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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

  • challengingly adverb
  • nonchallenging adjective
  • unchallenging adjective

Etymology

Origin of challenging

First recorded in 1300–50; Middle English, as a gerund; 1835–45 for sense of "testing one's ability"; 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."

Keep Reading on Vocabulary.com

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.

Now the company’s plans to emerge from chapter 11 bankruptcy by early summer have gotten more challenging.

From The Wall Street Journal • Apr. 16, 2026

A day earlier, Goldman Sachs downgraded the stock to Sell from Neutral, citing elevated expectations and challenging valuation.

From Barron's • Apr. 15, 2026

Negotiations toward that end have proved more challenging than the administration initially anticipated.

From Los Angeles Times • Apr. 15, 2026

Detecting this unusual behavior has proven extremely challenging.

From Science Daily • Apr. 15, 2026

She had never heard of anyone successfully challenging a landlord in Durham before.

From "The Best of Enemies" by Osha Gray Davidson