Luke Skywalker's journey, in order
To watch Luke Skywalker's story in order, start with Episode IV – A New Hope, then Episode V – The Empire Strikes Back and Episode VI – Return of the Jedi. That's 8 out so far, about 25 hours, ending with Episode IX – The Rise of Skywalker.
Luke goes from a farm boy on Tatooine to the last Jedi. Between the original and sequel trilogies, he turns up in The Mandalorian and The Book of Boba Fett too.
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Luke Skywalker's story in order

Episode IV – A New Hope
A farm boy joins the Rebellion.

Episode V – The Empire Strikes Back
Luke trains with Yoda and learns the truth about his father.

Episode VI – Return of the Jedi
Luke faces Vader and the Emperor.

The Mandalorian: Season 2
A Jedi answers Grogu's call.

The Book of Boba Fett
Luke trains Grogu.

Episode VII – The Force Awakens
Luke has disappeared, and everyone is looking for him.

Episode VIII – The Last Jedi
Rey finds Luke in hiding.

Episode IX – The Rise of Skywalker
The end of the Skywalker saga.
Questions
What order should I watch Luke Skywalker's story in?
Start with Episode IV – A New Hope, then Episode V – The Empire Strikes Back and Episode VI – Return of the Jedi, and follow the list above: 8 in all, ending with Episode IX – The Rise of Skywalker.
How long does it take to watch all of Luke Skywalker's story?
About 25 hours for the 8 out so far.
Which episodes of The Mandalorian and The Book of Boba Fett have Luke?
The Mandalorian Season 2's final episode, and chapters 6 and 7 of The Book of Boba Fett.
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