Deep Blue

In 1997, Deep Blue was the IBM algorithm/computer that did what no one, at the time, though possible: it beat the world's best chess player. It turns out, though, that one of the most important moves in the matchup, where Deep Blue psyched out its opponent with a weird move, might not have been so inspired after all. It might have been nothing more than a bug in the program, and it changed computer science history.

Relevant links:
https://www.wired.com/2012/09/deep-blue-computer-bug/