2
severe
2
sorrowful(dull, gloomy, melancholy, miserable)
2
soul-crushing
2
substandard(adjective, quiet, slack, rotten, tainted)
2
tragic
2
unfortunate(adjective, sorrow, negative, emotion)
2
unfulfilling(adjective, unpleasant, mediocre, distasteful, second-rate)
2
unmanning
2
woeful(pain, gloomy, melancholy, sorrowful)
2
wretched
1
affecting
1
afflicting
1
aggravating(adjective, sorrow, negative, emotion)
1
alarming
1
annoying(adjective, sorrow, negative, emotion)
1
averting(verb, dissuading)
1
awing
1
banning(verb, dissuading)
1
barring(verb, dissuading)
1
black
10 years ago|14k views|share |citing 
APASmart Define. (2016). disheartening thesaurus. Retrieved September 30, 2026, from https://smartdefine.org/disheartening/thesaurus/synonyms
ChicagoSmart Define. 2016. "disheartening thesaurus" https://smartdefine.org/disheartening/thesaurus/synonyms (accessed September 30, 2026).
HarvardSmart Define 2016, disheartening thesaurus, Smart Define, viewed 30 September, 2026, <https://smartdefine.org/disheartening/thesaurus/synonyms>.
MLASmart Define. "disheartening thesaurus" 24 March 2016. Web. 30 September 2026. <https://smartdefine.org/disheartening/thesaurus/synonyms>