100 Best Synonyms for “Saddest”

No.	Item	Definition
1.	blackest	most bleak or mournful
2.	bleakest	most hopelessly sad
3.	bluest	most sad or depressed
4.	darkest	most gloomy or tragic
5.	dismalest	most gloomy and depressing
6.	dreariest	most dull, bleak, and sad
7.	gloomiest	darkest or most cheerless
8.	glummest	most sullenly sad
9.	loneliest	most sadly alone
10.	lonesomest	most lonely and sad
11.	most abject	most miserable and hopeless
12.	most agonized	suffering the greatest anguish
13.	most anguished	most tormented by emotional pain
14.	most bereaved	most grieving a loss
15.	most bereft	most deprived and sorrowful
16.	most bittersweet	most sadly mixed with sweetness
17.	most bleak	most hopelessly sad
18.	most blue	most sad or depressed
19.	most brokenhearted	most overwhelmed by emotional loss
20.	most cheerless	most lacking cheer
21.	most crestfallen	most disappointed and sad
22.	most crushed	most emotionally defeated
23.	most crushing	most emotionally overwhelming
24.	most dejected	most dispirited and unhappy
25.	most demoralized	most dispirited and discouraged
26.	most depressed	most low in spirits
27.	most depressing	making one feel most sad
28.	most desolate	feeling the deepest lonely sadness
29.	most despairing	feeling the deepest despair
30.	most desperate	most hopelessly distressed
31.	most despondent	Most deeply hopeless and sad
32.	most devastating	causing the greatest emotional ruin
33.	most disconsolate	most unable to be comforted
34.	most discouraging	most causing loss of hope
35.	most disheartened	most discouraged and saddened
36.	most dismal	most gloomy and depressing
37.	most dispirited	most lacking hope and cheer
38.	most dispiriting	most reducing hope or cheer
39.	most distressing	causing the greatest distress
40.	most doleful	most mournfully sad
41.	most dolorous	most full of sorrow
42.	most downcast	most visibly sad or discouraged
43.	most downhearted	most sad and discouraged
44.	most dreary	most dull and depressing
45.	most elegiac	most mournfully reflective
46.	most forlorn	most lonely, abandoned, and sad
47.	most funereal	most mournful like a funeral
48.	most gloomy	most dark and cheerless
49.	most glum	most sullenly sad
50.	most grief-stricken	most overwhelmed by grief
51.	most grievous	causing the most grief
52.	most gut-wrenching	most emotionally painful
53.	most haunted	most troubled by painful memories
54.	most heartbreaking	causing the deepest emotional pain
55.	most heartbroken	suffering the deepest emotional pain
56.	most heartrending	causing the most intense sadness
57.	most heartsick	most deeply sad or distressed
58.	most heartsore	most emotionally wounded
59.	most heavyhearted	most weighed down by sadness
60.	most hopeless	most without hope
61.	most hurt	most emotionally wounded
62.	most inconsolable	most impossible to comfort
63.	most joyless	most without joy
64.	most lachrymose	most tearful or sorrowful
65.	most lamentable	most deserving sorrow or regret
66.	most lonely	most sadly alone
67.	most low-spirited	most sad and lacking energy
68.	most lugubrious	most exaggeratedly mournful
69.	most melancholy	having the deepest quiet sadness
70.	most mirthless	most lacking laughter or joy
71.	most miserable	most deeply unhappy
72.	most morose	most sullen and gloomy
73.	most mournful	expressing the deepest grief
74.	most pained	most emotionally hurt
75.	most painful	causing the greatest emotional hurt
76.	most plaintive	sounding the most sorrowful
77.	most poignant	most deeply moving and sad
78.	most regrettable	most causing sorrow or regret
79.	most rueful	most sorrowful with regret
80.	most saturnine	most gloomy and serious
81.	most somber	most serious, dark, and sad
82.	most sombre	most serious, dark, and sad
83.	most sorrowful	feeling or showing the most sorrow
84.	most sorrowing	grieving the most intensely
85.	most sorry	most regretful or sorrowful
86.	most soul-crushing	most devastating to the spirit
87.	most stricken	most deeply afflicted by grief
88.	most tearful	most ready to cry
89.	most tormented	most tortured by distress
90.	most tragic	causing the greatest sorrow
91.	most troubled	most distressed or worried
92.	most unhappy	least happy or most distressed
93.	most upsetting	causing the greatest emotional upset
94.	most weepy	most inclined to cry
95.	most woebegone	most worn down by sadness
96.	most woeful	fullest of sorrow or misery
97.	most wretched	most miserable and unfortunate
98.	sorriest	most sorrowful or regrettable
99.	unhappiest	most unhappy
100.	wanest	most pale and sad-looking