The most expensive thing I’ve had that was really notable (as I’m sure I’ve ordered something pricier and thought nothing of it) was half an A5 wagyu steak from Wegmans. I think it was originally around $250/lb but it was on a manager’s special sale. I think it was around $80 for a ½lb, which is genuinely insane to me knowing that manager’s special means it’s the last chance to buy something before it goes bad.
Anyway, it was really good. A very odd experience though because afterwards I kinda stopped craving/ cooking/ ordering beef for a couple months. It was like I achieved some superlative thing and was just done with the concept of beef for a little bit. A strange reaction to such a positive experience, that said I do still eat beef occasionally.