1
as in sad
causing unhappiness
a heartbreaking story of a family torn asunder by war
Synonyms & Similar Words
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Antonyms & Near Antonyms
2
as in tragic
of a kind to cause great distress
the heartbreaking state of Main Street now that most of the businesses have closed
Synonyms & Similar Words
Antonyms & Near Antonyms
3
as in pathetic
deserving of one's pity
a heartbreaking attempt to escape that ends in disaster
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Antonyms & Near Antonyms
Example Sentences
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Recent Examples of heartbreaking
So seeing historically lively neighborhoods silent during cultural events out of fear of ICE is heartbreaking.
—
Andre Gee, Rolling Stone, 21 Oct. 2025
Dart is matchup proof after throwing for 283 yards and scoring four touchdowns in a heartbreaking loss at Denver.
—Eddie Brown, San Diego Union-Tribune, 21 Oct. 2025
The heartbreaking losses keep piling up for San Jose State.
—Aaron Johnson, Mercury News, 18 Oct. 2025
What began as one of the most heartbreaking, devastating experiences of my life, turned into an unending nightmare.
—Micah Kimball, Denver Post, 16 Oct. 2025
See All Example Sentences for heartbreaking
Andre Gee, Rolling Stone, 21 Oct. 2025
Dart is matchup proof after throwing for 283 yards and scoring four touchdowns in a heartbreaking loss at Denver.
—Eddie Brown, San Diego Union-Tribune, 21 Oct. 2025
The heartbreaking losses keep piling up for San Jose State.
—Aaron Johnson, Mercury News, 18 Oct. 2025
What began as one of the most heartbreaking, devastating experiences of my life, turned into an unending nightmare.
—Micah Kimball, Denver Post, 16 Oct. 2025
See All Example Sentences for heartbreaking
Recent Examples of Synonyms for heartbreaking
Adjective
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Steve's wife, Chelsey Bridges, announced the sad news on Friday in a video shared to her late husband's social pages.—
Mekishana Pierre,
Entertainment Weekly,
17 Oct. 2025
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This admission seemed sad—critics are supposed to take pride in withstanding disagreement.—
Spencer Kornhaber,
The Atlantic,
17 Oct. 2025
Adjective
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Some cases have had tragic consequences, such as 35-year-old Alex Taylor, who struggled with Asperger’s syndrome, bipolar disorder, and schizoaffective disorder, per Rolling Stone.—
Beatrice Nolan,
Fortune,
19 Oct. 2025
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Following psychic researchers in search of spirits in a New England house with a tragic past, The Haunting trades leering ghouls and jump scares for atmosphere and suggestion, cultivating a cloud of dread that hangs like a heavy blanket over audiences.—
Randall Colburn,
Entertainment Weekly,
18 Oct. 2025
Adjective
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The Panthers’ defense was largely effective against a pathetic Jets offense, which could barely muster movement at home.—
Charlotte Observer,
Charlotte Observer,
19 Oct. 2025
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And Craig Waterman, the marketing executive from the 2024 film Friendship, took Robinson into new territory with a darker and more pathetic take on the same neurotic type.—
Ben Rosenstock,
Vulture,
13 Oct. 2025
Adjective
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And that’s what's so depressing.—
Bill Goodykoontz,
AZCentral.com,
20 Oct. 2025
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His college career has come to an end in a very depressing way.—
Evan Massey,
MSNBC Newsweek,
14 Oct. 2025
Adjective
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This is unfortunate, because part of what makes Moose Jaw historically significant is that the opposite of what is claimed at the Tunnels is true.—
JSTOR Daily,
JSTOR Daily,
20 Oct. 2025
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This current injury sounds like something that is a result of something unfortunate away from the game, which is why everyone is being so cryptic.—
Fort Worth Star-Telegram,
Fort Worth Star-Telegram,
20 Oct. 2025
Adjective
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The Browns have scored the second-fewest points in the NFL, ahead of only the pitiful Tennessee Titans.—
Jason Lloyd,
New York Times,
28 Sep. 2025
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On the side of the highway, Wilson cuts a pitiful, solitary figure.—
Dan Piepenbring,
Harpers Magazine,
19 Sep. 2025
Adjective
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There’s another element of the current concern regarding due process that relates to the fate of poor Cinna.—
JSTOR Daily,
JSTOR Daily,
23 Oct. 2025
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McDaniel’s debut album Lost Ones delves into his own story of growing up in a poor community in Kentucky, and dealing with mental health struggles, both personally and within his family — as well as McDaniel’s story of being saved during a past suicide attempt years ago.—
Jessica Nicholson,
Billboard,
23 Oct. 2025
Adjective
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That is, even the Pew study contradicted the claims people were making about wealthier moms being the most miserable and stressed.—
Stephanie H. Murray,
The Atlantic,
21 Oct. 2025
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Blake Treinen got a pop-up and a strikeout to get out of that inning and now has had five effective outings in his six postseason appearances, after a miserable September.—
Jim Alexander,
Oc Register,
17 Oct. 2025
Cite this Entry
“Heartbreaking.” Merriam-Webster.com Thesaurus, Merriam-Webster, https://www.merriam-webster.com/thesaurus/heartbreaking. Accessed 25 Oct. 2025.
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