Agree with Dave. It just stands out when it happens. I can remember it happening a hell of a lot whenever I've played FM. But that's also hundreds, maybe thousands, of simulated seasons. I've seen it happen in real life many, many times with Arsenal and I've seen 30 ish seasons of football.
Funnily enough I had an ultra version of this in my current save. Playing as Arsenal and had that weird scheduling quirk where you sometimes play away to a team in December and home in January. Or vice versa. Got City in the league cup semi's and the FA Cup 4th round. 5 games in about 6 weeks. Throw in the Community Shield the previous August. And the next years. And a Champions League semi-final. 9 games in a year.