Plot hole: At the end, Jake utilizes multiple Loops to reach September 4th, 1943, the date from which Miss Peregrine's children impossibly entered another Loop set in the winter at the beginning of 2016. The closest date prior to this was in 1942, from when Jake waits for September 4th 1943 to arrive. However, having entered a Loop in 1942, he would have been unable to reach 1943 because he'd be stuck living the same day in 1942 over and over.
Miss Peregrine's Home for Peculiar Children (2016)
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Directed by: Tim Burton
Starring: Samuel L. Jackson, Allison Janney, Eva Green, Asa Butterfield
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Suggested correction: Is it possible he left the loop while in 1942? The movie doesn't directly address that idea.
It does address this, actually. He'd have reentered the true time period upon exiting the loop. I suppose he could have prevented the local ymbryne who created the loop from resetting it, but if he did, he'd have doomed all those peculiars in the process. Not something Jake would do.
Several of the ymbrynes had been captured. It is very likely that the one who created that loop had been too, so the loop would have closed, and he could've lived in that time period.
Emma Bloom: You don't have to make us feel safe, because you've made us feel brave.
Trivia: Tim Burton makes a cameo in the fun park scene. He is the man with black frizzy hair and sunglasses on a ride that the hollow smashes into in a close-up.
Question: Why couldn't Miss Peregrine create a loop sooner? Surely there were safer days before the bomb hit her house.