4
difficult riddle(noun, expression, trouble, show, difficulty)
4
why(noun, trouble, show, difficulty, challenge)
3
mindboggler(noun, difficulty, question, secret, puzzle)
3
mind-boggler(noun, challenge, doubt, question, uncertainty)
3
mind-breaker(noun, trouble, challenge, puzzle, riddle)
2
difficulty(noun, question, problem, brain)
2
head-scratcher(noun, trouble, show, difficulty, challenge)
2
perplexity(noun, trouble, show, difficulty, challenge)
2
quandary(noun, difficulty, question, problem, brain)
2
vexed question(expression, difficulty, question, problem)
1
anagram(noun, question, amusement, entertainment)
1
brain-twister(noun, informal, question, entertainment)
1
confusing problem(expression, difficulty, question, problem)
1
confusing question(expression, difficulty, question, problem)
1
cruncher(noun, informal, question, problem)
1
facer(noun, informal, question, problem)
1
insoluble problem(expression, trouble, difficulty, problem)
1
intricate problem(expression, issue, question, problem)
1
paradoxical problem(expression, trouble, difficulty, problem)
1
puzzling problem(expression, difficulty, question, problem)
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APASmart Define. (2016). conundrum thesaurus. Retrieved September 22, 2026, from https://smartdefine.org/conundrum/thesaurus/synonyms
ChicagoSmart Define. 2016. "conundrum thesaurus" https://smartdefine.org/conundrum/thesaurus/synonyms (accessed September 22, 2026).
HarvardSmart Define 2016, conundrum thesaurus, Smart Define, viewed 22 September, 2026, <https://smartdefine.org/conundrum/thesaurus/synonyms>.
MLASmart Define. "conundrum thesaurus" 1 April 2016. Web. 22 September 2026. <https://smartdefine.org/conundrum/thesaurus/synonyms>