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
But the house is also a benignly indifferent witness to the happiness and the strife that occur within its walls—and to the heartbreaking transience of human lives.
—
Margaret Talbot, New Yorker, 3 Nov. 2025
Ronnie’s devastation is heartbreaking, as is the impossible situation Lilly has found herself in — and her betrayal of Hank doesn’t even save her.
—Louis Peitzman, Vulture, 3 Nov. 2025
Despite the film’s heartbreaking subject matter, Eva Victor is all smiles during our interview.
—Destiny Jackson, Deadline, 30 Oct. 2025
Lisa Vanderpump’s family is coping with heartbreaking news after her 28-year-old nephew was diagnosed with end-stage liver disease.
—Vivian Kwarm, Mercury News, 29 Oct. 2025
See All Example Sentences for heartbreaking
Margaret Talbot, New Yorker, 3 Nov. 2025
Ronnie’s devastation is heartbreaking, as is the impossible situation Lilly has found herself in — and her betrayal of Hank doesn’t even save her.
—Louis Peitzman, Vulture, 3 Nov. 2025
Despite the film’s heartbreaking subject matter, Eva Victor is all smiles during our interview.
—Destiny Jackson, Deadline, 30 Oct. 2025
Lisa Vanderpump’s family is coping with heartbreaking news after her 28-year-old nephew was diagnosed with end-stage liver disease.
—Vivian Kwarm, Mercury News, 29 Oct. 2025
See All Example Sentences for heartbreaking
Recent Examples of Synonyms for heartbreaking
Adjective
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Everyone's a little sad in The Holdovers, Alexander Payne's charmingly sour comedy about a student stuck at his New England boarding school over the holidays with only his grouchy professor (Paul Giamatti) and the school cook (Da'Vine Joy Randolph) for company.—
Randall Colburn,
Entertainment Weekly,
8 Nov. 2025
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The 25-year-old wide receiver is sad to see his teammates go, but trusts the vision of the New York front office.—
Matt Audilet,
MSNBC Newsweek,
7 Nov. 2025
Adjective
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In his first interview since the tragic events in May, Cacique, a Spanish nickname given to a local boss, said the turncoats hoped to receive a reward for the capture of Robert Colina, whose alias was Pantera, Spanish for panther.—
Antonio Maria Delgado,
Miami Herald,
7 Nov. 2025
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Dallas Cowboys quarterback Dak Prescott joined the rest of his teammates in having a tough day Thursday after learning of the tragic death of defensive lineman Marshawn Kneeland, who took his own life at the end of a police chase in Frisco.—
Nick Harris,
Fort Worth Star-Telegram,
7 Nov. 2025
Adjective
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Enter Claude Whelan, played by James Callis, a fine actor with a face that can contort itself into about a dozen different versions of misery and pathetic dismay.—
Brian Grubb,
Vulture,
29 Oct. 2025
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Ratcheting up the pressure on the pathetic Putin will be the only way this war ends.—
Chicago Tribune,
Twin Cities,
28 Oct. 2025
Adjective
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The Green Bay Packers suffered a brutal injury blow during their depressing Week 9 loss against the Carolina Panthers at home.—
Evan Massey,
MSNBC Newsweek,
4 Nov. 2025
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Soon, the entire room was awash with clippings, each detailing a different duplicitous scheme — a depressing reflection of how scam culture was taking over my country, eroding our trust in each other.—
Snigdha Poonam,
The Dial,
28 Oct. 2025
Adjective
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Liverpool were competitive in the first half, and perhaps unfortunate to see Virgil van Dijk’s equaliser ruled out for interference from an offside position, but City pressed home their advantage through the brilliance of left-winger Jeremy Doku.—
Jacob Whitehead,
New York Times,
10 Nov. 2025
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The story takes place at a grand country house where the guests have an unfortunate habit of dying, or nearly dying, under seemingly unrelated circumstances.—
Anna Russell,
New Yorker,
10 Nov. 2025
Adjective
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Even the minimum requirement — qualifying for the Champions League — depends on it because six points out of a possible 18 away from home so far is pitiful.—
James Pearce,
New York Times,
10 Nov. 2025
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With a release on just over 2,000 screens, that's a pitiful per-theater-average of $649.—
Ryan Coleman,
Entertainment Weekly,
9 Nov. 2025
Adjective
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The Ministry of Environment blamed this year’s surge on a poor acorn harvest – which drove a similar spate of attacks in 2023.—
Jessie Yeung,
CNN Money,
7 Nov. 2025
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Rather, the slow start (by Ovechkin’s standards) to this season seemed due more to poor puck luck.—
Sean Gentille,
New York Times,
6 Nov. 2025
Adjective
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That was pointed out during Chipotle’s earnings report, which showed miserable results at the end of October.—
Jordan Valinsky,
CNN Money,
11 Nov. 2025
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Caesar and Coca were soon joined on the show by the diminutive Howard Morris, whom Caesar could hoist from the ground and glare at face to face, and by Carl Reiner, tall like Caesar but as happy as Sid was miserable—the ideal second banana.—
David Denby,
New Yorker,
10 Nov. 2025
Cite this Entry
“Heartbreaking.” Merriam-Webster.com Thesaurus, Merriam-Webster, https://www.merriam-webster.com/thesaurus/heartbreaking. Accessed 15 Nov. 2025.
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