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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:

NYC Common Sense, a nonpartisan advocacy group, filed a lawsuit in June challenging Mr. Mamdani’s “directive ending criminal enforcement of e-bike violations” on behalf of safety advocates, “vulnerable pedestrians” and victims of this e-bike terror.

From The Wall Street Journal Aug. 14, 2026

Assessing opposition to the war is challenging due to censorship.

From Barron's Aug. 14, 2026

Measuring such slow circulation inside a living brain is especially challenging because researchers need methods that can observe the process without causing permanent damage.

From Science Daily Aug. 13, 2026

“It was going to be challenging to have it inside to begin with, but I was looking forward to it,” Polizzi said.

From Los Angeles Times Aug. 12, 2026

They committed themselves to the spirit and practice of nonviolent resistance as a means of challenging segregation in all its forms.

From "Because They Marched" by Russell Freedman

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