While there are many ways to watch STAR WARS, I personally think it breaks down to three different approaches: CASUAL, COMPLETE, and AQUILONE (modified Machete Order). Here I hope to present each approach.
CASUAL
Casual viewing consists basically of all the movies to give you the over-arching story and the flavor of the universe.
Star Wars: The Phantom Menace (Episode I) (1999) – Film
Star Wars: Attack of the Clones (Episode II) (2002) – Film
Star Wars: Revenge of the Sith (Episode III) (2005) – Film
Solo: A Star Wars Story (2018) – Film
Rogue One: A Star Wars Story (2016) – Film
Star Wars: A New Hope (Episode IV) (1977) – Film
Star Wars: The Empire Strikes Back (Episode V) (1980) – FIlm
Star Wars: Return of the Jedi (Episode VI) (1983) – Film
Star Wars: The Force Awakens (Episode VII) (2015) – Film
Star Wars: The Last Jedi (Episode VIII) (2017) – Film
Star Wars: The Rise of Skywalker (Episode IX) (2019) – Film
COMPLETE
Complete viewing consists of all canonical content that has been released in chronological order.
The Acolyte (2024) – Live-Action TV series
Star Wars: The Phantom Menace (Episode I) (1999) – Film
Star Wars: Attack of the Clones (Episode II) (2002) – Film
Star Wars: The Clone Wars (movie, 2008) – Animated Film
Star Wars: The Clone Wars (series, 2008) – Animated TV series
Star Wars: Tales of the Jedi (2022) – Animated TV series
Star Wars: Revenge of the Sith (Episode III) (2005) – Film
Star Wars: Tales of the Empire (2024) – Animated TV series
Star Wars: Tales of the Underworld (2025) – Animated TV series
Star Wars: The Bad Batch (2021) – Animated TV series
Solo: A Star Wars Story (2018) – Film
Obi-Wan Kenobi (2022) – Live-Action TV Series
Andor (2022) – Live-Action TV Series
Star Wars Rebels (2014) – Animated TV series
Rogue One: A Star Wars Story (2016) – Film
Star Wars: A New Hope (Episode IV) (1977) – Film
Star Wars Holiday Special (1978) – TV Movie Special (hard to find)
Star Wars: The Empire Strikes Back (Episode V) (1980) – FIlm
Star Wars: Return of the Jedi (Episode VI) (1983) – Film
The Mandalorian (2019) – Live-Action TV Series
The Book of Boba Fett (2021) – Live-Action TV Series
Ahsoka (2023) – Live-Action TV Series
Skeleton Crew (2024) – Live-Action TV Series
Star Wars Resistance (2018) – Animated TV series
Star Wars: The Force Awakens (Episode VII) (2015) – Film
Star Wars: The Last Jedi (Episode VIII) (2017) – Film
Star Wars: The Rise of Skywalker (Episode IX) (2019) – Film
And yes, the holiday special is not canonical thanks to the Star Wars shows including things up until then only mentioned in the Holiday Special (like Life Day). And I know people may disagree or not be happy about that but it appears to be the case.
AQUILONE
The Aquilone order is a modified Machette Order which includes all canonical items in a specific order to maintain the thrill of surprises, twists and turns.
The Acolyte (2024) – Live-Action TV series
Andor (2022) – Live-Action TV Series
Star Wars Rebels (2014) – Animated TV series
Rogue One: A Star Wars Story (2016) – Film
Star Wars: A New Hope (Episode IV) (1977) – Film
Star Wars Holiday Special (1978) – TV Movie Special (hard to find)
Star Wars: The Empire Strikes Back (Episode V) (1980) – FIlm
Star Wars: The Phantom Menace (Episode I) (1999) – Film
Star Wars: Attack of the Clones (Episode II) (2002) – Film
Star Wars: The Clone Wars (movie, 2008) – Animated Film
Star Wars: The Clone Wars (series, 2008) – Animated TV series
Star Wars: Tales of the Jedi (2022) – Animated TV series
Star Wars: Revenge of the Sith (Episode III) (2005) – Film
Star Wars: Tales of the Empire (2024) – Animated TV series
Star Wars: Tales of the Underworld (2025) – Animated TV series
Star Wars: The Bad Batch (2021) – Animated TV series
Solo: A Star Wars Story (2018) – Film
Obi-Wan Kenobi (2022) – Live-Action TV Series
Star Wars: Return of the Jedi (Episode VI) (1983) – Film
The Mandalorian (2019) – Live-Action TV Series
The Book of Boba Fett (2021) – Live-Action TV Series
Ahsoka (2023) – Live-Action TV Series
Skeleton Crew (2024) – Live-Action TV Series
Star Wars Resistance (2018) – Animated TV series
Star Wars: The Force Awakens (Episode VII) (2015) – Film
Star Wars: The Last Jedi (Episode VIII) (2017) – Film
Star Wars: The Rise of Skywalker (Episode IX) (2019) – Film
EXTRAS
This lists the officially created but not canonical content.
The Ewok Movie: Caravan of Courage (1984) Live-Action TV movie (hard to find, watch before Return of the Jedi)
Ewoks: The Battle for Endor (1985) Live-Action TV movie (hard to find, watch before Return of the Jedi)
Star Wars: Visions (2021), Animated TV series.