Anakin Skywalker and Darth Vader, in order
To watch Anakin Skywalker's story in order, start with Episode I – The Phantom Menace, then Episode II – Attack of the Clones and The Clone Wars. That's 9 out so far, about 22 hours, ending with Episode VI – Return of the Jedi.
The Skywalker saga is, first of all, Anakin's story: a slave boy who becomes a Jedi, falls to the dark side and is redeemed by his son. This is every film and series that moves it on.
Updated
Anakin Skywalker's story in order

Episode I – The Phantom Menace
Qui-Gon Jinn finds Anakin, a slave boy on Tatooine.

Episode II – Attack of the Clones
Anakin falls for Padmé, and the Clone Wars begin.

The Clone Wars
Anakin gets a Padawan, Ahsoka Tano.

Episode III – Revenge of the Sith
Anakin falls to the dark side and becomes Darth Vader.

Obi-Wan Kenobi
Vader hunts his old master, Obi-Wan.

Rogue One: A Star Wars Story
Vader's most terrifying scene.

Episode IV – A New Hope
Vader chases the stolen Death Star plans.

Episode V – The Empire Strikes Back
The truth about Luke's father.

Episode VI – Return of the Jedi
Luke tries to bring his father back.
Also worth watching

The Clone Wars: Season 7
The end of The Clone Wars, running alongside Revenge of the Sith.

Star Wars Rebels: Season 2
Vader faces his old Padawan, Ahsoka.
Questions
What order should I watch Anakin Skywalker's story in?
Start with Episode I – The Phantom Menace, then Episode II – Attack of the Clones and The Clone Wars, and follow the list above: 9 in all, ending with Episode VI – Return of the Jedi.
How long does it take to watch all of Anakin Skywalker's story?
About 22 hours for the 9 out so far.
Do I need to watch The Clone Wars series?
It's not essential, but it's the best look at Anakin as a hero, and it makes his fall much more powerful. The final season runs alongside Revenge of the Sith.
Watch Anakin Skywalker's story with Chronologica
Make a plan of just Anakin Skywalker's story, mark them off as you go and always know what's next. No account needed.





