I realize this thread went silent over a month ago, but I finally saw Rogue One(today!). To my surprise, It popped up on Netflix this week, and so I felt like talking Star Wars.
I love the Jedi costumes in all the movies, and I brought some pictures.
It was hard to find a good picture of Luke in his Jedi garb on tatooine. I only have the film on VHS so there was no way to get a screenshot on my own. In the picture of him "walking the plank," he no longer has his belt, as Jabba's men must've taken it, but he is still wearing his "obi" which most Jedi seem to wear. You can see that Luke's robes are nearly identical to young Obi-Wan's. It's also very similar to Anakin's outfit, but little Ani seems to like leather. Old Obi-Wan's robes are similar, but full length. You can see that he still has the Japanese obi under his belt. Also, his tunic is layered.
I love his look in ANH. It very much reminds me of Yojimbo, one of my all-time favorite movies, and the first samurai movie I ever owned. And I've heard that Yojimbo may have had some influence on Star Wars, like the cantina scene. And Obi Wan himself is very "Ronin" like.
If you look at what uncle Owen is wearing, it appears to be a basic tunic, and a dirty a** bathrobe over it. It looks like they just went out and bought a bathrobe.
Here's ol' Ben again:
Young Obi-Wan's robes are a little more ornate, and I'm sure old Obi Wan misses his fancy boots, but it looks like he's found his comfort clothes.