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Tombstone (1993)
You're my huckleberry!  Doc Holliday (Val Kilmer) steals the show.  In many ways, he's the only redeeming character in this movie.  One of the best quotes is when he is told that he is too drunk to hit anything and is probably seeing double; he answers "I have two guns, one for each of ya."

Bad Santa (2003)
Willie (Billy Bob Thorton) has to be the worst (and funniest) Santa ever.  The scene where he walks into the line of children to be Santa and falls over drunk as he punches a fake burro is one of the funniest scenes in the movie.  The argument than ensues over who is going to pick him up is even funnier.

10 (1979)
Dudley Moore plays a very dysfunctional alcoholic in 10.  In the funniest scene, George Webber (Dudley Moore) mixes alcohol and pain killers after a dentist appointment.  After an unintelligible conversation with his girlfriend on the phone, the girlfriend calls the cops to arrest the intruder.  Eventually after clearing up things with the cops, the cop remarks "You really shouldn't mix drugs with alcohol" to which Dudley replies "You coulda fooled me!".

National Lampoon's Animal House (1978)
John 'Bluto' Blutarsky (John Belushi) is one of the funniest drunks ever.  When drinking, every idea sounds better while you are drinking.  Their idea for sneaking a horse into the dean's office is one of the most memorable scenes in movies.  That and his famous line "Did we quit when the Germans bombed Pearl Harbor?"

Arthur (1981)
Again Dudley Moore outdoes himself as Arthur.  Is he the best drunk ever?  Possibly.  He's drunk in almost every scene of the movie, but the scene with the moose head is one of the best.

[pointing at a mounted moose on the wall]
Arthur: Where's the rest of this moose.
Burt Johnson: Arthur, I think it's time we got to know one another.
Arthur: I do too. That's why I had to come over today. Hmhmhmhm. This is a tough room.
[pats the moose]
Arthur: I don't have to tell you that.
[points to the moose again]
Arthur: You must've hated this moose.
Burt Johnson: Why don't you forget the moose for a moment!
[looks at the moose then to Burt]
Arthur: Right.