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Synonyms

challenging

American  
[chal-in-jing] / ˈtʃæl ɪn dʒɪŋ /

adjective

  1. offering a challenge; testing one's ability, endurance, etc.

    a challenging course;

    a challenging game.

  2. stimulating, interesting, and thought-provoking.

    a challenging suggestion.

  3. provocative; intriguing.

    a challenging smile.


challenging British  
/ ˈtʃælɪndʒɪŋ /

adjective

  1. demanding or stimulating

    a challenging new job

"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

Etymology

Origin of challenging

First recorded in 1300–50; Middle English, as a gerund; 1835–45 for sense of "testing one's ability"; see challenge ( def. ), -ing 2 ( def. )

Explanation

If something is challenging, you better bring your "A game." It isn't going to be easy but you will get to test your skills as you push yourself, like completing a challenging crossword puzzle or a challenging hike up a mountain. Another meaning of challenging is "causing to question values or assumptions," like a challenging movie that makes you re-evaluate your attitude about something. In other words, it challenges what you believe. People sometimes use challenging as a polite — and far more positive — substitute for troublesome or problematic, as in, "This challenging situation will require everyone's patience."

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Vocabulary lists containing challenging

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:

The New York-stock has faced a challenging month however, with shares down almost 9% since Oct.

From MarketWatch ● Oct. 14, 2026

The research also uncovered a surprising way hydrogen can participate in these reactions, challenging established assumptions about how the process works.

From Science Daily ● Oct. 14, 2026

Anderson specialises in challenging UTI cases, and is leading a group of medical experts to develop a medical definition of chronic UTIs to differentiate it from other conditions.

From BBC ● Oct. 13, 2026

Analysts have said the film was challenging to market, given a major twist in the plot, and that Cruise’s nearly unrecognizable appearance could have dissuaded his fan base from coming out to support the film.

From Los Angeles Times ● Oct. 12, 2026

He rushed toward the windmills, challenging and insulting the big white things all the while.

From "Adventures of Don Quixote" by Argentina Palacios

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