Film Quiz Friday | 1999 Problems

Liam Neeson and Ewan McGregor in Star Wars Episode I: The Phantom Menace
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In this week’s film quiz, we’re gonna party like it’s 1999 again, with 30 more movie-related questions for your enjoyment.

1999 was a momentous year in movies – Stanley Kubrick dies, Mikey Madison is born, and in cinemas, it’s one of those all-time great years for American movies. Some of those landmark movies have already returned to cinemas in 2024 for their 25th-anniversary, and big upcoming 1999 re-releases range from Star Wars Episode I: The Phantom Menace to The Matrix, but before that, that year is this week’s specialist subject.

Once you’ve completed all three rounds, you’ll find a link to a separate post with the correct answers at the bottom of this post. As always, this is all just for fun, but please let us know how you did in the comments (scores out of 30 this week!) and give us any other lovely feedback. Good luck and let’s all meet up in the year 2000…

ROUND ONE – This Week In Movie History

This round is about UK cinema releases and general film history from this week in years past – we’ve given you the year at the start of each question to help out!

1. 2018 – What is the full title of the third Avengers movie?

2. 1991 – Which singer does Val Kilmer play in the music biopic The Doors?

3. 2024 – In cinemas now! Luca Guadagnino’s Challengers is set in the world of which sport?

4. 1955 – In which coming-of-age drama does James Dean play Jim Stark?

5. 1980 – What year is the title of a World War II comedy directed by Steven Spielberg?

6. 2007 – Which British drama features characters called Combo, Milky, and Lol?

7. 1963 – Born this week, who plays martial artist Yin Yang in The Expendables and its sequels?

8. 1934 – Also born this week, Shirley MacLaine won an Oscar for her role in which 1980s weepie: Steel Magnolias or Terms Of Endearment?

9. 2021 – In which video-game movie does Joe Taslim play Sub-Zero?

10. 2000 – “There is an idea of Patrick Bateman.” Which psychological horror film features this quote?

ROUND TWO – All About 1999
Blair Witch project

Next, we’ve got 1999 problems, but a quiz ain’t one – here are ten questions all about movies that turn 25 years old this year.

11. In the news! Which 1999 horror movie starring Heather Donahue is set for a remake by Blumhouse Productions?

12. “What Would Brian Boitano Do?” is a song from which animated musical?

13. Who plays Kat Stratford in 10 Things I Hate About You?

14. Which 1990s band provided the title song for the James Bond film The World Is Not Enough?

15. “By Grabthar’s hammer, what a savings.” Which comedy features this quote?

16. Who connects the 1999 movies Pushing Tin, The Bone Collector, and Girl, Interrupted?

17. Imhotep is the title character in which blockbuster remake?

18. In which horror thriller can you see Miriam Margolyes grappling with Arnold Schwarzenegger?

19. Who plays Steve Stifler in American Pie and its sequels?

20. In The Iron Giant, what is the Iron Giant’s last word?


Let’s finish with a random selection of pot luck movie questions – these could come from any era, any genre, or any level of difficulty. Enjoy!

21. “If Nancy doesn’t wake up screaming, she won’t wake up at all.” Which 1980s horror movie uses this tagline?

22. Who connects the 1970s films Annie Hall, Madman, and Alien?

23. Also in the news! Hugo Weaving, Terence Stamp, and Guy Pearce are set to reunite in a sequel to which 1994 indie comedy?

24. Who was born earliest: Nicolas Cage or John Travolta?

25. 1999’s Guest House Paradiso is a spin-off from which BBC TV sitcom?

26. Streaming now! Which British actor reprises his voice role as Knuckles in the Sonic The Hedgehog spin-off series Knuckles?

27. What type of animal are movie studio mascots Tanner, George, and Leo?

28. Who plays Marion Ravenwood in the Indiana Jones franchise?

29. The family Madrigal are the main characters in which Disney animated movie?

30. And finally, what specifically connects the films North By Northwest, The Quick And The Dead, and Star Trek VI: The Undiscovered Country?

Ready for the answers?

That’s the end of this week’s film quiz – when you’re ready to check your answers, click here to get them (it’ll take you to another page) and let us know your scores in the comments below.

We’ll be back next Friday with another film quiz, but until then, check out Issue 49 of Film Stories Magazine, which features 50 all-new questions on big-screen blockbusters, small-screen spin-offs, and the movies of 2002. You can also listen to our suitably named film quiz podcast, The Film Quiz Podcast, which features Nick Helm asking movie questions and occasionally berating contestants for getting them wrong.

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