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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.

The trail, which covers Lochaber, Knoydart, Applecross and Torridon is considered one of the most challenging routes in the UK.

From BBC • Apr. 14, 2026

Analyst Emily Porter says Monash IVF is operating in a challenging macro environment.

From The Wall Street Journal • Apr. 14, 2026

It turns out that being the internet’s good A.I. company is quite challenging.

From Slate • Apr. 14, 2026

New college grads are starting their adult lives in a challenging environment.

From MarketWatch • Apr. 14, 2026

Singing a 3rd or 6th away from the melody is very challenging, as the tendency is for singers to slip from their parts into unison with the melody.

From "Music and the Child" by Natalie Sarrazin