“- Stanley Motss: I bet you're great at chess.
- Conrad Brean: I would be if I could remember how all the pieces moved.”
Dustin Hoffman - Stanley Motss
Robert De Niro - Conrad Brean

“- David Sumner: Baby. You don't have to learn chess to please me.
- Amy Sumner: I'm not learning chess to please you, baby. I'm learning so I can kick your ass.”
James Marsden - David Sumner
Kate Bosworth - Amy Sumner

“In chess and in war the key to winning is to anticipate what your opponent will do in advance. Think two moves ahead. The art of asymmetrical warfare is less about inflicting damage than provoking a response.”
Raad Rawi - Nathir

“- Bart: Well, Jim, since you are my guest and I am your host, what's your pleasure? What do you like to do?
- Jim: Oh, I don't know. Play chess... screw...
- Bart: [quickly] Well, let's play chess.”
Cleavon Little - Bart
Gene Wilder - Jim

“- June Carver: Do you know what I like even more than chess?
- George Wade: Pokémon?”
Alicia Witt - June Carver
Hugh Grant - George Wade