And yes, No. 1 is a surprise
The 5 greatest con man (and woman) movies of all time
Jun 5, 2019, 6:56 am
Robert Redford (left) and Paul Newman in The Sting, an all-time great. Getty Images
Last week, we provided the five best gambling movies of all time. We put together a specific set of criteria. This week we delve into con movies. While there is overlap with gambling and other genres, these are movies specifically based on con men (or women) or one big con. A movie like Trading Places has con elements, but it is not the key driving point of the plot. It is a comedy that leads to a con. Movies like that, while great, do not make our list. That would include Wall Street as well as Wolf of Wall Street. So with that specific criteria in mind, here are the top 5:
5) Oceans 11 (2001)
The original was pretty good, but the George Clooney/Brad Pitt remake is solid gold. While it could technically be considered a heist movie, the entire heist is set up by a long set of cons that creates the final plot. The acting is terrific, the story moves fast, and it features some really clever cons along the way, all designed to rip off Andy Garcia's character.
4) Catch Me If You Can (2002)
Based on a true story, the real gift of this movie is the acting and exchanges between Tom Hanks and Leo DiCaprio, who plays a young check/forger con man who is incredibly brilliant and fills several fake roles, including doctor and airline pilot. DiCaprio is believable, clever, and constantly stays one step ahead of Hanks. A very enjoyable film.
3) Grifters (1990)
An absolute gem featuring John Cusack and Annette Benning, Cusack is a small-time grifter who winds up embroiled between Benning, his love interest, and his grifter mother, Anjelica Houston. He is talented but flawed, and those flaws wind up biting him in the end. If you watch the scene where Benning is naked and tells her landlord "the money or the lady" and aren't, um, moved, well you don't like nudity.
2) The Sting (1973)
An all-time classic with Paul Newman and Robert Redford, this has been the gold standard for a long time. The acting is off the charts, and the twists and turns along the way make for a roller coaster ride. The original con movie won seven Oscars, including best picture, and still holds up today. It is too easy to make it No. 1 on the list. However...
1) Diggstown (1992)
Some might consider it blasphemy to put anything over The Sting, but if you have ever seen it, you will understand why. James Woods, Louis Gossett, Jr. and Oliver Platt set up a long con that involves boxing. (Because of that, some have tried to classify it as a sports movie, but it really is about the con). Pay attention to what happens early in the movie, because it sets up a dynamic finish. A young Heather Graham only adds to a terrific storyline, and vintage Bruce Dern as the mark - and a con man in his own right who tries to outdo Woods at every turn - is well worth your time. A terrific, fun movie you can watch time and time again.
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The Astros know how to win these games, and it shows
Jun 29, 2025, 4:28 pm
Kyle Tucker launched a three-run homer and matched a season high with four hits against the team that traded him in December, and the Chicago Cubs routed Houston 12-3 on Saturday night to stop the Astros' five-game winning streak.
Tucker also scored four times to pace a Cubs lineup that pounded out 15 hits, including three by Dansby Swanson. Seiya Suzuki, Michael Busch and Nico Hoerner also went deep.
Chicago hit three homers in an inning for the second time this season during a seven-run fourth. Busch and Hoerner had back-to-back solo shots to put the Cubs on top 3-2, and Tucker’s drive made it 7-2.
The offensive outburst came in support of Colin Rea (5-3), who allowed two runs and five hits over five innings. The only blemish on his line was rookie Cam Smith’s two-run homer in the third, which briefly gave the Astros a 2-1 lead.
Smith, part of the package Houston received for Tucker, finished with two hits and has homered in consecutive games for the first time in his career.
Lance McCullers Jr. (1-3) came off the injured list and allowed eight runs on seven hits over 3 1/3 innings.
Isaac Paredes, also part of the Astros' trade return for Tucker, hit his 17th home run.
Key moment
Tucker’s three-run homer in the fourth that put the Cubs ahead 7-2.
Key stat
McCullers has a 10.89 ERA in five home starts this season, but hasn’t allowed an earned run in three road starts.
Up next
Houston LHP Framber Valdez (8-4, 2.88 ERA) opposes RHP Jameson Taillon (7-5, 4.77 ERA) when the series concludes Sunday.