Imagine standing on the edge of a cliff, wind rushing past as you stare at the open sky. The thrill, the fear, and the limitless possibility are exactly what great rock songs with the word “fly” capture—a leap into the unknown, carried by a melody that makes you feel weightless. These songs don’t just play on your speakers; they lift you off the ground, sending you soaring into realms of freedom, longing, and self-discovery.
Rush’s “Fly by Night” takes that first daring leap, an anthem of leaving the past behind to chase a brighter horizon. Lou Reed’s “Fly Into the Sun” dares to dive into existential exploration, as haunting as it is profound. The Steve Miller Band’s “Fly Like an Eagle” channels a soulful revolution, urging us to rise above life’s struggles. Tom Petty’s “Learning to Fly” blends heartfelt simplicity with the wisdom of life’s challenges, while REO Speedwagon’s “Time for Me to Fly” captures the bittersweet triumph of letting go.
The Kinks add a playful twist with “(Wish I Could Fly Like) Superman,” melding humor with yearning, while Lenny Kravitz’s “Fly Away” radiates effortless cool, a call to escape the mundane. Elton John’s “High Flying Bird” takes a poignant, poetic approach, contrasting love’s lightness with its inevitable losses. Diana Krall and Tony Bennett’s renditions of “Fly Me to the Moon” prove that the desire to soar knows no bounds of genre, infusing timeless elegance into the mix. Finally, John Miles’ “Highfly” soars on wings of ambition and introspection, a perfect closer to this high-flying playlist.
Together, these songs remind us that flying isn’t just about leaving the ground—it’s about embracing the freedom to dream, to move forward, and to rise above. Whether it’s with rock’s raw power, soulful grooves, or jazzy sophistication, these tracks take us places only music can reach.
# 10 – Fly By Night – Rush
Released in 1975, “Fly by Night” is the titular track of Rush’s second studio album, Fly by Night, and a definitive statement of the band’s evolving sound and lyrical depth. The song marked a turning point for Rush as it was the first album to feature Neil Peart, whose intricate drumming and poetic lyricism would become hallmarks of the band’s identity. Recorded at Toronto Sound Studios in late 1974 and produced by Terry Brown, “Fly by Night” captures the spirit of change and self-discovery, themes that permeate the album and much of Rush’s early work.
The song opens with an introspective reflection on leaving one’s past behind, a theme directly drawn from Peart’s own experiences. At the age of eighteen, he left his Canadian hometown for England, seeking a fresh start and a broader horizon. This personal journey is poignantly expressed in lines such as “It’s time I was king now, not just one more pawn,” showcasing Peart’s ability to weave profound narratives through simple yet evocative language. Geddy Lee’s high-pitched, dynamic vocals, enhanced through a Leslie speaker in the song’s middle eight, amplify the emotional resonance of Peart’s lyrics. Alex Lifeson’s crisp guitar work complements Lee’s melodic basslines, creating a synergy that would become a cornerstone of Rush’s signature sound.
Read More: Top 10 Rush Songs
Critically, “Fly by Night” was a milestone in solidifying Rush’s departure from the bluesy hard rock style of their debut album into a more progressive and lyrically driven direction. Its release as a single in April 1975, and subsequent international distribution in The Netherlands and Australia, demonstrated Rush’s growing global reach. While the song’s reception was modest in terms of chart performance, it became a fan favorite and a testament to the band’s willingness to explore new artistic avenues. Compared to other songs in this list, such as the bittersweet “Free Bird” by Lynyrd Skynyrd, “Fly by Night” offers a more introspective and personal take on the idea of escape and transformation, driven by individual will rather than loss or longing.
The lyrics emphasize the restless energy of change, with lines like “Start a new chapter, find what I’m after / It’s changing every day.” The song captures a universal yearning for self-reinvention, underscoring the cathartic power of embracing the unknown. Like “Learn to Fly” by Foo Fighters, which celebrates liberation through a more lighthearted and soaring approach, “Fly by Night” leans into the emotional weight of leaving behind the familiar. It reminds listeners that the courage to take flight, even when fraught with uncertainty, is often the first step toward fulfillment. With its thoughtful lyrics, dynamic instrumentation, and universal theme, “Fly by Night” remains a classic, embodying Rush’s enduring appeal and artistic depth.
