Taylor Swift
Taylor Swift

Popular Taylor Swift Songs: Counting Down Her 50 Biggest Billboard Hits

Taylor Swift’s journey to global superstardom began with her debut single “Tim McGraw” charting on the Billboard Hot 100 back on September 23, 2006, at No. 86. Since then, she hasn’t just become a household name; she has solidified her place as a true icon in music history, particularly on the coveted Hot 100 chart.

As of December 14, 2024, Taylor Swift boasts an astounding 264 charted songs – the most of any female artist ever. Her dominance extends further with 59 top 10 hits and 165 top 40 hits, both records for women in music. With 12 No. 1 singles, she’s tied for sixth-most chart-toppers among all artists, showcasing a consistent ability to resonate with audiences across various genres and eras.

Taylor SwiftTaylor Swift

Swift’s musical evolution is remarkable. Seamlessly transitioning between country roots, pop anthems, adult alternative soundscapes, and more, she has continuously built upon her Hot 100 legacy. In 2012, “We Are Never Ever Getting Back Together” marked her first No. 1, signaling her mainstream pop breakthrough. Then, in 2021, she defied industry norms with “All Too Well (Taylor’s Version),” a 10-minute and 13-second epic that became the longest No. 1 single in Hot 100 history, proving that compelling storytelling transcends traditional song length constraints.

In an unprecedented feat in 2022, Swift occupied the entire Hot 100 top 10 on November 5th with tracks from her Midnights album, led by the No. 1 debut of “Anti-Hero.” She then surpassed her own record in May 2024, claiming the top 14 spots with songs from The Tortured Poets Department, demonstrating an unparalleled level of fan engagement and chart command.

Beyond the numbers, Taylor Swift’s impact was recognized when she was named Billboard‘s first-ever Woman of the Decade in 2019. This honor celebrated not only her immense commercial success but also her dedication to creative rights, music education, literacy initiatives, cancer research, disaster relief, and the Time’s Up movement. Her decision to re-record her first six albums after facing challenges regaining ownership of her masters further solidified her influence and resulted in even more chart-topping hits, including the 2023 No. 1 “Is It Over Now? (Taylor’s Version) [From the Vault].”

Taylor Swift performs onstage during Taylor Swift performs onstage during

But which of Taylor Swift’s extensive catalog are actually her biggest Hot 100 hits? Let’s dive into the definitive ranking, counting down her top 50 songs based on their performance on the Billboard Hot 100 chart, through December 14, 2024. This ranking uses an inverse point system, rewarding higher chart positions and longer stays, adjusted to account for changes in chart methodology over the years.

50. “Fearless”

The title track from her sophomore album Fearless, this empowering anthem resonated with fans and peaked at No. 9 on the Hot 100, becoming an early indication of her crossover potential.

49. “Bejeweled”

From her Midnights album, “Bejeweled” is a shimmering, confident track that climbed to No. 6 on the Hot 100, showcasing Swift’s continued ability to create catchy and impactful pop songs.

48. “Sparks Fly”

A fan-favorite from Speak Now, “Sparks Fly” captured hearts with its romantic imagery and country-pop charm, reaching No. 17 on the Hot 100 and becoming a staple in her early live performances.

47. “Begin Again”

“Begin Again,” a song about finding love after heartbreak, debuted impressively in the top 10, peaking at No. 7. This Red track highlighted Swift’s storytelling prowess and emotional depth.

46. “Picture To Burn”

A fiery track from her debut era, “Picture To Burn” showcased Swift’s youthful energy and country sass, scorching its way to No. 28 on the Hot 100 in 2008 and establishing her as a force in country-pop.

45. “Should’ve Said No”

This uptempo country jam, the final single from her self-titled debut album, proved to be a fan favorite, peaking at No. 33 on the Hot 100 and solidifying her early country success.

44. “Midnight Rain”

A reflective track from Midnights, “Midnight Rain” explores themes of regret and different life paths, peaking at No. 5 on the Hot 100 in November 2022, demonstrating the album’s widespread appeal.

43. “Everything Has Changed” feat. Ed Sheeran

This gentle and heartwarming duet with Ed Sheeran, from the Red album, reached No. 32 on the Hot 100 after its single release in 2013, showcasing their collaborative chemistry and the song’s enduring appeal.

42. “Tim McGraw”

Taylor Swift - Tim McGrawTaylor Swift – Tim McGraw

Swift’s debut single, “Tim McGraw,” the country love song that started it all, reached No. 40 on the Hot 100. It also marked her first of many top 10 hits on the Hot Country Songs chart, launching her remarkable career.

41. “Eyes Open”

Featured on The Hunger Games soundtrack, “Eyes Open” is an empowering and resilient track that peaked at No. 19 on the Hot 100 in 2012, expanding her reach beyond her own albums.

40. “Red”

The title track from her 2012 album Red, this rock-infused promo single burst onto the Hot 100 at No. 6, capturing the passionate and vibrant energy of the album.

39. “Down Bad”

From The Tortured Poets Department, “Down Bad” immediately resonated with listeners, debuting at its peak of No. 2 on the Hot 100, reflecting the album’s instant impact.

