Synonyms of unhappiest

1 Syllable
low, blue, bleak, grim, down
2 Syllables
downbeat, hurting, mournful, destroyed, ripped, troubled, mirthless, let-down, sorry, teary, bleeding, dragged, dreary, cheerless, dismal, gloomy, downcast
3 Syllables
crestfallen, despondent, sorrowful, saddened, long-faced, dejected, depressed
4 Syllables
oppressive, melancholy, dispirited, miserable, heavy-hearted
5 Syllables
disconsolate