Read More: Alex Lifeson of Rush: The ClassicRockHistory.com Interview
# 9 – Fly Into The Sun – Lou Reed
“Fly Into the Sun,” from Lou Reed’s 1984 album New Sensations, stands out as an introspective and evocative exploration of existential themes. Recorded in late 1983, the track features a lineup of accomplished musicians, including Lou Reed on lead and rhythm guitar, Fernando Saunders on bass and backing vocals, Fred Maher on drums, and Peter Wood on piano and synthesizers. Produced by Lou Reed and John Jansen, the album marked a commercial comeback for Reed, charting at No. 56 on the U.S. Billboard 200. While New Sensations leaned into a more optimistic sound compared to Reed’s earlier work, “Fly Into the Sun” retains his signature depth and poetic intensity.
The song is a poignant reflection on the end of worldly suffering, framed through Reed’s stark lyricism. The lines “I would not run from the holocaust / I would not run from the bomb” immediately ground the song in imagery of ultimate destruction, while also introducing a defiant acceptance of the inevitable. The track’s brooding atmosphere is enriched by Fernando Saunders’ evocative basslines and Peter Wood’s haunting synthesizer arrangements, creating a sonic landscape that balances melancholy and transcendence. Compared to “Fly by Night” by Rush, another song on this list, “Fly Into the Sun” delves into darker, more philosophical territory, contemplating the end of human existence with a sense of grim resolve rather than personal liberation.
Read More: 10 Best Covers of Lou Reed Songs
The lyrics convey an embrace of the unknown, as Reed sings, “I’d break up into a million pieces and fly into the sun.” This imagery suggests both destruction and transformation, capturing the duality of fear and wonder in facing the ultimate unknown. The song’s haunting refrain mirrors the introspective tone found in other tracks from this list, such as Rush’s “Fly by Night,” but while Rush’s anthem is about personal reinvention, Reed’s work leans heavily into themes of cosmic finality and existential closure. Musically, “Fly Into the Sun” is sparse yet effective, with Reed’s minimalist guitar work allowing the lyrics and mood to take center stage.
Read More: Top 10 Lou Reed Songs
# 8 – Highfly – John Miles
“Highfly” by John Miles is a dynamic and introspective track that served as one of the key highlights of his debut album, Rebel, released in 1976. Recorded at the legendary Abbey Road Studios in London during the latter months of 1975, the song was produced by Alan Parsons, a maestro in the studio who later gained fame with The Alan Parsons Project. Miles’ lineup on the track features his powerful lead vocals, deft keyboard work, and guitar playing, supported by Bob Marshall on bass and Barry Black on drums and percussion. The orchestral arrangements, skillfully crafted by Andrew Powell, add a lush and expansive layer to the song, complementing its rock foundations with a symphonic touch.
Lyrically, “Highfly” delves into themes of missed opportunities and self-reflection. The recurring line, “Highfly, touch the sky, whatcha gonna do now the well’s dry?” captures the protagonist’s grappling with the consequences of wasted potential and the inevitability of facing reality. The song’s reflective tone and evocative lyrics resonate with the existential musings found in other entries on this list, such as Lou Reed’s “Fly Into the Sun,” though Miles’ track takes a more grounded, cautionary perspective. While Reed’s song contemplates cosmic transformation, “Highfly” focuses on the personal struggle of confronting life’s limits and the need for accountability.
Musically, “Highfly” balances urgency with melodic sophistication. Its driving rhythm and melodic hooks reflect the optimistic energy of Miles’ early career while showcasing his signature blend of rock and orchestral influences. The track achieved considerable success, peaking at No. 17 on the UK Singles Chart and charting modestly in the United States and Canada. Compared to Rush’s “Fly by Night,” another track on this list, “Highfly” is more introspective in tone and less expansive in its musical exploration. Where Rush’s song is a bold anthem of renewal, Miles’ track serves as a poignant reflection on unfulfilled dreams, offering a counterpoint that enriches the theme of flight within the article.
