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conundrum

American  
[kuh-nuhn-druhm] / kəˈnʌn drəm /

noun

  • conundrums
    plural
  1. a riddle, the answer to which involves a pun or play on words, as What is black and white and read all over? A newspaper.

  2. anything that puzzles.


conundrum British  
/ kəˈnʌndrəm /

noun

  1. a riddle, esp one whose answer makes a play on words

  2. a puzzling question or problem

"Collins English Dictionary — Complete & Unabridged" 2012 Digital Edition © William Collins Sons & Co. Ltd. 1979, 1986 © HarperCollins Publishers 1998, 2000, 2003, 2005, 2006, 2007, 2009, 2012

Other Word Forms

Noun Inflected Forms

Etymology

Origin of conundrum

First recorded in 1590–1600; pseudo-Latin word of obscure origin

Explanation

The tricky word conundrum is used to describe a riddle or puzzle, sometimes including a play on words or pun. One of the most famous conundrums is the riddle of the Sphinx, famously in the play Oedipus the King by Sophocles. Oedipus encounters the Sphinx, a mythical beast, who asks him, "What walks on four legs in the morning, two in the afternoon, and three in the evening?" The answer is "A person": crawling as a child, walking as an adult, and using a cane in old age. The scary thing is that if the Sphinx asked you the riddle and you didn't know, she'd eat you!

Keep Reading on Vocabulary.com

Vocabulary lists containing conundrum

Example Sentences

Examples are provided to illustrate real-world usage of words in context. Any opinions expressed do not reflect the views of Dictionary.com.

See Examples For:

He and his wife, Mikaela Schifferle, were trying to answer a modern conundrum: Whose name does a family carry?

From The Wall Street Journal Aug. 12, 2026

The conundrum over how to manage the early release of prisoners is an acute example of the tricky political decision-making that inevitably comes with power.

From BBC Aug. 11, 2026

Many parents are in a conundrum: They need their jobs to pay the bills, but they also need trustworthy childcare; without the latter, they may not be able to work those jobs.

From MarketWatch Aug. 5, 2026

Designer Satoshi Nakagawa has long battled sceptics, but believes that the technology powering the 800 LEDs has a role to play in solving humanity's energy conundrum.

From Barron's Aug. 5, 2026

Here is the conundrum: by the time most people pick up a parenting book, it is far too late.

From "Freakonomics: A Rogue Economist Explores the Hidden Side of Everything" by Steven D. Levitt

Their work is a cultural bridge much like Ashitaka’s effort to bring the worlds of beasts and men together for a common cause, depicting what Miyazaki sees as one of humanism’s central conundrums.

From Salon Jul. 22, 2026

For this week’s Slate Plus bonus episode, Emily, John, David, and special guest Stephen Colbert answer listeners’ conundrums of all kinds: the meaningful, the trivial, and the delightfully absurd.

From Slate Dec. 18, 2025

Webster and Hopkins’s unique creation invites readers to stand in for the three main characters— the debutante Helen; the caddish Jed; and the good guy Saunders—as these hapless young people confront romantic and ethical conundrums.

From The Wall Street Journal Nov. 14, 2025

This highlights one of the conundrums facing the Premier League's academy products.

From BBC Jun. 29, 2025

What senile conundrums was Miss Trixie babbling to Mr. Levy?

From "A Confederacy of Dunces" by John Kennedy Toole

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