The teams meet in the Premiership and FA Cup final next month and could also contest the Champions League final.
"For the good of football you need entertainers to succeed," Waddle, who won 62 England caps, told BBC Sport.
"I think it would be better for the game if United won the trophies because of the way they've played this season."
Waddle added: "People obviously take notice if you're winning things. If Chelsea win three or four trophies, people will think that's the way to play.
"Chelsea are a no-risk team and I don't get out of my seat watching them.
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