The original Blues Brothers. 12 times. I love that movie.
Serenity, though not in its original run. I’ve been to many of the “Can’t stop the Serenity” charity screenings.
Star Wars. The third one of the original three. I guess they call it Episode VI now.
Star Wars: A new Hope
The last movie I know for sure that I saw twice in the theaters was the first Christian Bale “Batman” movie. I rarely see movies in the theater anymore, much less twice, but my wife keeps bugging me to go see The Martian again before it’s gone, so that’s likely to be the next one.
It’s definitely some IMAX documentary or another: I see at least one of those a week in my summer job, and it’s not always a different one. As to which one, it’d probably be Grand Canyon: River at Risk, though it might be Born to be Wild, and I might be forgetting some other one I saw multiple times.
Other than those? I guess it’d be one of the Star Wars movies, in one of their many re-releases, though I’m not certain how many of them I’ve even seen once in the theaters. When I was a kid, you just sort of absorbed them through cultural osmosis, even if you’d never seen them: There were the action figures, and the storybooks, and the lunchboxes, and the commercials, and the other kids talking about them endlessly.
I re-watched the Martian in IMAX a few days back and it was well worth the time and money.
If the new Star Wars films is good I will probably watch it twice also.
The last one was probably The Avengers: Age of Ultron from this summer. I’ve seen most of the MCU movies at least twice in the theater. If my wife wants to see it, I’ll see *Spectre *again with her sometime in the next few weeks (I saw it with an old school chum last Thursday evening), and I can definitely see taking in The Force Awakens multiple times if it’s good.
I absolutely love seeing movies in the theater.
Yes.
Most Recent: The Avengers - once with a friend and once with my wife, 2 days later.
Most: The Rocky Horror Picture Show, 70 times.
Most, non-Rocky Horror: Raiders of the Lost Ark, 12 times. I actually thought about seeing it again at a theater that was showing it last week, but thought better of it.
The only movie I remember seeing more than once in a theater: The Simpsons Movie - and both times were on the day it premiered.
Guardians of the Galaxy
So I had four tickets to opening Friday for this movie all pre-boughtened for my family. That afternoon I got a desperate VM from my wife while I was sitting on the train ready to go home (Union Station in Chicago is underground and there isn’t very good reception there). My wife was at a conference in the Western suburbs and got a call that her mom, who had Alzheimer’s, had disappeared. Long story short, she was found and admitted to a nearby hospital with the name “Cathy Doe,” my wife and her sister finally found her there but it was well into the evening by then. I brought my daughter, her friend, and my son instead.
And let me tell you, that opening where young Starlord’s mom dies in the hospital? How much did that kick my son’s ass? Answer: all the much. So he cried at the beginning but was OK for the rest of the movie. And he REALLY liked the rest of the movie but thinking about that beginning still made him super sad; total great perfect storm of dying grandmother, mom who is not there, and a dying mom on a movie featuring a kid about his age.
So a few weeks later on a rainy Saturday afternoon, we decide to take my wife to see the movie because it is that good. Once again, the beginning kicked my son’s ass, but mom was there so things were better that time around.
I actually saw it a third time before going to a conference. There was a movie theater about a block from the hotel and I didn’t have to check in until the afternoon so I saw it at 10:30 or so. I had the theater to myself on that one and the movie was still good, though the beginning was a little rough for me. 
Watched twice in the theater: The Sixth Sense
The Avengers, but the second viewing was in Ukraine at an army base. They showed one (bootleg) movie a night and it was that or go get drunk with a bunch of Eastern Europeans.
Inside Out
I took my kids when it first came out. Then my son wanted to see it again instead of seeing Minions, so he and I went again. Then it hit the second-run theater down the street, and he asked to see it again, so I took him. He’s lucky that I like the movie almost as much as he does.
I have never seen a movie more than once during it’s release in the theater. I’m strange.
Indiana Jones And The Raiders Of The Lost Ark.
Scarface. I wasn’t all that enthusiastic about the second viewing, but I was out with a group of people and that was what they decided to see.
Hobbit part 2
Me too. I saw Inside Out at Cinemacon, the movie industry convention, several months before it opened, and loved it. It was the most fun I’d had in a movie theater in years. (It didn’t hurt that it was shown in Dolby Vision, an incredible new high-brightness, high dynamic range projection system.)
Then, after it opened, I saw it with my wife. We went to the special opening week screening that included a behind-the-scenes tour of Pixar with the film’s director, Pete Docter.
Years ago, I saw The Princess Bride three times in the first few weeks after it opened. I saw Gone With The Wind as a kid in one of its 1960s revivals, and then in its restored theatrical release in the 1990s. (I enjoyed it a lot more as an adult!)
Well, I work in the IMAX film business, and go to all the industry conferences, and have therefore seen literally every film made specifically for IMAX theaters for the last 30+ years. (But not all of the repurposed Hollywood films that play in IMAX.) So if we’re counting them, I have dozens and dozens.
I’ve also seen the following films in 70mm more than once: 2001: A Space Odyssey and Lawrence of Arabia. And I’ve seen This Is Cinerama in three-strip Cinerama at least twice, once in Dayton, Ohio, once in Bradford, UK, and maybe once at the Cinerama theater in Los Angeles.