Few artists have earned the chart hits, fan support and critical acclaim that Taylor Swift enjoys. Emerging as a country singer-songwriter on her 2006 self-titled debut before branching out into the worlds of pop music, indie folk and beyond, Swift has notched eight No. 1s on the Billboard Hot 100, inspired a dedicated legion of Swifties and won the Grammy for album of the year three times — for Fearless, 1989 and Folklore; She is just the fourth person, and the first woman, to win that prestigious Grammy three times.
In 2019, Swift was honored as Billboard‘s first ever Woman of the Decade at our 2019 Women In Music event, not just for her commercial success, but for her commitment to protecting creative rights, music education, literacy programs, cancer research, disaster relief and the Time’s Up initiative.
Here are the 40 biggest Taylor Swift songs, based on actual performance on the weekly Billboard Hot 100 (through the chart dated December 17, 2022).
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“Should’ve Said No”
Swift’s uptempo country jam, the final single off her 2006 self-titled debut, peaked at No. 33 on the Hot 100.
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“Everything Has Changed” ft. Ed Sheeran
The Red duet peaked at No. 32 on the Hot 100 after being released as a single in 2013.
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“Tim McGraw”
Image Credit: Courtesy Photo Swift’s Hot 100 debut — the country love song that started it all — reached No. 40 on the Hot 100. It also became her first of 21 top 10s to date on Hot Country Songs.
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“Bejeweled”
The dazzling Midnights track peaked at No. 6 on the Hot 100.
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“Eyes Open”
The second Hunger Games soundtrack single from Swift, “Eyes Open” peaked at No. 19 on the Hot 100 following its 2012 release.
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“Red”
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“Midnight Rain”
The regretful Midnights track peaked at No. 5 on the Hot 100 in November 2022.
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“Ours”
Swift’s plaintive, banjo-featuring single off Speak Now debuted and peaked at No. 13 on the Hot 100.
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“Lavender Haze”
The loved-up opening Midnights song peaked at No. 2 on the Hot 100.
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“Mean”
Image Credit: Courtesy Photo Swift clapped back at her critics (rumors suggest music industry analyst Bob Lefsetz as the specific target) with “Mean,” which debuted (and peaked) at No. 11 in 2010. The track won Swift a pair of Grammys at the 2012 ceremony: best country song and best country solo performance.
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Tim McGraw with Taylor Swift, “Highway Don’t Care”
Swift revisited her roots and, in the process, teamed with the title subject of her debut hit with this feature on McGraw’s 2013 album Two Lanes of Freedom. The collab drove to No. 22 on the Hot 100.
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“Fifteen”
This confessional 2009 song — which shouts out the singer’s original #squad member and best friend Abigail Anderson — evidently resonated with teens everywhere, peaking at No. 23.
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“22”
So “Fifteen” is No. 28 and “22” is No. 27. (Got that?) Another age-centric single, another hit, as the Swift/Max Martin collab “22” was the sixth Red single to hit the Hot 100’s top 20, peaking at No. 20.
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“…Ready for It?”
The song gave Swift a fab honor: when it debuted at its No. 4 Hot 100 peak in September 2017, it became Swift’s 72nd Hot 100 entry … one more than The Beatles’ career total.
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“Cardigan”
Image Credit: Courtesy Photo “Cardigan,” the lead single from Swift’s pandemic album Folklore, signaled a return to her singer-songwriter roots as she branched out into the indie and folk music realms. Co-written and produced by The National’s Aaron Dessner, “Cardigan” topped the Hot 100.
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“Lover”
The title track from Swift’s seventh studio album, released in 2019, found strong public reception after a performance on that year’s MTV Video Music Awards. As the album impacted the Billboard charts, the resulting activity pushed this composition to No. 10 on the Hot 100.
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“White Horse”
The Grammy Award-winning track (best country song, best female country vocal performance) galloped to a No. 13 peak on the Hot 100.
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“All Too Well (Taylor’s Version)”
When Taylor Swift rerecorded her 2012 LP Red in 2021 as Red (Taylor’s Version), she expanded “All Too Well” to its original 10-minute length. The new version topped the Hot 100 and became the longest song to hit No. 1 on that chart.
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“Today Was a Fairytale”
This ode to a dream date, fittingly off 2010’s Valentine’s Day soundtrack, debuted and peaked at No. 2 on the Hot 100.
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Boys Like Girls ft. Taylor Swift, “Two Is Better Than One”
Power-poppers Boys Like Girls brought in Swift for the assist on this 2009 single, which peaked at No. 18 on the Hot 100.
