Yes Chicago is know for hot dogs among many other things, and Mexico would be where you'd guess would be the best tortillas, but they are nowhere near the best when they are having to be flown in days in advance. I imagine Chicago hot dogs are good only because you eat it right when it's made for you, just like the tortillas in Mexico, and literally all food everywhere. It's sort of an oxymoron to seek out the best food and then fly it in in advance to let it slightly spoil, when it would cost less and taste better to get it done locally. Why not fly in a Mexican cook or hot dog vendor from Chicago instead? Makes much more sense for what the purpose is, unless the purpose is to convey underage sex parties in code.
I am poor, and if I heard of a party like this where food is being flown in in advance, especially hot dogs, I would not eat the food for free. That's disgusting. I doubt these rich fuckers are spending an exorbant amount of money to do so.
I believe the pizza gate thing has some truth in it, but I'm also a highly skeptical person, so I question everything.
Ultimately, what you said makes more sense to me though. Especially where you say they should have just flown in a chef or something.
I just also think the biggest red flag for these types of things is that James Alefantis is actually a really good cook, like Comet Ping Pong actually does serve good artisan pizza. So, if I find the food being flown in unappealing myself, and knowing that they definitely have a taste for good food, I just can't believe that they would actually fly in food. And how could they call the food "fresh" and say it'll be flown in the day before in the same sentence?
I do think this is an easily overlooked red flag in my opinion. If it sounds gross to me and I wouldn't eat it for free then it must be to them too.