Read More: Top 10 John Miles Songs
# 7 – High Flying Bird – Elton John
“High Flying Bird,” a deep cut from Elton John’s Don’t Shoot Me I’m Only the Piano Player album, released in 1973, showcases the artist’s lyrical and melodic depth during a peak period in his career. Written by Elton John and Bernie Taupin, the song exemplifies the duo’s ability to craft poignant narratives, blending introspection with lush instrumentation. Recorded at Château d’Hérouville in France, the track is a testament to the synergy of John’s band at the time, which included Davey Johnstone on guitars, Dee Murray on bass, and Nigel Olsson on drums. Gus Dudgeon’s meticulous production ensured the album’s cohesive sound, with Paul Buckmaster providing the subtle yet impactful string arrangements that enrich the track.
The song’s lyrics delve into themes of loss, miscommunication, and self-reflection. Lines like “My high-flying bird has flown from out my arms” and “She thought I was the archer, a weatherman of words” paint a picture of a relationship strained by differing perceptions. Taupin’s poetic imagery captures both the ethereal nature of the subject and the narrator’s anguish at her departure. Musically, “High Flying Bird” is anchored by John’s emotive piano work, while the band delivers a restrained yet evocative performance that underscores the melancholy narrative. The strings, subtly layered into the arrangement, heighten the song’s emotional impact without overpowering the delicate balance.
In comparison to other songs on this list, such as John Miles’ “Highfly,” Elton John’s “High Flying Bird” explores the concept of flight in a more metaphorical and introspective manner. While “Highfly” addresses missed opportunities and wasted potential, “High Flying Bird” focuses on the fragility of human connection and the pain of letting go. The recurring motif of flight serves as a symbol of freedom and loss in both tracks, offering a nuanced exploration of the highs and lows of life’s journey.
“High Flying Bird” stands as a hidden gem in Elton John’s extensive catalog, illustrating his and Taupin’s mastery of storytelling through music. Though it was not released as a single, the song remains a favorite among fans and a poignant reflection of John’s artistic evolution during this era. Its layered instrumentation, lyrical depth, and emotive delivery continue to resonate, securing its place as one of the standout tracks on Don’t Shoot Me I’m Only the Piano Player.
Read More: Why Elton John’s Don’t Shoot Me I’m Only the Piano Player Was One Of His Most Melodic LPs
# 6 – Fly Away – Lenny Kravitz
“Fly Away” by Lenny Kravitz stands as a defining anthem of 1998, encapsulating the desire for freedom and escape through its electrifying guitar riffs and memorable chorus. Released as the fourth single from Kravitz’s 5 album, the track was recorded at his home studio in Miami, Florida. Kravitz not only performed the lead vocals but also played guitar and bass, showcasing his multi-instrumental talent. The album was co-produced by Kravitz and Terry Manning, with Manning’s expertise adding polish to the song’s dynamic rock sound. Upon its release, “Fly Away” became a global sensation, earning Kravitz his first Grammy Award for Best Male Rock Performance in 1999.
Lyrically, the song captures the universal longing to break free from constraints and explore uncharted horizons. The opening lines, “I wish that I could fly / Into the sky / So very high / Just like a dragonfly,” set the tone for an aspirational journey, blending simplicity with poetic imagery. The refrain, “I want to get away, I want to fly away,” resonates with listeners, its repetition emphasizing the craving for liberation. Musically, the song is driven by a funky bassline and gritty guitar chords, with Kravitz’s soulful delivery infusing the track with passion. Its blend of rock, funk, and soul marked a sonic departure from the grunge-dominated era, offering something refreshingly unique.
In comparison to other songs on this list, “Fly Away” shares thematic similarities with Elton John’s “High Flying Bird” in its focus on freedom, though Kravitz’s take is more celebratory and energetic, contrasting with Elton John’s introspective tone. The rhythmic exuberance of “Fly Away” also contrasts with the more meditative quality of Rush’s “Fly by Night,” demonstrating the versatility of the ‘fly’ motif in rock music.
