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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

Derived 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.

"It's challenging, so having a guaranteed drinks break is very important. I think they will be critical for every European team. From a player welfare point of view they are really important."

From BBC • Jun. 16, 2026

But as the class progressed, Gutentag introduced Pilates-style “pulsing,” which was more challenging.

From Los Angeles Times • Jun. 15, 2026

California Attorney General Rob Bonta has been reviewing Paramount’s bid and is leaning toward challenging it, The Wall Street Journal reported last month.

From The Wall Street Journal • Jun. 15, 2026

For many Americans, middle age is becoming more challenging than it was for previous generations.

From Science Daily • Jun. 14, 2026

More challenging was scrubbing off the black paint that she’d applied to her back feathers.

From "The Very, Very Far North" by Dan Bar-el

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