Screw it, let's make the most confusing complicated movie and throw "Inception" in the mix.

Edit: grammar

The Day After Tomorrow

Dude, Where's My Car

Falling down would be interesting. Unhinged man goes on a 10,000 year rampage across LA until he finally gets his 10am McDonald's breakfast

The Room

It would tear everyone apart!

Hunger Games, maybe a different protagonist but Imagine being brutally killed over and over until they become both a killing machine and a revolutionary leader.

Independence Day

Mulholland Drive

28 Days Later

Heathers

What about The Green Mile?

"I'm tired, boss." But it never ends.

Primer

Benjamin Button. Every new day is an age regression event with an increasing handicap. No unlimited tries.

Star Trek V: The Final Frontier, and Scotty keeps banging his head on that bulkhead.

The paradox doesn't resolve until Spock realizes he should just let Kirk plummet to his death when he falls from the face of El Capitan at the beginning of the film, as the Trekumverate (Kirk, Spock, Bones) tore open a hole in space-time when they were ripping burbon-baked beans farts while singing Row, Row, Row Your Boat over a campfire, and Spock couldn't get the timing right.

Edge of Tomorrow

Fire Walk With Me, with Bill Murray helping Laura figure it out quicker.

I feel like Jumper or limitless could do something interesting with time loops

Clean Slate. Dana Carvey.

Or Memento.

Momento and Groundhog Day.

Wakes up every day unable to remember anything, and can't even leave notes.

You could call it "Stuck in the Ground-hog"

Highlander

How about something like E.T. or Lilo and Stich, ending the loop upon escape. Not sure whether the alien should be the one who remembers the loop or forgets.

Jurassic Park. Disaster movies make great looping movies

Looper.

The Shining.

I think you could make a really fun one with The Matrix. You can stack the Matrixes and have something like Neo flys of in the " end" just yo wake up in the pod aging.