The musical Hamilton seems to imply that Hamilton engaged in quite a few duels- in one of the songs, Hamilton tells his wife that he has a “meeting at dawn” and his wife just says she’s going back to bed, instead of asking who the duel is with. Was Angelica Hamilton that dense so as not to recognize he was going to his final duel, or was he that active in getting into death feuds with people?
0/1.
Hamilton was involved in a number of 'affairs of honor', but only a single one that ever made it to the dueling grounds with him in the crosshairs, where, obviously, he did not get his man. The others either reached a resolution before that point, just kind of 'fizzled' out and came to nothing, or else he was the Second rather than the primary. In total, Joanne B. Freeman puts the number at 17 affairs of honor involving Hamilton: 11 which progressed but did not result in duels due to resolution, 1 where he posted the man as he didn't deem him 'honorable' enough to challenge, 1 where a provocation was made but nothing came of it, 2 in which he was the Second, 1 in which he was an "advisor" but not present (His son), and finally his own duel with Burr.
In any case, I am rather unfamiliar with the play, but in reality his wife didn't know about the duel, and unless it is stated explicitly to her, "meeting at dawn" ought to be understood as purposeful obfuscation so that she doesn't know he is about to be off dueling. Such coded language was quite common, and in the correspondence for this and other duels, the word itself is rarely seen, substituted with "meeting" or "interview".
The recent AskHistorians Podcast I recorded goes into more depth on the political nature of dueling in the period, as does this answer and my responses in the Hamilton AMA.