One of the worst days to get Groundhog Day'd would be when you have an early flight in the morning

Why do you need to bother with making the flight?
- Maybe OP meant that you fell asleep at the airport and wake up in a panic to an overly loud intercom announcement.
  https://www.youtube.com/watch?v=HKGjCPBSG38
- Maybe making the flight on time without being fined is what it takes to break the spell? The loop start when you wake up, then you need to make it 1 hour before and you only have 2 hours before the flight, commute take 45min, and you have 15min to prepare, every loop.
- Because it’s the only way to break the cycle
- The thing is, you'd still get woken up early by your alarm and be tired for your every day.

Yes and no. If you're aware of it you just miss your flight. Buuut, what would very much suck is being mid flight with at least 12 hours left to destination, and no in flight Wi-Fi to boot. Just you, the same in flight movies, and your fellow passengers for years of repeat flight experience.
What would you even do? Learn every line from every movie in every language? Get to know everyone on the flight intimately?
- The only logical answer is…
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  Learn how to skydive.
  
  How do you do that when your loop is being on the plane already?
- Oh, that's a nightmare! In the movie, there were so many things he could learn and do because he was in a town.
  With my luck I'd get one where I wake up with massive diarrhea and vomiting, and have to spend the day by the toilet.
  
  Oh God, imagine having air sickness. Your first goal would be to learn to control it somehow. This is like a horror film, lol

But that's the beauty of being caught in a timeloop. Use that time to work on you.
Palm Springs nailed it.
- Watching it now. I'd learned of it from a YouTube series analyzing similar movies called Goodnight Rita.
- Great movie, and it has Genesis' "The Brazilian" on its soundtrack, which I never thought I'd see.
  
  Genesis’ “The Brazilian”
  I thought that was retired for TV after they used it for that really great Magnum PI episode. No really, it was great.

Nah, you just spend the day doing other stuff instead.
- No because if the rules apply you always wake up too early, having not slept enough and if you try to take an afternoon nap then you just wake up the next day, you are now stuck forever underslept, groggy, which is totally not my normal everyday anyways
  
  I think you can nap. As evidence I present the scene where Rita and Larry go to the morgue to identify Phil's body. This suggests that the time loop continues the day beyond Phil-specific events (like death, and naps)

There is a Swedish movie called Naked, which is about a guy who gets Groundhog Day'd in the following way: He wakes up naked in an elevator in an apartment building, he is hungover because it was his bachelor party the night before where he was black out drunk, and his friends left him here in the elevator. As a bonus they shoved a condom up his behind. He has a few hours before his wedding.
- It had an american remake, I didn't know it was originally a swedish movie : https://en.m.wikipedia.org/wiki/Naked_(2017_film)
  But if it's like Let The Right One In and the Millenium trilogy, the swedish version must be better, I've got to watch it
  And to anyone thinking it's european smug /anti-americanism, no I actually enjoyed some american remakes like True Lies, but the swedish Millenium trilogy with Noomi Rapace is great, just as the original Let Me In / Let The Right One In
  
  Right! I have seen the american version too. Neither is a particular good movie. And you should not approach the Swedish film with high hopes of finding something brilliant. You should expect it to be very crass, and see it if you just want to find out what weird shit Swedes create when no one is looking.
  
  true lies is a remake? holy shit
  
  American remakes generally suck. The same could be for remakes in other countries; I can't speak to that, but the French original La Femme Nikita was incredible. The American remake sucked. The British original Who's Line Is It, Anyway (TV) was great; the US series stank.
  I think that's just the nature of remakes.
- I find it interesting how many movies and TV shows have a bachelor party the night before someone’s wedding as a critical sort of the plot because I have never been to a bachelor party the night before a wedding, only like weeks in advance. I don’t know if it’s because we have all been trained by those silly movie scenarios to not be so dumb or if it’s simply the strong possibility of being hungover on your wedding day sounding horrible but in my experience, it just doesn’t happen in real life.

You have the max time to do stuff though. Much better than waking up at noon.
- and you can go back to sleep if you want
  
  yeah but i fall back to sleep immediately and now im a loop were i reset before fully waking up.

The day before a colonoscopy.
I can't imagine a worse hell than a lifetime of bowel prep.
- Wouldn't you just, like not do it each day, then?
  Worse hell would be the day after you got severe burns, or something like that.
  
  You will encounter every day people asking you, why you are not on the plane.
  
  The bowel prep I had was taken before going to bed as well as the morning of the day before. so I was thinking more along the lines of waking up with that urgency and subsequent hours of toilet torture that follow.
  True enough you could skip sachet B though and save yourself the afternoon.
  I don't know what other preps are on offer (or even what the one I had is called) I've been fortunate enough to only have to have the one colonoscopy, so I can only draw from that one experience; I'm definitely not a prep expert or anything like that.
  Edit: now that I think about it more, I think I might be misremembering; and the subsequent sachet is taken the morning of the colonoscopy rather than the day before... It was a while back, and I was going through a cancer scare at the time, so the specifics of the prep are fuzzy. But I do think you're right, Im probably thinking of the day of the colonoscopy, rather than the day before. You would be able to skip the procedure (which honestly isn't a big deal anyway, providing anaesthetic is used ofc), but not the prep you've already induced the night before (which is a big deal, and will likely ruin both your underwear, and your morning).
- Starting pre-laxative, good. _Post-laxative though... Oof. Worst time loop ever.

I fear as the number n of the repeated day approaches infinity, any day would be horrible to have to relive again. And again. And again.
- So now I'm thinking about someone who gets Groundhogged on 9-11. After the third day or so, you'd have to believe that this is only happening so you can stop 9-11. But, this guy gets up at 6:30 and has less than two hours until the planes start to hit, and may not even live near NYC. Do you think he'd give up on that or go insane trying?
  
  This reminded me of Rome Sweet Rome, which I guess we'll never get.
  I'd watch it.
- Could you imagine reliving your day of birth?
  Every day sliding out of your mother’s vagina and every night climbing back up there like a lubed up slide.
- Even just what's in the movie seems torturous. It's implied that he experiences the day thousands of times. Seems like that would drive a person insane.
- Oh, I have a few days that would never get old.
  never

Some of the comments are describing scenarios where every day is pretty much the exact same, with a tiny little bit of choice in how to create variation, and you're in physical discomfort and pain. That's just real life for some chronically ill/disabled people.

wait! Groundhog day meets Home Alone.
Getting Kevin on the plane is a misstep because we need him to chase off the robbers and the old man.

The worst day would be when suffering from a terrible hangover.

The day you give birth, the day you piss out bladder stones, the day your salmonella infection kicks in, the day your aneurysm pops, the day you get executed. Just a glimpse into my dark and twisted mind.

I don't know, if it's a short 1 or 2 hour flight and you spend the rest of the day visiting a new city/place and partying without worrying about a hangover...

This is how the main character in Die. Respawn. Repeat. starts every time loop.

You can only escape the loop by intentionally missing your flight
- That would happen on Loop 4 or 5
  
  Or 2.

Oh god, I'm at the airport right now. Don't let it be me.

at least kevin would never get left behind
- Kevin gets left behind every groundhog day. The loop is broken when he makes the flight

I remember one show (gods bother me) where mc made a deal with the time god but she likes to sleep in so her day started at Iike 1 pm and resets at 12 am. She couldn't leave because he said he'll see her tomorrow. So many Lols.

Groundhog Purge Day.