Being in love can be euphoric. It’s a feeling that most spend their entire lifetimes on a quest to experience. Many succeed. But let’s face it — sometimes love doesn’t last. When Cupid’s arrow makes an unexpected detour, it can leave hearts broken and emotions smashed in its wake. Thankfully, there are countless songs to get the lovelorn through tough times.
Whether you want to wallow in self-pity after a breakup or blissfully reminisce on better days, there’s a sad love song to speak to your mood. From country to R&B, these mellow ditties are dedicated to the complexities of romantic relationships and their often-inevitable demise.
Grab your earbuds, tissues and get ready to tearfully sing your heart out.
1 Nothing Compares 2U by Sinead O’Connor
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Sinead O’Connor’s voice is raw and exquisitely unfiltered on this Prince-penned track. Pure angst and despair are felt with every poetic lyric sung as she admits that no matter how hard she tries to move on, nothing compares to the love that’s escaped her grasp.
2 End of The Road by Boyz II Men
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Not every relationship can go the distance. Grammy award-winning quartet Boyz II Men sings of that unfortunate time when a couple must go their separate ways. Tough stuff, but often inevitable.
3 Crying by Roy Orbison
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Who said crying was a sign of weakness? Definitely Not Roy Orbison. The late musician unapologetically sings of relentlessly weeping over an ex on this classic 1960s track.
4 I Will Always Love You by Whitney Houston
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Whitney Houston brings this classic Dolly Parton-written ballad to life with her flawless soprano and powerful delivery. When you can wish a former lover well and hope they have all they dream, you know that’s love.
5 Someone Like You by Adele
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The unofficial queen of sorrow-filled songs, Adele delivers another tear-jerker with this honest release. The London native sings of the relentless sting that comes with losing love’s battle.
6 Last Kiss by Taylor Swift
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A first kiss is unforgettable, but a last one can be just as memorable. Pop icon Taylor Swift sweetly expresses the sorrow following an unimaginable final smooch with your significant other.
7 Un-Break My Heart by Toni Braxton
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Penned by legendary songwriter Diane Warren, Toni Braxton beautifully pleads with a lost love to undo the devastating damage he’s inflicted on her heart. The gut-wrenching line, “Say you love me again” says it all.
8 I Can’t Make You Love Me by Bonnie Raitt
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Forced affection never flourishes. Country icon Bonnie Raitt sings of an unreciprocated love that never takes flight on this sentimental track.
9 So Sick by Ne-Yo
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Simple reminders of a breakup can be painful, especially love songs. R&B singer Ne-Yo makes that melodically clear in this mid-tempo chart-topping single.
10 Space Cowboy by Kacey Musgraves
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They say if you love something, set it free. On this 2018 release, singer-songwriter Kacey Musgraves embraces the sun setting on a relationship that’s run its course.
11 Officially Missing You by Tamia
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That depressing period after a breakup can be unbearable. Canadian-born singer Tamia beautifully captures the feeling of longing for a former lover on this soulful, award-winning song.
12 She’s Out of My Life by Michael Jackson
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When it’s over, it’s over. Michael Jackson sings of the sinking reality of accepting that your special someone is gone for good.
13 Somebody That I Used to Know Gotye feat. Kimbra
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The theme of when lovers become strangers is at heart of this incredibly catchy and relatable hit. Over the chorus, Belgian-born Australian Gotye aggressively belts out his perspective after a bitter break up, while the second verse is reserved for a smooth rebuttal from a female’s viewpoint, performed by New Zealand singer Kimbra.
14 Ain’t No Sunshine by Bill Withers
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When the light of your life is gone, darkness can quickly take over. Legendary R&B singer Bill Withers sings of the dispiriting dimming that occurs after losing the one you love in this timeless record.
15 It Must Have Been Love by Roxette
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This classic ‘80s hit still goes hard. Performed by Swedish pop rock duo Roxette, it describes an unrelenting loneliness that showers over a newly single individual who fondly looks back on happier times.
16 Another Sad Love Song by Toni Braxton
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Toni Braxton can’t catch a break from heartache as somber songs remind her of a love she once had on this sultry ‘90s track. While the inescapable sad tunes intensify her broken heart, it brilliantly creates another one to add to the list.
17 I’ll Never Love Again by Lady Gaga
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Lady Gaga gives a riveting vocal performance on this tenderhearted tune. Recorded for the A Star Is Born soundtrack, the song speaks of a loved one’s untimely departure and the unfillable void it leaves behind.
18 I Will Remember You by Sarah McLachlan
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While some connections eventually come to an end, the memories can last forever. Sarah McLachlan somberly reminisces on a past bond in this early ‘90s release.
19 All Cried Out by Lisa Lisa and Cult Jam
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After nonstop bawling, sometimes there’s nothing left. Lisa Lisa and Cult Jam sing of that moment when the waterworks run dry revealing a liberating sense of peace and clarity.
20 We Belong Together by Mariah Carey
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Sometimes calling it quits can be one-sided in a relationship. Mariah Carey drives home this point as she convincingly pleads for a former lover to reconsider their couple status in this 2005 Grammy-winning hit.
21 Don’t Speak by No Doubt
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No Doubt frontwoman, Gwen Stefani comes into her own on this mid-90s smash. Through solemn yet catchy lyrics, she forbids her former flame (bandmate Tony Kanal) from uttering a single word in an attempt to shield herself from further heartbreak.
22 One Last Cry by Brian McKnight
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It’s no secret that shedding a few tears can be healing and therapeutic. R&B crooner Brian McKnight expresses that belief in this celebration of letting it all out following a split.
23 The Dance by Garth Brooks
Saying goodbye isn’t always caused by a breakup. Country superstar Garth Brooks sings of what many interpret as death stealing away one’s true love. While undoubtedly devastating, Brooks reminds listeners that in order to skip the pain of loss you’d have to miss all the memories and good times too.
24 Love Don’t Live Here Anymore by Rose Royce
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Abandoned hearts have no home. At least that’s what Rose Royce communicates in this soulful ‘70s single about the bitter reality of a failed romance.
25 Anyone Who Had a Heart by Cilla Black
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True love is mutual. Cilla Black desperately sings of imbalanced adoration in this poignant ballad.
26 We Don’t Talk Anymore by Charlie Puth & Selena Gomez
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It’s always sad when a partner becomes a stranger. Pop singers Charlie Puth and Selena Gomez bring that unwelcome reality to the forefront on this popular ditty about ceasing communication after courtship.
27 I Need You Now by Lady A
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Falling back into the arms of an ex can be tempting (especially after a few cocktails). Nashville trio Lady A wistfully sings of how fond memories and familiarity can lure estranged couples back together in this country pop hit.
28 No Ordinary Love by Sade
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No artist embodies supreme simplicity and sophistication like Sade. The celebrated singer shows off her signature blend of sultry jazz, soul and funk vibes on this haunting tune of love and despair. The dejected lyrics linger long after listening.
29 Ex-Factor by Lauryn Hill
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This infectious Lauryn Hill song opens with the lyrics: “It could all be so simple.” For those enduring a troubled romance, those words couldn’t resonate more. Over an enchanting Wu-Tang Clan sample, Hill skillfully encapsulates the emotional tug of war that often comes with separating.
30 No Time To Die by Billie Eilish
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Moody and melancholy, this Billie Eilish track is the theme song for the No Time To Die movie — the 25th film from the iconic James Bond franchise. Released in 2020, it glumly tells the story of unrequited love and the emotional destruction and devastation it creates.
Karla Pope Karla Pope is a longtime writer, editor and lifestyle blogger who enjoys exploring New York City with her two young children.
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