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
Then the heartbreaking decision to have Caroline be her maid of honor at the expense of her sister and how difficult that was.
—
Jessica Radloff, Glamour, 6 Mar. 2026
Gorgeously filmed, the series can be heartbreakingly beautiful, and sometimes plain heartbreaking.
—Yvonne Villarreal, Los Angeles Times, 6 Mar. 2026
Devastated business owners The fire damage was a heartbreaking sight for Nicholas Aklassou, who called his printing business his life.
—Elijah Westbrook, CBS News, 6 Mar. 2026
The diagnosis itself is heartbreaking.
—Liz Helms, Oc Register, 5 Mar. 2026
See All Example Sentences for heartbreaking
Jessica Radloff, Glamour, 6 Mar. 2026
Gorgeously filmed, the series can be heartbreakingly beautiful, and sometimes plain heartbreaking.
—Yvonne Villarreal, Los Angeles Times, 6 Mar. 2026
Devastated business owners The fire damage was a heartbreaking sight for Nicholas Aklassou, who called his printing business his life.
—Elijah Westbrook, CBS News, 6 Mar. 2026
The diagnosis itself is heartbreaking.
—Liz Helms, Oc Register, 5 Mar. 2026
See All Example Sentences for heartbreaking
Recent Examples of Synonyms for heartbreaking
Adjective
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In a weirdly serendipitous bit of cinema news, Billie Eilish—queen of melancholy pop—is turning her sad eyes to Sylvia Plath.—
Brittany Allen,
Literary Hub,
12 Mar. 2026
-
Resident reactions Some residents are sad to see the cemetery go.—
Briah Lumpkins,
Charlotte Observer,
12 Mar. 2026
Adjective
-
Frankenstein is nominated for nine Academy Awards, including nods for Best Picture and Best Supporting Actor, the latter for Jacob Elordi's portrayal of the tragic monster.—
Randall Colburn,
Entertainment Weekly,
12 Mar. 2026
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The novel refuses to package trans lives as tragic or easily digestible.—
Literary Hub,
Literary Hub,
12 Mar. 2026
Adjective
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Of course, the notes turn out to mostly be about her as well as the principal (played by Gosling), detailing their most pathetic behaviors.—
Ben Rosenstock,
Vulture,
8 Mar. 2026
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The pathetic leaks didn’t work.—
Lea Veloso,
StyleCaster,
2 Mar. 2026
Adjective
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The aggression with which both parties have worked to manipulate district lines—while loudly inveighing against the other party for doing the exact same thing—is cynical and depressing.—
Ian Crouch,
New Yorker,
4 Mar. 2026
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The case exposed the depressing banality of it all—the man smiling politely at you at the bakery, only to rape your comatose body at night.—
Literary Hub,
Literary Hub,
4 Mar. 2026
Adjective
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Celta’s experienced striker Borja Iglesias equalized for the home side with his third goal in four games after 25 minutes, and strike partner Iago Aspas was unfortunate to see his shot come back off the post with two minutes remaining as both sides pushed for a winner.—
ABC News,
ABC News,
6 Mar. 2026
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This time round, though, an unfortunate silliness sometimes creeps in, where the film risks tipping over Shakespearean-size emotions into embarrassing bathos.—
Miriam Balanescu,
IndieWire,
5 Mar. 2026
Adjective
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Gallup reached only 50,000 people, a pitiful fraction of The Literary Digest’s awe-inspiring mailbag.—
David Frum,
The Atlantic,
21 Feb. 2026
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Mercy came via a bye week, the pitiful Raiders and an inept Cowboys defense.—
Tom Krasovic,
San Diego Union-Tribune,
13 Jan. 2026
Adjective
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City officials say the long-term leases make buying Liberty Station a poor investment for any potential buyer other than Seligman.—
David Garrick,
San Diego Union-Tribune,
11 Mar. 2026
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Further, according to the paper, when supply tightens, richer nations outbid poorer ones for scarce shipments, exacerbating challenges for vulnerable economies.—
Arkansas Online,
Arkansas Online,
11 Mar. 2026
Adjective
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Alex Caruso relishes making Jokic miserable.—
Troy Renck,
Denver Post,
7 Mar. 2026
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Weegar has had a tough season, with his impact in basically every situation falling off during what’s been a miserable year all around in Calgary.—
Shayna Goldman,
New York Times,
5 Mar. 2026
Cite this Entry
“Heartbreaking.” Merriam-Webster.com Thesaurus, Merriam-Webster, https://www.merriam-webster.com/thesaurus/heartbreaking. Accessed 13 Mar. 2026.
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