38. “Ours”

A heartfelt and banjo-infused single from Speak Now, “Ours” showcased Swift’s country roots and storytelling ability, debuting and peaking at No. 13 on the Hot 100.

37. “Mean”

Taylor Swift - MeanTaylor Swift – Mean

Swift’s powerful response to critics, “Mean,” rumored to be aimed at music critic Bob Lefsetz, debuted and peaked at No. 11 in 2010. It also earned her two Grammy Awards, highlighting its critical and commercial success.

36. “Highway Don’t Care” Tim McGraw with Taylor Swift

A collaboration that brought Swift full circle, “Highway Don’t Care” with Tim McGraw (the subject of her debut single) reached No. 22 on the Hot 100 in 2013, blending their country styles seamlessly.

35. “Fifteen”

This nostalgic and relatable coming-of-age anthem, “Fifteen,” resonated deeply with teenagers, peaking at No. 23 in 2009 and becoming a signature early hit.

34. “All Too Well (Taylor’s Version)”

The expanded, 10-minute version of “All Too Well” from Red (Taylor’s Version) made history by topping the Hot 100 and becoming the longest song to ever reach No. 1, a testament to its emotional impact and fan devotion.

33. “22”

A collaboration with pop maestro Max Martin, “22” is an upbeat and infectious anthem of youth and freedom, becoming a top 20 hit, peaking at No. 20 and solidifying her pop crossover appeal.

32. “…Ready for It?”

“…Ready for It?” made a splash with its No. 4 debut in 2017. Notably, this entry marked Swift’s 72nd Hot 100 song, surpassing The Beatles’ career total and highlighting her incredible chart longevity.

31. “Cardigan”

Taylor Swift - cardiganTaylor Swift – cardigan

The lead single from her Folklore album, “Cardigan,” marked a shift towards indie-folk and singer-songwriter styles. Co-written and produced by Aaron Dessner of The National, it topped the Hot 100, showcasing her artistic versatility.

30. “Lover”

The romantic title track from her Lover album, released in 2019, resonated deeply with fans. Fueled by a memorable MTV VMA performance, “Lover” reached No. 10 on the Hot 100, becoming a modern-day love classic.

29. “White Horse”

A Grammy-winning country ballad, “White Horse” explored themes of lost innocence and fairytale disillusionment. It peaked at No. 13 on the Hot 100, earning critical acclaim and awards.

28. “Today Was a Fairytale”

Featured on the Valentine’s Day soundtrack, “Today Was a Fairytale” captured the magic of a perfect date. It debuted and peaked at No. 2 on the Hot 100, showcasing her ability to create songs for different contexts.

27. “Two Is Better Than One” Boys Like Girls feat. Taylor Swift

A pop-rock collaboration with Boys Like Girls, “Two Is Better Than One” brought Swift into the pop-punk realm in 2009. It reached No. 18 on the Hot 100, demonstrating her genre-bending appeal.

26. “Willow”

Taylor Swift - willowTaylor Swift – willow

The lead single from her Evermore album, “Willow,” continued the folk-singer-songwriter direction of Folklore. It debuted at No. 1 on the Hot 100, reinforcing her ability to top charts across genres.

25. “I Can Do It With a Broken Heart”

A seemingly upbeat track with poignant lyrics about performing through personal pain, “I Can Do It With a Broken Heart” peaked at No. 3 on the Hot 100. As a single from The Tortured Poets Department, it enjoyed significant chart longevity.

24. “Back to December”

Rumored to be about her relationship with Taylor Lautner, “Back to December” is a heartfelt apology ballad. It entered and peaked at No. 6 on the Hot 100 in 2010, showcasing her vulnerability and songwriting depth.

23. “Lavender Haze”

The opening track from Midnights, “Lavender Haze,” is a dreamy and romantic song about being in love and ignoring outside noise. It peaked at No. 2 on the Hot 100, setting the tone for the album’s success.

22. “Delicate”

A standout single from Reputation, “Delicate” offered a softer, more vulnerable side after the album’s initial harder sound. It slowly climbed to No. 12 on the Hot 100 and topped the Pop Airplay chart, becoming a fan favorite.

21. “Me!” feat. Brendon Urie

“Me!” featuring Brendon Urie, was a vibrant and optimistic lead single from Lover, a stark contrast to the darker Reputation era. This celebratory anthem peaked at No. 2 on the Hot 100, highlighting her pop sensibilities.

20. “You Need To Calm Down”

Taylor Swift - You Need To Calm DownTaylor Swift – You Need To Calm Down

“You Need To Calm Down” from Lover took a more overtly political stance, advocating for LGBTQ+ rights and self-empowerment. It reached No. 2 on the Hot 100 and its star-studded music video became a cultural moment.

19. “Is It Over Now? (Taylor’s Version) [From the Vault]”

Released as part of 1989 (Taylor’s Version), “Is It Over Now? (Taylor’s Version) [From the Vault]” hit No. 1 on the Hot 100 in 2023, proving the enduring appeal of her re-recorded tracks and “from the vault” songs.

