4
pensive(adjective, dejected)
4
somber(sad, unhappy, gloomy)
4
troubled(adjective, sad, unhappy, gloomy, melancholy)
4
weeping(inconsolable, grief-stricken)
4
woeful(adjective, sad, unhappy, gloomy, miserable)
3
bereaved
3
bitter
3
defeatist(noun, adjective, feelings, emotions)
3
downbeat(adjective, feelings, emotions)
3
grieved
3
heavyhearted
3
petulant(adjective, upset, resentment, frustration)
3
rueful(adjective, gloomy, depressed, wretched)
3
sorry
3
spiritless(adjective, hopeless)
2
brokenhearted(adjective, gloomy, depressed, wretched, inconsolable)
2
contemplative(adjective, dejected)
2
desponding
2
dire
2
distrustful(adjective, feelings, negative, doubtful, emotions)
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APASmart Define. (2016). despairing thesaurus. Retrieved September 20, 2026, from https://smartdefine.org/despairing/thesaurus/synonyms
ChicagoSmart Define. 2016. "despairing thesaurus" https://smartdefine.org/despairing/thesaurus/synonyms (accessed September 20, 2026).
HarvardSmart Define 2016, despairing thesaurus, Smart Define, viewed 20 September, 2026, <https://smartdefine.org/despairing/thesaurus/synonyms>.
MLASmart Define. "despairing thesaurus" 23 March 2016. Web. 20 September 2026. <https://smartdefine.org/despairing/thesaurus/synonyms>