The former Manchester United goalkeeper says one defeat to Chelsea was his biggest disappointment, but would love to win a trophy during his time at Goodison Park.
The Toffees made it to the final, beating Liverpool and Manchester United en route, and led the final against Chelsea inside a minute, only for the Londoners to turn the game around courtesy of goals from Didier Drogba and Frank Lampard.
It was the best chance Everton had of landing a major trophy since 1995 - where they beat Manchester United in the FA Cup final courtesy of a Paul Rideout goal.
In an interview with Bleacher Report, Howard said: "The 2009 FA Cup final was my biggest disappointment with Everton.
"You get one hand on the trophy, and you want to win it, but unfortunately Louis Saha scored too early.
"Because we were so close we wanted to win it, but it was a special day."
Everton have been targeting Champions League football ever since Roberto Martinez succeeded David Moyes at the club, but the prospect of winning silverware is something that entices Howard a lot more.
The Toffees have made it to the knockout stages of the Europa League but were knocked out of the League Cup in the third round by Swansea City. Winning one of the two cup competitions that Everton are still in this season, is something he will value a lot.
"Of course as a player, you want nothing more than to raise a cup, but the Champions League is where the elite play and it's where big money comes in for the club, and that's important.
"But winning trumps everything. The Champions League is important, but I want to win a cup."