Bob Dylan Popular Song Rankings [2026]

SilvioBob Dylan57rank/position

bob dylan silvio

It’s a song released during a slump in Bob Dylan’s musical career.

It’s said to have been chosen as one of the “worst albums by great artists.” In Dylan’s concerts, female backup singers were often used, but apparently they were no longer used after this.

Simple Twist of FateBob Dylan58rank/position

Bob Dylan – Simple Twist of Fate (Official Audio)

A man and a woman who happen to meet in a harbor town at night share a love story that lasts only one evening.

This song, which paints that bittersweet yet beautiful scene, is a gem of a ballad from Bob Dylan’s masterpiece Blood on the Tracks.

Released in January 1975, it’s striking for its unique structure in which the perspective shifts from third person to first, gradually drawing the listener into the protagonist’s inner world.

The indescribable emptiness left behind the next morning after the woman departs quietly speaks to the cruelty of life’s small missed connections—what might be called a “twist of fate.” Its minimalist arrangement of just acoustic guitar and bass, paradoxically, creates an even deeper resonance.

Highly praised by critics—it was ranked 15th in Rolling Stone’s “100 Greatest Bob Dylan Songs”—this universal classic offers comfort to anyone who carries the memory of a broken heart.

Someday BabyBob Dylan59rank/position

iPod Ad : Bob Dylan – Someday Baby

This song was used in an iPod commercial.

The footage, shot using shadows in a kind of monochrome style, gives a different impression from the usual Bob Dylan.

The song features a classic Bob Dylan-style solo performance with guitar and vocals.

Song To WoodyBob Dylan60rank/position

Bob Dylan – Song To Woody

A track released in 1962 by American singer-songwriter Bob Dylan.

It is dedicated to Woody Guthrie, a folk music legend said to have had a major influence on Dylan.

A rock version was released by Silverstein.

Stay with MeBob Dylan61rank/position

Bob Dylan – Stay with Me (Official Audio)

This is a song released in February 2015 by the legendary American singer-songwriter Bob Dylan.

It’s a masterful performance in which Dylan, with his distinctive vocal timbre, offers a fresh interpretation of a standard associated with Frank Sinatra.

The track appears on the album “Shadows in the Night” and was recorded live at Capitol Studios in Los Angeles.

Its wistful melody, electric rhythm guitar, and pedal steel lines create a deeply affecting atmosphere.

The lyrics, which acknowledge personal weakness and express a desire for devotion to God, are likely to resonate with anyone feeling lost in life.

It was a popular number, performed as many as 68 times between October 2014 and April 2017.

Stuck Inside of Mobile with the Memphis Blues Again – Take 13Bob Dylan62rank/position

Bob Dylan – Stuck Inside of Mobile with the Memphis Blues Again – Take 13 (Official Audio)

This is a track from American legendary singer-songwriter Bob Dylan’s 1966 album Blonde on Blonde.

With a complex structure of nine verses, it depicts a variety of characters and situations.

The song shines with Dylan’s signature poetic expression, exploring themes of alienation in modern society and a longing for freedom.

It was performed as many as 748 times between 1976 and 2010, attesting to its strong popularity among fans.

Even those who haven’t yet delved into Dylan’s musical world might find this song a perfect gateway to immerse themselves in his allure.

Subterranean Homesick BluesBob Dylan63rank/position

Bob Dylan – Subterranean Homesick Blues (Alternate Official Video)

A groundbreaking work that made the legendary American singer-songwriter’s name known around the world! Released in March 1965 as the opening track of the album “Bringing It All Back Home,” which includes “Blowin’ in the Wind.” This piece marked his shift from folk to rock, expressing social criticism and the anxieties of youth over a fast, Chuck Berry–style rhythm.

Its Beatnik-flavored, witty wordplay and distinctive vocals are also captivating! As one of Dylan’s signature songs, it continues to capture the hearts of many to this day.