Some recent ones that come to mind are "The Score", "Heist" and "The Italian Job". Even if the movies themselves weren't up to scratch, the heists therein were generally pretty clever.
Also: "The Heist" (1989) and "The Killing", both about racetrack robberies. Plus, "The Thomas Crown Affair" and most movies from this era about con-men, like "Matchstick Men" and "Dirty Rotten Scoundrels".
But then, you asked which was best, didn't you? Okay, I'll say David Mamet's "Heist". Feel free to disagree; they each have their merits, but I had to choose one, so....
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Dirty Rotten Scoundrels isn't a heist flick, Stupid, its a con artist flick. And just so you kids know, the first heist flick was the 1950 John Huston film THE ASPHALT JUNGLE. Later films in this Ouevre were Stanley Kubrick's THE KILLING, GAMBIT starring Michael Caine and Shirley MacLaine, WHO'S MINDING THE MINT, THUNDERBOLT AND LIGHTFOOT, BONNIE AND CLYDE, KELLY'S HEROES, THE THOMAS CROWN AFFAIR with Steve MacQueen, THE GOOD THE BAD AND THE UGLY with Clint Eastwood etc etc etc
He didn't say Dirty Rotten Scoundrels was a heist flick, stupid, he said it was about con-men. Also, I wouldn't count "The Good, the Bad, and the Ugly" as a heist flick. They were simply told where to dig up the treasure. It never said they were stealing the gold and hense, not a heist flick, stupid.
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Entrapment was a good one, also there was another film with Robert Deniro in it which he is stealing some money from a safe I believe.
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heist flick that come to mind : the italian job, heist, the thomas crown affair, oceans 11, oceans 12, gone in 60 seconds, the score, and matchstick men.
my favorite out of those? oceans 11 (hopefully oceans 12 can change that)
best pulled heist? the score. Why? becasue all along edward norton was trying to trick deniro and up until the end u thought he was, but robert deniro proved that he was definitely the man by the end of the film.