Top 50 Worst Pick Up Lines

Step into the 1940s — a decade of black-and-white movies, ration books, big band swing, pin-up posters, and a world forever changed by war and innovation. It was an era where Humphrey Bogart and Ingrid Bergman lit up the silver screen, Jackie Robinson changed baseball forever, and new inventions like the Slinky and Tupperware found their way into homes.
From the battlefields of World War II to the dance halls of swing music, from Hollywood’s golden classics to breakthroughs in science and technology, the ’40s shaped history in unforgettable ways.
This collection of 150 trivia questions about the 1940s will test your knowledge of politics, fashion, sports, culture, and quirky everyday life. Whether you’re a history buff, a quiz master, or just love vintage vibes, get ready to challenge yourself and relive one of the most dramatic and exciting decades of the 20th century.
So dust off your fedora, put on a swing record, and let’s see how well you know the 1940s! 🕰️🎶🎬
Q1. In what year did World War II end?
Q2. Who was the British Prime Minister during most of WWII?
Q3. What event brought the United States into World War II?
Q4. What was the code name for the Allied invasion of Normandy in 1944?
Q5. Which U.S. general famously said, “I shall return,” after leaving the Philippines?
Q6. What cities were hit by atomic bombs in 1945?
Q7. Who was the leader of Nazi Germany during World War II?
Q8. What was the name of the U.S. project that developed the atomic bomb?
Q9. What was the nickname for American women working in factories during WWII?
Q10. In what year was D-Day?
Q11. What naval battle in 1942 was a turning point in the Pacific?
Q12. Who was the U.S. president for most of WWII?
Q13. What German invasion in 1941 broke the Molotov–Ribbentrop Pact?
Q14. What 1942 battle in North Africa was a turning point?
Q15. Who commanded Allied forces in Europe?
Q16. Where did Germany officially surrender in 1945?
Q17. What was the German air force called?
Q18. What German defensive line collapsed in 1944?
Q19. Which battle was the last major German offensive on the Western Front?
Q20. What agreement divided Germany into four zones after the war?
Q21. Who became U.S. president after FDR’s death in 1945?
Q22. Which organization was founded in 1945 to promote world peace?
Q23. Who was the Soviet leader in the 1940s?
Q24. What 1947 plan gave U.S. aid to rebuild Europe?
Q25. Which U.S. doctrine aimed to stop communism’s spread in 1947?
Q26. Who became British PM after Churchill in 1945?
Q27. In 1947, which Asian country gained independence from Britain?
Q28. Who was the first chancellor of West Germany?
Q29. What Cold War alliance was formed in 1949?
Q30. What two nations emerged as superpowers after WWII?
Q31. What trial held Nazi leaders accountable in 1945–46?
Q32. What country began communist rule in 1949 under Mao Zedong?
Q33. Who became First Lady after Eleanor Roosevelt?
Q34. What European capital was divided into four zones in 1945?
Q35. What 1948 plan airlifted supplies into West Berlin?
Q36. Which country had a civil war between Nationalists and Communists in the 1940s?
Q37. Who became U.S. Secretary of State known for rebuilding Europe?
Q38. What Middle Eastern state was founded in 1948?
Q39. What was the “Iron Curtain” referring to?
Q40. In 1949, NATO’s headquarters was in what city?
Q41. Who starred as Rick in Casablanca?
Q42. What year was It’s a Wonderful Life released?
Q43. What Disney film introduced “When You Wish Upon a Star”?
Q44. Who first voiced Bugs Bunny in 1940?
Q45. What 1941 Orson Welles film was called the greatest movie ever made?
Q46. Who starred as Sam Spade in The Maltese Falcon?
Q47. What Disney film introduced Bambi in 1942?
Q48. Who was Shirley Temple’s last film in 1940s?
Q49. What 1944 Judy Garland film introduced “The Trolley Song”?
Q50. What actress was nicknamed “The Love Goddess”?
Q51. Which Looney Tunes character debuted in 1940 with “What’s up, Doc?”
Q52. Who won an Oscar for Mrs. Miniver (1942)?
Q53. Which film won the first Oscar for Best Documentary in 1942?
Q54. What Hitchcock thriller came out in 1940?
Q55. What film won Best Picture in 1949?
Q56. What 1941 Disney film featured an elephant?
Q57. Which comedian duo starred in Buck Privates (1941)?
Q58. Who played Ingrid Bergman’s co-star in Casablanca?
Q59. What was Charlie Chaplin’s 1940 political satire?
Q60. Which Disney package film came out in 1946 combining live action and animation?
Q61. Who disappeared while flying over the English Channel in 1944?
Q62. What sisters sang “Boogie Woogie Bugle Boy”?
Q63. What was Frank Sinatra’s nickname in the 1940s?
Q64. Which style of jazz became popular in the ’40s?
Q65. Who was known as the “King of Swing”?
Q66. What song did Vera Lynn make famous during WWII?