Charting at number 12 on the Billboard Hot 100 and achieving number one positions in the UK and Iceland, “Fly Away” cemented Kravitz’s status as an international star. The song’s inclusion in commercials and media amplified its reach, ensuring its enduring popularity.
Read More: Top 10 Lenny Kravitz Songs
Read More: Complete List Of Lenny Kravitz Albums And Discography
# 5 – Fly Me To The Moon – Diana Krall And Tony Bennet Versions
This is one of those songs that has been done so wonderfully as both a ballad and an up-tempo swing tune. Tony Bennett owns the ballad version of this song. If you ever wanted to define the virtuosity and brilliance of the voice of Tony Bennett, this is the song to play. As far as the Uptown swing version, we almost went with Frank Sinatra’s classic, but we thought we should bring it into a little bit of the modern era and who best to showcase a classic swing tune than Diana Krall.
“Fly Me to the Moon,” a timeless jazz standard originally penned by Bart Howard in 1954, has seen numerous renditions, yet the interpretations by Diana Krall and Tony Bennett stand out for their unique stylistic approaches. Diana Krall’s version appears on her Live in Paris album, recorded at the Olympia Theatre in Paris, France, in late 2001. Produced by Tommy LiPuma, this rendition features Krall’s signature sultry vocals and piano mastery, supported by John Clayton on bass, Jeff Hamilton on drums, and Anthony Wilson on guitar. In contrast, Tony Bennett’s original version of “Fly Me to the Moon” was included on his 1965 If I Ruled the World: Songs for the Jet Set album, produced by Ernie Altschuler and featuring arrangements by Don Costa. Bennett’s warm, expressive voice pairs beautifully with Costa’s lush orchestration, showcasing a more traditional approach to this jazz classic.
Krall’s rendition exudes an understated elegance, as her restrained yet emotive delivery conveys an intimate longing that resonates deeply with listeners. The minimalist arrangement allows her nuanced phrasing and expressive piano work to shine, transforming the song into a personal and introspective experience. Bennett’s take, on the other hand, leans into the grandeur of mid-century jazz, with sweeping strings and a confident vocal delivery that exudes optimism and sophistication. Both interpretations, though differing in tone, retain the essence of the song’s romantic and aspirational lyrics, such as “Fly me to the moon / Let me play among the stars,” which evoke a yearning for transcendence and connection.
Read More: Top 10 Diana Krall Songs
Tony Bennett’s rendition of “Fly Me to the Moon” on his MTV Unplugged special in 1994 was a pivotal moment in his career, helping him connect with a younger and broader audience. This performance appeared on the accompanying album, MTV Unplugged: Tony Bennett, which was released in June 1994 and produced by David Kahne. The album went on to win the Grammy Award for Album of the Year in 1995, marking a career renaissance for Bennett and introducing him to a new generation of listeners.
The MTV Unplugged version of “Fly Me to the Moon” featured Bennett’s impeccable vocal phrasing, effortlessly blending timeless sophistication with a contemporary intimacy that resonated with younger viewers. His stripped-down performance highlighted his enduring artistry and ability to reinterpret classic material with emotional depth. Accompanied by his longtime pianist Ralph Sharon, bassist Paul Langosch, and drummer Clayton Cameron, Bennett delivered a rendition that celebrated the simplicity and elegance of jazz standards, further underscoring the song’s universal appeal.
This version of “Fly Me to the Moon” not only rekindled interest in Bennett’s music but also aligned him with the resurgence of appreciation for the Great American Songbook during the 1990s. Compared to the more traditional version from his 1965 album If I Ruled the World: Songs for the Jet Set, the MTV Unplugged performance felt more intimate and immediate, capturing the spontaneity and warmth of a live setting. This stripped-back approach allowed Bennett to connect directly with the audience, demonstrating the timeless relevance of his music in a new cultural context.
