Can You Score 20/20? Only True Fans Can Identify These Western Outlaws Trivia Quiz

Answers Below – No Peeking!

Test your cinematic knowledge of legendary Western outlaws brought to life by Hollywood’s finest. From Billy the Kid to Jesse James and beyond, these 20 multiple-choice questions span classic and modern films, ranging from easy warm-ups to true fan-only stumpers. Grab some paper and challenge yourself!

20 Trivia Questions on Western Outlaws

Question 1: Who played Butch Cassidy in the 1969 film Butch Cassidy and the Sundance Kid?

A. Robert Redford
B. Strother Martin
C. Paul Newman
D. Katharine Ross

Question 2: Which actor portrayed the Sundance Kid opposite Paul Newman in 1969?

A. Paul Newman
B. Robert Redford
C. Katharine Ross
D. Strother Martin

Question 3: In Howard Hughes’ The Outlaw (1943), who played Billy the Kid?

A. Thomas Mitchell
B. Walter Huston
C. Jack Buetel
D. Jane Russell

Question 4: Tyrone Power played Jesse James in which 1939 film?

A. The Long Riders
B. Jesse James
C. The Assassination of Jesse James by the Coward Robert Ford
D. Ride with the Devil

Question 5: Who portrayed Frank James alongside Tyrone Power’s Jesse in Jesse James (1939)?

A. Randolph Scott
B. Brian Donlevy
C. Henry Fonda
D. John Carradine

Question 6: Paul Newman played Billy the Kid in which 1958 Arthur Penn film?

A. Butch Cassidy and the Sundance Kid
B. The Left Handed Gun
C. Hombre
D. The Drowning Pool

Question 7: In Pat Garrett & Billy the Kid (1973), Kris Kristofferson played:

A. Pat Garrett
B. Billy the Kid
C. Alias
D. Sheriff Baker

Question 8: Which outlaw did Glenn Ford portray in 3:10 to Yuma (1957)?

A. Jesse James
B. Ben Wade
C. Billy the Kid
D. Liberty Valance

Question 9: Who portrayed Liberty Valance in The Man Who Shot Liberty Valance (1962)?

A. James Stewart
B. John Wayne
C. Lee Marvin
D. Edmond O’Brien

Question 10: Brad Pitt took the role of Jesse James in which 2007 Western?

A. 3:10 to Yuma
B. The Assassination of Jesse James by the Coward Robert Ford
C. Appaloosa
D. No Country for Old Men

Question 11: In The Assassination of Jesse James by the Coward Robert Ford (2007), Casey Affleck played:

A. Jesse James
B. Frank James
C. Robert Ford
D. Charley Ford

Question 12: Steve McQueen starred as which real-life outlaw in the 1980 film Tom Horn?

A. Tom Horn
B. Billy the Kid
C. Jesse James
D. Butch Cassidy

Question 13: Emilio Estevez portrayed Billy the Kid in the 1988 film:

A. Young Guns
B. Young Guns II
C. Pat Garrett & Billy the Kid
D. The Left Handed Gun

Question 14: Audie Murphy played Billy the Kid in which 1950 Western?

A. The Kid from Texas
B. Kansas Raiders
C. The Cimarron Kid
D. Gunfighters

Question 15: Who played Billy the Kid in the 1941 film Billy the Kid?

A. Robert Taylor
B. Andy Devine
C. Marjorie Main
D. Brian Donlevy

Question 16: Dennis Quaid portrayed Doc Holliday in which 1994 epic Western?

A. Tombstone
B. Wyatt Earp
C. Wild Bill
D. Geronimo: An American Legend

Question 17: Val Kilmer famously played Doc Holliday in:

A. Wyatt Earp
B. Tombstone
C. Gunfight at the O.K. Corral
D. Hour of the Gun

Question 18: In Belle Starr (1941), who played the infamous female outlaw Belle Starr?

