Heartbreak has always been one of the most compelling themes in music, giving rise to unforgettable melodies and lyrics that connect deeply with listeners. From timeless classics to modern pop hits, these songs have captured the emotional rollercoaster of love and loss. Here are the top 10 iconic songs about heartbreak, along with a glimpse into how their music videos portray the raw emotions of pain and recovery.

“Someone Like You” Adele

Adele’s “Someone Like You” is a modern anthem of heartbreak. The song’s soulful piano arrangement and Adele’s powerful vocals make this a timeless ballad about lost love. The music video, shot in black and white, reflects the stark emotions as Adele walks through an empty Paris, visually capturing the loneliness and regret after a relationship ends.

Adele - Someone Like You (Official Music Video)

“Nothing Compares 2 U” Sinéad O’Connor

This haunting song, originally written by Prince, became an instant classic when Sinéad O’Connor released her version in 1990. The music video, featuring a close-up of O’Connor’s tear-streaked face, perfectly conveys the intensity of loss, making it one of the most iconic visuals of heartbreak in music history.

Sinéad O'Connor - Nothing Compares 2 U (Official Music Video) [HD]

“Back to Black” Amy Winehouse

Amy Winehouse’s “Back to Black” is a soulful exploration of betrayal and emotional devastation. The deep, retro sound combined with Amy’s raw voice speaks of going back to old destructive habits after heartbreak. The music video, with its funeral procession and vintage style, mirrors the darkness of losing someone and the emotional toll it takes.

Amy Winehouse - Back To Black

“Tears Dry on Their Own” Amy Winehouse

Amy’s second appearance on this list is no surprise, as her music often explored the depths of heartache. “Tears Dry on Their Own” is a more hopeful take on heartbreak, showcasing the gradual process of healing. In the music video, Winehouse walks through the streets of Los Angeles, symbolizing moving forward and finding solace in independence.

Amy Winehouse - Tears Dry On Their Own

“Un-break My Heart” Toni Braxton

Toni Braxton’s unforgettable ballad from the late ’90s is a heart-wrenching plea for reconciliation. Her powerful vocals and the dramatic piano score drive home the pain of separation. The video, featuring scenes of Braxton remembering a lost love, paints a poignant picture of grief and the longing to undo the heartbreak.

Toni Braxton - Un-Break My Heart (Official HD Video)

“We Belong Together” Mariah Carey

Mariah Carey’s “We Belong Together” is one of her biggest hits, focusing on the regret and desire to reunite with a lost love. The music video, set at a wedding where Carey plays the runaway bride, symbolizes the conflict between moving on and staying attached to the past.

Mariah Carey - We Belong Together (Official Music Video)

“Without Me” Halsey

Halsey’s “Without Me” delves into a toxic relationship where she gave everything, only to be left heartbroken. The song blends pop and electro elements, while the music video depicts the turbulent relationship in a visually striking way, representing the struggles of letting go of a damaging love.

Halsey - Without Me

“Yesterday” The Beatles

The Beatles’ classic ballad “Yesterday” has become one of the most covered songs in history. Paul McCartney’s soft vocals and the melancholy strings capture the feeling of waking up to the reality of heartbreak. While the song doesn’t have a traditional music video, its presence in countless films and performances has made it a cultural touchstone for heartache.

Yesterday (With Spoken Word Intro / Live From Studio 50, New York City / 1965)
Yesterday (Remastered 2015)

“Stay” Rihanna ft. Mikky Ekko

“Stay” is a minimal yet powerful ballad about vulnerability in love. Rihanna and Mikky Ekko’s vocal duet perfectly captures the emotional push and pull of wanting someone who isn’t good for you. The music video is intimate, with Rihanna sitting in a bathtub, evoking the rawness of emotional exposure and longing.

Rihanna - Stay ft. Mikky Ekko

“I Will Always Love You” Whitney Houston

Originally written by Dolly Parton, Whitney Houston’s rendition of “I Will Always Love You” in The Bodyguard became a worldwide sensation. The song expresses a bittersweet farewell to a relationship, and the music video, featuring clips from the film, complements the sense of finality and undying love despite parting ways.

Whitney Houston - I Will Always Love You (Official 4K Video)

Conclusion

These 10 songs each tell a unique story of heartbreak, tapping into universal emotions of loss, longing, and recovery. From the soulful ballads of the ’90s to modern pop anthems, these tracks continue to resonate with listeners, and their music videos beautifully capture the essence of heartache, making these moments unforgettable. Whether it’s through stark imagery, tearful close-ups, or symbolic visuals, these music videos have become iconic representations of love’s most painful moments.