Amy Winehouse’s Most Popular Songs Ranking [2025]

You Know I’m No GoodAmy Winehouse1rank/position

Amy Winehouse – You Know I’m No Good

Knowing she’s a flawed woman, she still betrays her faithful partner.

Sung by England’s Amy Winehouse, it’s a story of a self-destructive love.

Featured on the landmark album Back to Black, the song vividly portrays, in her deep, soulful voice, the turmoil of a woman who keeps repeating her mistakes over a retro soul sound.

Even with a good person by her side, she can’t resist a dangerous allure—perhaps one of love’s bewitching facets.

The legendary performance when she won five Grammys in February 2008 also speaks to the song’s appeal.

It’s a track that tightens the chest with the weight of a love you can’t stop, even when you know it will hurt you.

RehabAmy Winehouse2rank/position

Amy Winehouse – Rehab

The late legendary singer Amy Winehouse—her soul- and jazz-driven sound is still adored by many listeners and artists today.

Among her songs, the one I especially recommend is Rehab.

Its doo-wop-like rhythm and light yet soulful vocals make it perfect for lunchtime.

Rather than a chill-time track, it’s a great pick for those who want to enjoy a lively lunch break with colleagues.

Love Is a Losing GameAmy Winehouse3rank/position

Amy Winehouse – Love Is A Losing Game

This is an achingly poignant masterpiece by Amy Winehouse, the singer from England.

True to its title, “Love Is a Losing Game,” it sings of the futility of a love you know will never be rewarded, no matter how hard you try.

Even after giving everything, you’re left behind in the end, with a crushing sense of defeat and helplessness.

Anyone who’s worn themselves down in a barren, one-sided love will feel the sting of this hopeless situation all too well.

Her voice—deep and tinged with resignation—doesn’t console so much as it quietly stays beside the pain.

It’s a song that seeps into your heart on nights when you’re burdened with sorrow that has nowhere to go.

Back To BlackAmy Winehouse4rank/position

Amy Winehouse – Back To Black

Amy Winehouse was a legendary singer-songwriter who achieved worldwide success—not only in her native UK—with a retro, 1960s soul style, yet tragically passed away at a young age.

The work that catapulted her to global fame was the 2006 album Back to Black.

The title track, Back to Black, was inspired by a turbulent romantic relationship and its end, imbued with heartbreak and deep emotion.

Its musical approach blends the essence of 1960s soul with a modern touch, and her uniquely husky voice makes the pain of heartbreak palpable—truly a masterpiece.

The song delicately portrays the emotional landscape after a breakup, allowing listeners to overlay their own experiences.

It’s highly recommended for anyone who has just gone through a separation or wants to share a bittersweet feeling through music.

Infused with Amy’s soul, this song will only grow in value as time goes by.

Tears Dry On Their OwnAmy Winehouse5rank/position

Amy Winehouse – Tears Dry On Their Own

A song by Amy Winehouse, who gained popularity for her distinctive vocals.

The lyrics comfort a broken heart, saying, “Tears will naturally dry over time.” With its bright, upbeat melody and steady key, it’s an easy song to try.

You sent me flyingAmy Winehouse6rank/position

Amy Winehouse – You sent me flying

A song about her feelings toward the ex-boyfriend who broke Amy Winehouse’s heart.

Amy was known for dedicating this song in concerts to “those who have loved someone who didn’t love you.” It was released in the UK as a double A-side single together with ‘In My Bed.

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Just FriendsAmy Winehouse7rank/position

Amy Winehouse – Just Friends

This is a friendship song by the legendary singer Amy Winehouse, whose tumultuous private life and sudden death drew widespread attention.

The lyrics lovingly praise someone who rescued her from the darkness, and the track lets you savor that sentiment gently and smoothly, set to a dub- and reggae-tinged groove.