Dictionary.com
Thesaurus.com
Synonyms

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:

This clever tale is most satisfying when Ms. McTiernan brings that painful conundrum to life.

From The Wall Street Journal Aug. 13, 2026

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

I stumbled through my grasshopper conundrum while he stared at me as if he was having trouble placing me.

From "The Evolution of Calpurnia Tate" by Jacqueline Kelly

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

A trio of comedies about lost, affluent white men grapples with the manly conundrums of our times—and paints a troubled picture of modern men.

From The Wall Street Journal Apr. 13, 2026

While there are positive signs, it is obvious some conundrums remain the same for Djokovic.

From BBC Jan. 27, 2026

This week, Emily Bazelon, John Dickerson, David Plotz, and special guest Stephen Colbert answer listeners’ conundrums of all kinds: the meaningful, the trivial, and the delightfully absurd.

From Slate Dec. 26, 2025

Despite all the days’ mysteries, riddles, and conundrums, the realization that, in Simon, she had found a true friend, was enough to cheer Penelope to the core.

From "The Hidden Gallery" by Maryrose Wood

Vocabulary.com logo
by dictionary.com

Dictionary.com's Learning Companion

Go beyond just looking up words.
Remember them forever with VocabTrainer.

Start training