Read More: Top 10 Tony Bennett Songs
# 4 – (Wish I Could Fly Like) Superman – The Kinks
Released in 1979 as part of Low Budget, “(Wish I Could Fly Like) Superman” finds The Kinks embracing the disco-inflected rock sounds of the late 1970s while maintaining their signature wit and social commentary. Written by Ray Davies and recorded at Konk Studios in London, the track showcases the band’s ability to evolve stylistically while maintaining their core identity. Ray Davies, who produced the track, cleverly balances satirical lyrics with a danceable groove, creating a song that is both fun and thought-provoking. With Dave Davies delivering memorable guitar riffs and a four-on-the-floor drum beat propelling the song, it became a standout on Low Budget, an album that marked The Kinks’ resurgence during this era.
Lyrically, “(Wish I Could Fly Like) Superman” is a mix of humor, social critique, and existential reflection. The protagonist’s lament about his physical inadequacies and overwhelming societal pressures is both relatable and biting. Lines like “Woke up this morning, what did I see? A big black cloud hanging over me” reflect the despair of an ordinary individual navigating a chaotic world. The recurring desire to “fly like Superman” captures the yearning for escape and empowerment, themes that resonate universally. This clever juxtaposition of fantasy and mundane struggles mirrors sentiments expressed in other songs on this list, such as Lenny Kravitz’s “Fly Away,” which also explores the longing for liberation, albeit in a more euphoric tone.
Musically, the disco-inspired rhythm, complete with a steady drumbeat and infectious groove, demonstrates The Kinks’ willingness to experiment with contemporary trends. Dave Davies’ dynamic guitar work adds a rock edge to the track, ensuring it remained grounded in The Kinks’ signature sound. The song achieved moderate success in North America, reflecting its appeal across audiences but also marking it as a bold stylistic departure. In comparison to Lou Reed’s “Fly Into the Sun,” which delves into existential themes with a haunting, introspective quality, “(Wish I Could Fly Like) Superman” takes a more playful yet equally incisive approach to societal discontent.
Read More: Dave Davies of The Kinks: The ClassicRockHistory.com Interview
Read More: Top 10 Kinks Songs
# 3 – Time for Me to Fly – REO Speedwagon
Released in 1978 as part of the album You Can Tune a Piano, but You Can’t Tuna Fish, “Time for Me to Fly” remains one of REO Speedwagon’s most enduring and heartfelt tracks. Written by lead singer Kevin Cronin over a span of ten years, the song encapsulates the complexities of ending a relationship with poignant honesty and emotional weight. Produced by John Boylan and recorded at Sound City Studios in Los Angeles, the track highlights REO Speedwagon’s skillful blend of rock and melodic balladry, with a sound that was both contemporary for the late 1970s and timeless in its appeal.
Lyrically, “Time for Me to Fly” is an introspective anthem of personal liberation. The lines, “I’ve had enough of the falseness of a worn-out relation / Enough of the jealousy and the intoleration,” capture the turmoil of an unfulfilling relationship, while the refrain, “It’s time for me to fly,” serves as a declaration of freedom and self-empowerment. Much like Lenny Kravitz’s “Fly Away,” which explores themes of escape and liberation, “Time for Me to Fly” taps into the universal desire to break free from constraints, whether emotional or circumstantial. However, while Kravitz’s track exudes a euphoric sense of adventure, REO Speedwagon’s offering is rooted in a bittersweet acknowledgment of personal growth through heartbreak.
Musically, the song is a showcase of the band’s acoustic and vocal prowess, with Cronin’s soaring vocals supported by rich harmonies and a gentle yet driving acoustic guitar riff. The instrumentation mirrors the lyrical themes of release and renewal, gradually building in intensity as the narrator’s resolve strengthens. The song reached number 56 on the Billboard Hot 100 upon its initial release but experienced a resurgence decades later, climbing to number 34 on the Digital Songs chart after being prominently featured in the Netflix series Ozark. This renewed interest underscores the track’s enduring resonance and its ability to connect with new generations of listeners.
Compared to other entries on this list, such as Lou Reed’s contemplative “Fly Into the Sun” or The Kinks’ satirical “(Wish I Could Fly Like) Superman,” “Time for Me to Fly” strikes a balance between vulnerability and empowerment. Its lyrical relatability and timeless melody ensure its place among the best songs with “fly” in the title, offering a deeply personal yet universally understood narrative of breaking free and moving forward.
