CNA
Chicago Trivia
Pop Culture
Movie Trivia
Through the Decades
100

This person was the CEO of CNA prior to Doug Worman

Who is Dino Robusto

100

This is the name of the 1986 movie that takes place in Chicago, filled with several city landmarks (such as Wrigley Field, the Art Institute, and the then Sears Tower).

What is Ferris Bueller's Day Off

100

This pop singer and football star couple got engaged very recently

Who are Taylor Swift and Travis Kelce

100

This is the name of the wizarding school in Harry Potter

What is Hogwarts

100

This 1969 event was watched by millions of people around the world

What is the Moon Landing

200

This acronym stands for/represents CNA

What is the Continental National American (Group)

200

This iconic road, made famous during the Great Depression, begins in Chicago and ends in Santa Monica

What is Route 66

200

This is the favorite baseball team of Pope Leo XIV

What are the White Sox

200

In the Matrix, Neo takes this color pill

What is the red pill

200

The Berlin Wall fell during this year, just before the end of the Cold War

When is 1989

300

These companies were acquired by the Continental Casualty Company to form what is now CNA

What are the National Fire Insurance Company of Hartford and the American Casualty Company

300

This is the actual name of "The Bean" created by sculptor Anish Kapoor

What is Cloud Gate

300

This is the name of Adam Scott's character in the TV show Severance

Who is Mark Scout

300

In the Dune book/movie series, most of the story takes place on this planet

What is Arrakis

300

This athlete won 4 gold medals for the United States in the 1936 Olympics

Who is Jesse Owens

400

The main subsidiary of CNA (the Continental Casualty Company), was founded in this year

When is 1897

400

This ride was invented in Chicago for the 1893 World's Fair

What is the Ferris Wheel

400

This animated show returned in 2025 with its 14th Season

What is King of the Hill

400

This is the name of the black hole in the movie Interstellar

What is "Gargantua"

400

This invention in the 1950's revolutionized food preparation

What is the microwave

500

CNA had roughly this many employees as of 2024

How many is 6,500

500

This is the name of the T-Rex located in the Field Museum of Natural History

Who is Sue

500

This is actual the middle name of Dwayne "The Rock" Johnson

What is Douglas

500

In 1973, actor Marlon Brando had this Native American activist refuse his Oscar for The Godfather on his behalf.

Who is Sacheen Littlefeather

500

This nickname was given to a group of famous American writers in the 1920's living in Paris

What is The Lost Generation

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