The film Run Lola Run takes place over the course of twenty minutes (beating out Vantage Point by three minutes).
The film's running time (sorry) is padded out with flashbacks and flashforwards.
The links lead to the relevant info according to Wikipedia.
movies.stackexchange.com/users/6492/Meat Trademark
I'm pretty sure Vantage Point (2008) has to be in the mix, as it's the same events as viewed from 8 different witnesses.
I'm not sure exactly how long the span is
, it's been a while since I saw it, but I feel like the main body of the movie covers the same 10 or so minutes several times.
movies.stackexchange.com/users/8071/Johnny Bones
It's difficult to tell how long does it actually take to tell the story in the police office in The Usual Suspects .
It could actually take few minutes even if the fictitious stories told to police officer take much longer to picture in the movie with all the details.
We can find out if we clock only the speech of the hero as the narrator and scenes in the office.
movies.stackexchange.com/users/15738/George Polevoy
Since time is a relative concept we would have to take that into consideration.
The Chronicles of Narnia cover minutes of time on earth but years in the fantasy land of Narnia.
The same would apply to the Wizard of Oz and Alice in Wonderland.
movies.stackexchange.com/users/15773/0pinion8d
While this won't win, TimeCrimes is shorter than the actual movie.
Even though it has a time travel component, it is about 30-45 minutes of the same events from multiple perspectives.
The wiki link has spoilers.
movies.stackexchange.com/users/7018/Chloe
I believe that the "real time" of " The 5,000 Fingers of Dr. T " is shorter than Run Lola Run.
This was a disaster of a movie by Dr. Seuss, where a boy falls asleep during piano practice in the first few minutes of the movie.
Much of the movie is then a dream sequence, until he wakes at the very end.
It's been a long time since I've seen it, but I believe the awake/present time sequences total less than 20 minutes.
movies.stackexchange.com/users/6234/JohnP
Based on  this question , what feature-length movie* (about 80 minutes or longer) covers the smallest amount of time? I'm thinking along the lines of  Run Lola Run  which only covers about 20 minutes.   *I know the Academy  defines it as 40 minutes or longer , but I'm after "movie"-length movies here.
What is the shortest timespan depicted in a movie?
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movies.stackexchange.com/users/6492/Meat Trademark
I believe that the ''real time'' of '' The 5,000 Fingers of Dr.T '' is shorter than ''Run Lola Run'', it's less than 20 minutes. In the first few minutes of the  beginning of the movie a boy falls asleep at piano practice and the rest of the movie is a dream sequence, until he wakes at the very end. Real time of " The 5,000 Fingers of Dr. T " is the shortest 
I believe that the "real time" of " The 5,000 Fingers of Dr. T " is shorter than Run Lola Run.  