The legendary Red Devils goaltender spent eight seasons at Old Trafford, winning five Premier League trophies.
In his last season in 1999, the Dane won the Champions League for the first and only time in his career while the Red Devils achieved a historic hat-trick.
But the spectacular European final victory over Bayern Munich was Schmeichel’s last game in a Manchester United jersey, the stopper completing his transfer to Sporting Lisbon in this summer transfer window.
Thinking about his football career, Schmeichel admitted that he left United too early and should have stayed at Old Trafford for a few more seasons.
“It is over 20 years ago now and during this period you are going through a lot of phases,” he told talkSPORT. “First I retired from football, then it was nice not to go in for a while and before you knew you were starting to miss it all a bit.
“As you get further and further away from football, your thinking process improves. I might have been able to continue playing for many years [at Man United] if I had reduced pride a bit and told the director about it – but I didn’t.
Mirror the best football stories
“I was too proud of my position at the club. When you arrive in your mid-fifties, you look back and understand things better.
“It was the head of a young man who made this decision, I admit that I probably should have held out. It’s not a regret as such, but it’s a regret at the same time if you understand what I mean.
“I loved the football club so much, why would I want to leave? But I was so exhausted back then that it would have taken something very extraordinary for me to change my mind. ”