spider-Man joins the Avengers and Guardians of the Galaxy in their fight against Thanos across the cosmos.
• Avengers: Endgame (2019): After being "blipped" by Thanos, Spider-Man returns to join the final battle against the Mad Titan and his forces.
• Spider-Man: Far From Home (2019): Peter deals with the aftermath of Endgame and the loss of Tony Stark while on a school trip to Europe, where he encounters Mysterio.
• Spider-Man: No Way Home (2021): Peter's identity is revealed, leading to multiversal chaos as villains from previous Spider-Man films are pulled into the MCU. This film famously brings together all three live-action Spider-Men.

Sony's Spider-Man Universe (SSU)

While not directly starring Spider-Man, these films exist in a shared universe that Spider-Man is a part of.

• Venom (2018): Focuses on Eddie Brock (Tom Hardy) and his symbiotic relationship with the alien entity, Venom.
• Venom: Let There Be Carnage (2021): Eddie Brock and Venom face off against the serial killer Cletus Kasady, who becomes Carnage.
• Morbius (2022): Dr. Michael Morbius (Jared Leto) attempts to cure his rare blood disease but inadvertently infects himself with a form of vampirism.

This comprehensive list covers all the live-action cinematic adventures of Spider-Man and his associated characters to date.