While investigating reported problems with order of actions in the History file reported by @sigmas55 in this thread, I could not produce the exact problems. However, I was able to finally discover examples of incorrect ordering when Create and Delete filters were applied.
Specifically, if actions were recorded within the same minute, they show in reverse chronological order (as expected) without any filter:

But when a Delete filter is applied, the order of actions in the same minute is reversed:

Note that in this test business the date format is MM/DD/YYYY. But changing date formats did not have any discoverable impact. That does not mean, however, that such problems could not occur, as @sigmas55 reported in the other topic. So this problem may or may not be related.
I found no instances where the problem manifested with an Update filter applied. Again, that finding is not conclusive.