Q67. Which crooner was known as “Ol’ Blue Eyes”?
Q68. What Broadway musical opened in 1943 with “Oh, What a Beautiful Mornin’”?
Q69. Who sang “White Christmas,” the best-selling single of all time?
Q70. What was Billie Holiday’s anti-lynching protest song?
Q71. Who was the bandleader for In the Mood?
Q72. Which radio show popularized country music in the ’40s?
Q73. Who was the famous Latin bandleader of the ’40s?
Q74. Who composed “Rhapsody in Blue,” often performed in the 1940s?
Q75. Who sang “Don’t Fence Me In” with Bing Crosby?
Q76. What was the nickname for female jazz singers of the era?
Q77. Who was known as the “First Lady of Song”?
Q78. What dance craze was tied to swing music?
Q79. Who was a young trumpeter rising in the ’40s jazz scene?
Q80. Who sang the patriotic hit “Praise the Lord and Pass the Ammunition”?
Q81. What hairstyle became iconic for women in the 1940s?
Q82. What type of stockings were scarce during WWII?
Q83. What shoes became popular with women during rationing?
Q84. What popular makeup item symbolized femininity in the ’40s?
Q85. What hat style was especially popular for men?
Q86. What fabric was often replaced due to shortages?
Q87. What type of suits were banned in 1942 to save fabric?
Q88. What practical pants style did women adopt in the 1940s?
Q89. What everyday item was reused for the war effort?
Q90. What was the term for home vegetable gardens during WWII?
Q91. What slogan encouraged conservation during wartime?
Q92. What kind of coats were popular in winter fashion?
Q93. What replaced leather in shoes due to rationing?
Q94. What movie stars influenced fashion most in the ’40s?
Q95. What type of clothing ration booklets were issued in the U.S.?
Q96. What hairstyle did men favor in the 1940s?
Q97. What accessory became common in women’s outfits?
Q98. What women’s fashion item was painted on when unavailable?
Q99. What type of dresses became practical for working women?
Q100. What hair accessory gained popularity in the 1940s?
Q101. Who broke the baseball color barrier in 1947?
Q102. What boxer was nicknamed the “Brown Bomber”?
Q103. What team won the 1947 World Series?
Q104. Where were the 1948 Summer Olympics held?
Q105. What were the 1940 and 1944 Olympic Games called?
Q106. Who was baseball’s home run king in the ’40s?
Q107. What football team won the 1940 NFL Championship?
Q108. What female athlete won four gold medals in the 1948 Olympics?
Q109. What was the nickname for women’s pro baseball during WWII?
Q110. Who was the heavyweight boxing champion from 1937–1949?
Q111. What famous horse won the 1941 Triple Crown?
Q112. Who was known as “The Splendid Splinter”?
Q113. Who won the first Heisman Trophy of the 1940s?
Q114. What MLB team integrated first with Jackie Robinson?
Q115. Who won the men’s singles at Wimbledon in 1948?
Q116. What race was held in Indianapolis annually, except during WWII?
Q117. Who was the first African American champion in tennis doubles (1948)?
Q118. What golfer dominated the late 1940s?
Q119. Which nation topped the medal tally at the 1948 Olympics?
Q120. What boxer defeated Joe Louis in an exhibition in 1942?
Q121. What was the first general-purpose computer?
Q122. What 1940s project developed nuclear weapons?
Q123. What jet fighter debuted in WWII?
Q124. What device was invented accidentally with microwaves?
Q125. What was the first nuclear reactor called?
Q126. Who was the leading physicist on the atomic bomb project?
Q127. What blood-related medical advance saved lives in WWII?
Q128. What rocket pioneer worked for Germany then the U.S.?
Q129. What sonar technology helped detect submarines?
Q130. What military invention led to weather radar?
Q131. What antibiotic was mass-produced in the 1940s?
Q132. What famous aircraft dropped the atomic bombs?
Q133. What early programmable computer was created in Britain?
Q134. What medical tool was improved for soldiers’ injuries?
Q135. What jet engine technology advanced in the ’40s?
Q136. What aircraft was known as the “Flying Fortress”?
Q137. What atomic test was conducted in 1945 in New Mexico?
Q138. What was the first helicopter mass-produced in the U.S.?
Q139. What codebreaking machine helped defeat Germany?
Q140. What rocket-powered German missile terrorized London?
Q141. What was the price of a U.S. postage stamp in 1940?
Q142. What was the average cost of a new car in the 1940s?
Q143. What comic book superhero debuted in 1941 with a shield?
Q144. What sugary cereal was introduced in 1941?
Q145. What U.S. holiday was officially established in 1941?
Q146. What iconic toy was introduced in 1943 from a spring?
Q147. What U.S. cartoon character debuted in 1940 alongside Mickey Mouse shorts?
Q148. What fast-food chain was founded in 1940 in California?
Q149. What patriotic superheroine first appeared in 1941?
Q150. What household product introduced in 1946 was nicknamed “Tupperware”?