Good Will Hunting Trivia
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35 free Good Will Hunting trivia questions with answers — entertainment quiz, new questions added Sep 2026.
42 free Good Will Hunting trivia questions with answers. Good Will Hunting started as a homework assignment Matt Damon turned in late and too long, spent a year at Castle Rock as a thriller about the NSA, and only got made because Robin Williams cut his fee and Kevin Smith walked the script into Harvey Weinstein's office. Then it won two Oscars. This quiz runs 35 questions on the film itself (the bench, the bar, 'It's not your fault', Sean's World Series story, the NSA speech), the cast (Williams, Skarsgård, Minnie Driver, the Afflecks), the long road to production (the $600,000 sale, the oral-sex test scenes, Mel Gibson, Terrence Malick's ending) and the aftermath: nine nominations, the youngest screenwriting winners ever, Elliott Smith in a white suit at the Oscars. It starts easy and works up to questions for people who know who Derrick Bridgeman is. Every answer has been checked against reference sources, shown under each question once you answer, so it works for a movie night or a 90s film round at pub trivia.
30 of 35 questions with answers and explanations. Play the quiz
Q 01The actor who played Sean Maguire in Good Will Hunting had a contract that gave him what?
A share of the gross
A share of the gross, which kept growing with ticket sales until Miramax found it cheaper to pull the film from theaters than keep paying it.
Q 02Who directed Good Will Hunting?
Gus Van Sant
Gus Van Sant reached the writers through Casey Affleck, whom he had cast in To Die For.
Q 03Who plays Billy McBride, one of Will's South Boston friends?
Cole Hauser
Cole Hauser plays Billy McBride, one of the friends who give Will an old car for his birthday, the car Will later drives to California.
Q 04What was Will Hunting's job at MIT?
Janitor
Janitor was a job the writers knew from home: they drew on family lives, and Affleck's father had worked as a janitor at Harvard.
Q 05Which star plays the therapist Sean Maguire in Good Will Hunting?
Robin Williams
Robin Williams won an Oscar for the role and used his speech to thank 'especially the people of South Boston'.
Q 06Where does Sean Maguire teach psychology?
Bunker Hill Community College
Bunker Hill Community College is where Sean teaches, and his old college roommate Lambeau turns to him after Will mocks the other therapists.
Q 07Who plays MIT professor Gerald Lambeau?
Stellan Skarsgård
Stellan Skarsgård plays Lambeau, the MIT professor who gets Will released on condition that he works with him and sees a therapist.
Q 08Who plays Skylar, the Harvard student Will falls for?
Minnie Driver
Minnie Driver won the part and an Oscar nomination, even though Harvey Weinstein at first did not want her for Skylar.
Q 09Where is Skylar planning to go to medical school?
Stanford
Stanford is why Skylar asks Will to move to California with her, and his cold refusal ends with him admitting he grew up an orphan.
Q 10Which agency chased Will in the thriller plot the writers cut from early Good Will Hunting drafts?
The NSA
The NSA hunted Will in early drafts, until the writers were told the story needed focus and dropped the government thriller for the therapy story.
Q 11Which studio first bought the Good Will Hunting script?
Castle Rock
Castle Rock bought it in 1994, then put it into turnaround after the writers resisted the director the studio had chosen.
Q 12To test whether executives read their drafts, what did the Good Will Hunting writers add?
A sex scene for Will and Sean
A sex scene for Will and Sean went unmentioned at the first studio, but Harvey Weinstein told them to cut it, proving he had read the script.
Q 13Which director walked the Good Will Hunting script into Harvey Weinstein's office at Miramax?
Kevin Smith
Q 21Who composed the score for Good Will Hunting?
Danny Elfman
Danny Elfman composed the score, earning an Oscar nomination for Best Original Dramatic Score, and arranged the orchestral version of 'Between the Bars' on the soundtrack.
Q 22Which sporting event did Sean give up tickets to on the night he met his wife?
Game 6 of the 1975 World Series
Game 6 of the 1975 World Series, with Carlton Fisk's famous 12th-inning home run, is the game Sean skipped, telling his friends he had to go 'see about a girl'.
Q 23What are the last words of Good Will Hunting, improvised on set by the actor playing Sean?
Son of a bitch stole my line
Kevin Smith, then working with Affleck on Chasing Amy, refused Affleck's plea to direct it himself but got it to Weinstein instead.
Q 14Which John Grisham adaptation cast Matt Damon as its lead while Good Will Hunting was stalled at Miramax?
The Rainmaker
The Rainmaker: when Damon faxed Harvey Weinstein the news, Weinstein told him every Grisham movie made $100 million.
Q 15Which actor-director did the writers meet about directing Good Will Hunting after Miramax bought it?
Mel Gibson
Mel Gibson developed it for a few months until, producer Chris Moore said, Damon asked him to let it go before he and Affleck grew too old for the parts.
Q 16What does Will shout through a window at the Harvard student Clark after getting Skylar's number?
How do you like them apples?
Will slams Skylar's number against the glass, and 'How do you like them apples?' further embarrasses Clark after their bar showdown.
Q 17Which veteran screenwriter kept denying rumours that he had secretly written Good Will Hunting?
William Goldman
William Goldman said he had met the young writers for just one day, and that he had denied writing it 'over and over'.
Q 18Good Will Hunting made Ben Affleck, at 25, the youngest person ever to win which Oscar?
Best Original Screenplay
Best Original Screenplay, which he and Damon accepted by thanking their mothers and everybody back in Boston.
Q 19Which singer-songwriter wrote 'Miss Misery' for the film and performed it at the Oscars?
Elliott Smith
Elliott Smith, whose songs Van Sant had used throughout the film, wrote 'Miss Misery' and reluctantly performed it in a white suit at the March 1998 ceremony.
Q 20Which song beat 'Miss Misery' to the Best Original Song Oscar?
My Heart Will Go On
My Heart Will Go On took the award, and presenter Madonna mocked the foregone result with a sarcastic 'What a shocker!' before reading it.
Son of a bitch stole my line is Sean's unscripted reply to Will's farewell note, which borrows Sean's own 'see about a girl' excuse.
Q 24What phrase does Sean repeat to Will in Good Will Hunting's emotional climax?
It's not your fault
It's not your fault is repeated by Sean until Will breaks down, after they compare the abuse each suffered as boys.
Q 25Where was the famous bench scene between Will and Sean filmed?
Boston Public Garden
Boston Public Garden holds the bench where Sean's long speech to Will about life and love was shot; the bench became a fan memorial after the actor's death in 2014.
Q 26Which South Boston bar was used for the scenes of Will and his friends drinking?
L Street Tavern
L Street Tavern is a real South Boston bar, and the production chose to film inside it rather than recreate it on a soundstage.
Q 27Which character does Ben Affleck play in Good Will Hunting?
Chuckie Sullivan
Chuckie Sullivan is the friend who tells Will that he owes it to him to leave town and make something of his gift.
Q 28Good Will Hunting's final shot follows Will's car along which road as he heads for California?
Massachusetts Turnpike
The Massachusetts Turnpike carries Will west, while back home his best friend finds him gone and can't stop smiling.
Q 29Which actor's self-written star vehicle did Matt Damon cite while fighting to star in Good Will Hunting?
Sylvester Stallone
Sylvester Stallone had refused to sell Rocky unless he played the lead, just as studio executives kept pushing bigger names to replace Damon.
Q 30Which film held the number-one spot when Good Will Hunting went wide in January 1998?
Titanic
Titanic topped the box office for 15 straight weekends from December 1997, so the film's wide opening on 9 January 1998 came in second behind it.