A. Jane Russell
B. Gene Tierney
C. Maureen O’Hara
D. Yvonne De Carlo

Question 19: Richard Harris portrayed which outlaw in Clint Eastwood’s Unforgiven (1992)?

A. William Munny
B. English Bob
C. Little Bill Daggett
D. The Schofield Kid

Question 20: In The Long Riders (1980), which brothers played the James brothers?

A. Carradine brothers
B. Keach brothers
C. Quaid brothers
D. Guest brothers

Answers

  1. C. Paul Newman – Paul Newman starred as Butch Cassidy in George Roy Hill’s 1969 classic. Robert Redford played the Sundance Kid, while the others were supporting roles.
  2. B. Robert Redford – Redford portrayed the Sundance Kid alongside Newman’s Butch Cassidy. Newman was his partner, and the others played minor characters.
  3. C. Jack Buetel – Buetel made his debut as Billy the Kid in Hughes’ controversial 1943 film. Jane Russell was the love interest, not the outlaw.
  4. B. Jesse James – Tyrone Power starred as Jesse in 20th Century Fox’s 1939 Technicolor epic directed by Henry King. The others feature different Jesse portrayals.
  5. C. Henry Fonda – Fonda played Frank James opposite Power’s Jesse in the 1939 film. Scott was the lawman, not a James brother.
  6. B. The Left Handed Gun – Newman’s intense performance as Billy the Kid marked Arthur Penn’s directorial debut in 1958. The others are unrelated Newman films.
  7. B. Billy the Kid – Kristofferson played Billy opposite James Coburn’s Pat Garrett in Peckinpah’s 1973 film. Coburn was the lawman pursuing him.
  8. B. Ben Wade – Ford’s charismatic Ben Wade leads a gang in Delmer Daves’ 1957 film. The others are different famous outlaws.
  9. C. Lee Marvin – Marvin’s menacing Liberty Valance is the titular villain in John Ford’s 1962 masterpiece. Wayne and Stewart were heroes.
  10. B. The Assassination of Jesse James by the Coward Robert Ford – Pitt played Jesse in Andrew Dominik’s 2007 film. The others are contemporary Westerns without that portrayal.
  11. C. Robert Ford – Affleck earned an Oscar nomination for Robert Ford, Jesse’s assassin, in the 2007 film. Pitt played Jesse.
  12. A. Tom Horn – McQueen portrayed the real Wyoming outlaw and scout in William Ward’s 1980 biopic. The others are different outlaws he didn’t play.
  13. A. Young Guns – Estevez led as Billy the Kid in Christopher Cain’s 1988 ensemble Western. Young Guns II was the 1990 sequel.
  14. A. The Kid from Texas – Murphy starred as Billy the Kid in this 1950 Allied Artists production. The others feature him in different roles.
  15. A. Robert Taylor – Taylor headlined as Billy the Kid in this 1941 MGM film directed by David Miller. The others were supporting cast.
  16. B. Wyatt Earp – Quaid gave a standout performance as Doc Holliday in Lawrence Kasdan’s 1994 film starring Kevin Costner. Kilmer played him in Tombstone.
  17. B. Tombstone – Kilmer’s iconic portrayal of Doc Holliday stole scenes in George P. Cosmatos’ 1993 hit. Quaid was in Wyatt Earp.
  18. B. Gene Tierney – Tierney starred as the outlaw queen Belle Starr in Irving Cummings’ 1941 20th Century Fox film. The others played different roles.
  19. B. English Bob – Harris played the boastful English assassin/outlaw English Bob in Eastwood’s 1992 Oscar-winning Western. The others were protagonists.
  20. B. Keach brothers – Stacy and James Keach portrayed Frank and Jesse James in Walter Hill’s 1980 film featuring real-life acting brothers as gang members. Carradines played the Youngers.

How many did you get right? Share your score in the comments below and challenge your friends to prove they’re true Western fans!