18. “Our Song”

“Our Song,” Swift’s third single from her debut album, climbed to No. 16 on the Hot 100. It also became her first of many No. 1s on the Hot Country Songs chart, solidifying her early country dominance.

17. “Fortnight” feat. Post Malone

The lead single from The Tortured Poets Department, “Fortnight” featuring Post Malone, fittingly spent two weeks at No. 1 on the Hot 100, showcasing the power of this high-profile collaboration and the album’s immediate success.

16. “Karma” feat. Ice Spice

“Karma” from Midnights, boosted by a remix and music video featuring Ice Spice, peaked at No. 2 in 2023. This collaboration highlighted her ability to stay current and collaborate with rising stars.

15. “Teardrops on My Guitar”

“Teardrops on My Guitar” was Swift’s breakout pop crossover single, reaching No. 13 on the Hot 100 in 2008. It introduced her to a wider audience and became an early signature hit.

14. “Mine”

The lead single from Speak Now, “Mine,” a dynamic country breakup song, made a strong No. 3 debut on the Hot 100 in 2010, setting the stage for the album’s success.

13. “Look What You Made Me Do”

Taylor Swift - Look What You Made Me DoTaylor Swift – Look What You Made Me Do

The bold lead single from Reputation, “Look What You Made Me Do,” became her fifth No. 1 on the Hot 100 in 2017. It marked a dramatic stylistic shift and solidified her status as a chart-topping force.

12. “Style”

“Style,” a sleek and catchy track from 1989, gained momentum after Swift performed it at the Victoria’s Secret Fashion Show. It peaked at No. 6, becoming another signature pop hit.

11. “Wildest Dreams”

Taylor Swift - Wildest DreamsTaylor Swift – Wildest Dreams

“Wildest Dreams,” another collaboration with Max Martin and Shellback from 1989, reached No. 5 on the Hot 100 in 2015. Its dreamy and cinematic quality resonated with fans and solidified its place as a classic.

10. “I Don’t Wanna Live Forever (Fifty Shades Darker)” with Zayn

A collaboration with Zayn for the Fifty Shades Darker soundtrack, “I Don’t Wanna Live Forever” showcased a more mature and sensual side of Swift. This brooding duet rose to No. 2 on the Hot 100 in 2017.

9. “Bad Blood” feat. Kendrick Lamar

Fueled by a star-studded music video and a Kendrick Lamar feature, “Bad Blood” became a cultural phenomenon. This high-energy track hit No. 1 on the Hot 100 for a week in 2015, becoming an iconic girl-power anthem.

8. “We Are Never Ever Getting Back Together”

Swift’s first No. 1 on the Hot 100, “We Are Never Ever Getting Back Together,” was a critical and commercial triumph. This breakup anthem spent three weeks at the top in 2012, solidifying her crossover from country to pop.

7. “I Knew You Were Trouble.”

“I Knew You Were Trouble.” from Red is an anthemic and genre-bending track that debuted at No. 3 on the Hot 100 in 2012, eventually reaching No. 2. Its blend of pop, rock, and dubstep elements broadened her musical palette.

6. “Love Story”

Taylor Swift - Love StoryTaylor Swift – Love Story

The fairytale-themed lead single from Fearless, “Love Story,” is a melodic masterpiece that peaked at No. 4 on the Hot 100 in 2009. It became her signature song and established her as a global pop-country superstar.

5. “Blank Space”

“Blank Space” made history by making Swift the first woman to replace herself at No. 1 on the Hot 100, dethroning her own “Shake It Off.” “Blank Space” reigned for seven weeks in 2014-15, becoming one of her most iconic and beloved hits.

4. “You Belong With Me”

“You Belong With Me” is a massive crossover hit that dominated airwaves in 2009, peaking at No. 2 on the Hot 100. It also became the first country song to top the all-genre Radio Songs chart, demonstrating its widespread appeal.

3. “Anti-Hero”

“Anti-Hero,” the lead single from Midnights, debuted at No. 1 on the Hot 100 and stayed there for six weeks before being briefly interrupted by Mariah Carey’s Christmas classic. It later returned to the top for two more weeks, becoming a defining song of her career.

2. “Cruel Summer”

“Cruel Summer,” despite being released on Lover in 2019, didn’t get single treatment until years later. However, its delayed release didn’t hinder its success. In 2023, “Cruel Summer” finally reached No. 1 on the Hot 100, proving its timeless appeal and becoming one of her biggest hits.

1. “Shake It Off”

Taylor Swift - Shake It OffTaylor Swift – Shake It Off

Taylor Swift’s biggest charting single to date, “Shake It Off,” is a carefree and infectious anthem that debuted at No. 1 on the Hot 100 and spent four weeks at the top. Its nearly six-month stay in the top 10 alone cements its status as her most successful Hot 100 hit, marking a pivotal moment in her pop dominance.

Taylor Swift’s incredible chart journey is a testament to her songwriting talent, her ability to evolve musically, and her deep connection with fans. This list of her top 50 biggest Hot 100 hits is a celebration of her remarkable career and enduring impact on popular music.

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