“- Margaret Henderson: What's outside of Pleasantville?
- David: There are some places that the road doesn't go in a circle. There are some places where the road keeps going.
- Margaret Henderson: Keeps going?
- David: Yeah, yeah. It just keeps going. It all keeps going.”
Marley Shelton - Margaret Henderson
Tobey Maguire - David

“- Neal: What about Santa's reindeer? Have you ever seen a reindeer fly?
- Charlie: Yes.
- Neal: Well, I haven't.
- Charlie: Have you ever seen a million dollars?
- Neal: No.
- Charlie: Just because you can't see something, doesn't mean it doesn't exist.”
Judge Reinhold - Neal
Eric Lloyd - Charlie

“I gave Jesus a chance. But it just didn't work out between us. The Lord laid too much guilt on me. I prefer metaphysics to theology. You see, there's no guilt in baseball, and it's never boring,”
Susan Sarandon - Annie Savoy

“This time you're fighting for your very existence against the most devilish idea ever created by a human brain: Nazism. And if you lose, there won't be a return match next year... perhaps not even for a hundred years.”

Anton Walbrook - Theo Kretschmar-Schuldorff

“- Jay: What's the catch?
- Kay: The catch is you will sever every human contact. Nobody will ever know you exist anywhere. Ever. I'll give you to sunrise to think it over.
- Jay: Is it worth it?
- Kay: Oh yeah, it's worth it... if you're strong enough!”

Will Smith - Jay
Tommy Lee Jones - Kay