heartbreaking

adjective

ˈhärt-ˌbrā-kiŋ How to pronounce heartbreaking (audio)
Definition of heartbreakingnext
1
as in sad
causing unhappiness a heartbreaking story of a family torn asunder by war

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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

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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

Examples are automatically compiled from online sources to show current usage. Read More Opinions expressed in the examples do not represent those of Merriam-Webster or its editors. Send us feedback.
Recent Examples of heartbreaking The frustration reached another level recently during a particularly heartbreaking loss to the Kansas City Royals, when Guerrero’s career as the Blue Jays’ franchise slugger hit a new low in front of home fans. — Peter Chawaga, Forbes.com, 30 Aug. 2026 In an era of polarization and oversimplified historical narratives, American women need not nostalgia but a new fleet of American Girls who can tell difficult, dangerous, heartbreaking and tenacious stories of lives past. — Tara Strauch, Fortune, 29 Aug. 2026 The Ghostbusters actress posted a heartbreaking tribute to her longtime friend, who served as the best man at her 1990 wedding to James Hayman. — Daysia Tolentino, Entertainment Weekly, 27 Aug. 2026 The loss was especially heartbreaking because the residence was the first home the couple had ever owned. — Moná Thomas, PEOPLE, 27 Aug. 2026 See All Example Sentences for heartbreaking
Recent Examples of Synonyms for heartbreaking
  1. sad
  2. tragic
  3. pathetic
  4. depressing
  5. unfortunate
  6. pitiful
  7. poor
  8. miserable
Adjective
  • This formula carried his last offering, the funny and sad, Colin Farrell-led The Banshees of Inisherin to nine Oscar nominations in 2022.
    — Radhika Seth, Vogue, 4 Sep. 2026
  • Hunter said it’s been sad to see photos of the devastation wrought by the fire.
    — Harriet Ramos, Fort Worth Star-Telegram, 30 Aug. 2026
Definition of sad
Adjective
  • Our thoughts remain with everyone affected by this tragic event.
    — James Cirrone, FOXNews.com, 4 Sep. 2026
  • Deep in the Pyrenees mountains, a young man, Miquel, struggles in the wake of his mother’s death in a snowstorm — a tragic event that was at the center of Tóibín’s 2006 novella, A Long Winter.
    — Mary Lawrence Ware, semafor.com, 3 Sep. 2026
Definition of tragic
Adjective
  • Billboards along Southern California freeways have broadcast the Angels’ desperate attempts to draw in fans via pathetic promotions.
    — Gustavo Arellano, Los Angeles Times, 1 Sep. 2026
  • The outfield production continues to be a concern, and the overall offensive production is pathetic.
    — Fort Worth Star-Telegram, Fort Worth Star-Telegram, 24 Aug. 2026
Definition of pathetic
Adjective
  • Voting rights advocates argue that requirements to present birth certificates or passports in order to register to vote is a disguised effort to make voting more difficult, depressing turnout and in effect disenfranchising voters.
    — Todd Spangler, Freep.com, 31 Aug. 2026
  • Climate change, depressing and overwhelming, falls into that category.
    — Peter Prengaman, Fortune, 24 Aug. 2026
Definition of depressing
Adjective
  • That is the unfortunate part of a tenure full of expansion, media-rights billions and two transformational collective bargaining agreements.
    — Jerry Brewer, New York Times, 9 Sep. 2026
  • Moore and his allies are presenting gerrymandering as an unfortunate response to an acute political crisis, but trying to gerrymander Maryland in favor of Democrats is far from a new effort.
    — Colin Pascal, Baltimore Sun, 7 Sep. 2026
Definition of unfortunate
Adjective
  • Completing the hat trick in pitiful style, Taking on the World was shot on a shoestring budget, helmed by the man behind Highlander III, and forced to rely on stock footage of real-life footballers.
    — Jon O'Brien, Vulture, 26 June 2026
  • Given the national team’s pitiful demise at the Oval, with New Zealand completing victory on the fifth morning, Ben Stokes’ revival in absentia feels like the only consolation from a miserable week.
    — Hector Vickers, New York Times, 21 June 2026
Definition of pitiful
Adjective
  • The following season, Chelsea topped their Champions League group, but poor Premier League form saw Mourinho sacked in mid-December.
    — Dermot Corrigan, New York Times, 8 Sep. 2026
  • Many are in poor shape, with thin, uninsulated walls, leaky windows, old or broken swamp coolers and electrical systems that can't always handle air conditioners.
    — Alejandra Borunda, NPR, 7 Sep. 2026
Definition of poor
Adjective
  • Young has discussed that miserable 2003 big-league season with his players.
    — Sam Blum, New York Times, 4 Sep. 2026
  • Extreme mountain climbing has never looked anything but miserable from the distance of a screening room, and The Other Side delivers mightily on all that scraping, straining, gasping toil.
    — Richard Lawson, HollywoodReporter, 3 Sep. 2026
Definition of miserable

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Cite this Entry

“Heartbreaking.” Merriam-Webster.com Thesaurus, Merriam-Webster, https://www.merriam-webster.com/thesaurus/heartbreaking. Accessed 10 Sep. 2026.

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