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“Willow”
Image Credit: Courtesy Photo “Willow,” the lead single from Taylor Swift’s ninth studio album Evermore, debuted at No. 1 on the Hot 100, continuing in the understated folk singer-songwriter vein of her previous album, Folklore.
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“Back to December”
Rumored to be about Swift’s short-lived relationship with Taylor Lautner, the ballad entered and crested at No. 6 on the Hot 100 in 2010.
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“Delicate”
The fourth Reputation single, a gentle, enveloping midtempo ballad, stood in stark contrast with its three immediate predecessors. The switch-up had welcome results, cruising to No. 12 on the Hot 100 while slowly but steadily rising to top the Pop Songs airplay chart.
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“Me!” ft. Brendon Urie
A 180-degree turn from the dark Reputation, “Me!” is a bouncy, celebratory track that finds Swift at her most saccharine sweet alongside Panic! at The Disco frontman Brendon Urie. The pair’s collab, the lead single from Swift’s 2019 album Lover, surged to No. 2 on the Hot 100.
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“You Need to Calm Down”
Image Credit: Courtesy Photo As Swift advocated for Democratic political causes in late 2018, the singer infused an overt political tone into her songs for the first time with this 2019 Lover cut. Its lyrics supported LGBTQ causes, feminism and self-empowerment, and secured a No. 2 Hot 100 hit for the singer’s resume. The video, with many LGBTQ stars making cameos, also ended a multi-year feud with Katy Perry, as the two reunite and embrace in the clip.
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“Our Song”
Swift’s third single, released in 2007, climbed to No. 16 on the Hot 100 and became her first of seven No. 1s to date on Hot Country Songs.
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“Teardrops on My Guitar”
Swift’s breakout pop crossover single peaked at No. 13 on the Hot 100 in 2008.
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“Mine”
The lead single off Speak Now — a rollicking country breakup song — made a No. 3 splash on the Hot 100 in 2010.
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“Anti-Hero”
The lead single off Midnights debuted atop the Hot 100, and remained there for six weeks until Mariah Carey’s seasonal classic, “All I Want Is You,” bumped it from the summit on the chart dated Dec. 17, 2022.
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“Look What You Made Me Do”
Image Credit: Courtesy Photo The lead single from Swift’s fifth No. 1 Billboard 200 album, Reputation, likewise became her fifth No. 1 song on the Hot 100, reaching the summit in September 2017.
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“Style”
We’re up to the top 10, where half the titles are from Swift’s pop opus 1989. Entering the chart after Swift performed the track at the 2014 Victoria’s Secret fashion show, the third single from the album peaked at No. 6.
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“Wildest Dreams”
Image Credit: Courtesy Photo The chemistry of Swift, Max Martin and Shellback remained infallible with “Wildest Dreams,” which peaked at No. 5 on the Hot 100 in November 2015.
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“I Don’t Wanna Live Forever (Fifty Shades Darker)” with Zayn
Swift released the brooding Zayn duet as her first post-1989 single. The Fifty Shades Darker song rose to No. 2 on the Hot 100 in March 2017.
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“Bad Blood” ft. Kendrick Lamar
Fueled by a #squad-flaunting video (and a highly anticipated appearance by Kendrick Lamar), Swift’s diss track hit No. 1 on the Hot 100 for one week following the clip’s debut at the 2015 Billboard Music Awards.
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“We Are Never Ever Getting Back Together”
Image Credit: Courtesy Photo Swift’s first Hot 100 No. 1, the critically-acclaimed single confirmed Swift’s crossover appeal, staying at the top for three weeks following its 2012 release.
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“I Knew You Were Trouble.”
The irresistible anthem from Red debuted at No. 3 on the Hot 100 in October 2012, eventually peaking at No. 2.
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“Love Story”
Image Credit: Courtesy Photo The melodic masterpiece, and fairytale-themed lead single off Fearless, peaked at No. 4 on the Hot 100 in 2009.
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“Blank Space”
Swift became the first woman to replace herself at No. 1 on the Hot 100, as the second single off 1989 dethroned “Shake It Off.” “Blank Space” spent seven weeks on top in 2014-15.
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“You Belong With Me”
The monster crossover hit 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 (after “Love Story” had reached No. 2) since its start in 1990.
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“Shake It Off”
Image Credit: Courtesy Photo Swift’s devil-may-care anthem found her unabashedly looking for pop dominance, and she found it: The single debuted at No. 1 on the Hot 100 and posted four weeks at the top. Plus, its nearly six-month stay in the top 10 alone plays a major role in its status as Swift’s biggest charting single in a career with a multitude of milestones.