Dictionary.com
Thesaurus.com
Showing results for heartbreaking. Search instead for heartbreakingly limited.
Synonyms

heartbreaking

American  
[hahrt-brey-king] / ˈhɑrtˌbreɪ kɪŋ /

adjective

  1. causing intense anguish or sorrow.


heartbreaking British  
/ ˈhɑːtˌbreɪkɪŋ /

adjective

  1. extremely sad, disappointing, or pitiful

"Collins English Dictionary — Complete & Unabridged" 2012 Digital Edition © William Collins Sons & Co. Ltd. 1979, 1986 © HarperCollins Publishers 1998, 2000, 2003, 2005, 2006, 2007, 2009, 2012

Other Word Forms

Etymology

Origin of heartbreaking

First recorded in 1600–10; heartbreak + -ing 2

Explanation

Something that's deeply sad or distressing is heartbreaking, like the heartbreaking death of your beloved cat. Heartbreaking is the perfect word to describe a devastating feeling. When you lose someone you love, it feels like your heart is broken. Use this adjective for anything that causes you grief or sorrow, like the heartbreaking loss of an old tree in your yard or a glimpse of your crush holding hands with someone else. Other distressing events can feel heartbreaking too — even the loss of your favorite team in the playoffs: "What a heartbreaking defeat!"

Keep Reading on Vocabulary.com

Example Sentences

Examples are provided to illustrate real-world usage of words in context. Any opinions expressed do not reflect the views of Dictionary.com.

In this true ensemble production, sharply directed by Anne Kauffman, Squibb was supported by a first-rate cast that included a heartbreaking turn by Cynthia Nixon.

From Los Angeles Times • May 5, 2026

For New York, a season’s worth of setbacks—including those heartbreaking losses early in the playoffs—was all worth it for the payoff: basketball perfection when the games matter most.

From The Wall Street Journal • May 5, 2026

But the group said that "after taking an honest look" at the North American section of the tour, they had taken the "difficult and heartbreaking decision" to cancel all but one of the shows.

From BBC • May 5, 2026

Stafford Rangers FC described the death as "heartbreaking".

From BBC • May 3, 2026

He was willing to exchange soul-destroying suspicion for heartbreaking reality.

From "A Tree Grows in Brooklyn" by Betty Smith