Read More: Top 10 REO Speedwagon Songs
Read More: Complete List Of REO Speedwagon Albums And Discography
# 2 – Learning to Fly – Tom Petty and The Heartbreakers
Released in 1991 as the lead single from Into the Great Wide Open, “Learning to Fly” captures the quintessential spirit of Tom Petty and The Heartbreakers with its simplicity and poignant message. Written by Petty and Jeff Lynne, the song is built around four chords (F, C, A minor, and G) that create a steady, melodic foundation, mirroring the contemplative nature of the lyrics. The recording sessions took place in the spring of 1991, with Jeff Lynne not only co-writing the track but also producing it, bringing his signature layered production style to the band’s work. The song features Tom Petty on acoustic guitar and lead vocals, Mike Campbell on 12-string and electric guitars, Howie Epstein on backing vocals, Stan Lynch on drums, and Lynne contributing on synthesizer, bass guitar, and backing vocals.
Lyrically, “Learning to Fly” delves into the journey of self-discovery and resilience, with Petty’s voice delivering a reflective tone that resonates universally. Lines such as “I’m learning to fly, but I ain’t got wings / Coming down is the hardest thing” encapsulate the struggles of personal growth and the inevitable setbacks that accompany it. The metaphor of flying becomes a symbol of aspirations and challenges, blending hope and melancholy in equal measure. This thematic depth invites comparisons to Lou Reed’s “Fly Into the Sun,” another entry on this list that explores themes of existential exploration, albeit with a darker, more abstract lens.
Read More: Top 10 Tom Petty And The Heartbreakers Songs
Critically, “Learning to Fly” was hailed for its understated power, becoming one of the most memorable tracks in Petty’s catalog. It reached number 28 on the Billboard Hot 100 and dominated the Billboard Album Rock Tracks chart for six weeks, cementing its status as a standout from the Into the Great Wide Open album. The accompanying music video, featuring sweeping landscapes and introspective visuals, complements the song’s meditative quality. Unlike the disco-infused rhythms of The Kinks’ “(Wish I Could Fly Like) Superman” or the dynamic energy of Lenny Kravitz’s “Fly Away,” Petty’s track opts for a minimalist arrangement that underscores its lyrical introspection, offering a serene contrast within this list.
Read More: Complete List Of Tom Petty And The Heartbreakers Albums
# 1 – Fly Like An Eagle – Steve Miller Band
Released in 1976 as the title track for Fly Like an Eagle, this song by the Steve Miller Band encapsulates a seamless blend of blues, rock, and funk influences. Recorded at CBS Studios in San Francisco, the song was produced by Steve Miller himself and features his unique approach to sonic experimentation. The track includes Steve Miller on lead vocals and guitar, Lonnie Turner on bass, Gary Mallaber on drums, and Joachim Young on Hammond B3 organ, with Miller also playing the ARP Odyssey synthesizer. This lineup creates a lush and immersive soundscape, making the song a standout moment in the band’s career.
The lyrics of “Fly Like an Eagle” resonate with a timeless call for social change and liberation. Lines like “Feed the babies who don’t have enough to eat” and “House the people living in the street” reflect Miller’s poignant social commentary, urging action and awareness. The iconic refrain, “I want to fly like an eagle / To the sea,” symbolizes a yearning for freedom and transcendence, echoing themes also explored in songs like Tom Petty and The Heartbreakers’ “Learning to Fly.” However, where Petty’s track delves into personal growth and resilience, “Fly Like an Eagle” broadens its focus to societal challenges, creating a powerful anthem for hope and change.
The song achieved significant commercial success, reaching number two on the Billboard Hot 100 in 1977 and becoming one of the band’s most enduring hits. Its distinctive opening riff, adapted from Miller’s 1969 track “My Dark Hour,” immediately captures attention, while the funk-inspired rhythm pays homage to War’s “Slippin’ into Darkness.” This blend of styles and influences gave “Fly Like an Eagle” a unique edge, making it both radio-friendly and deeply meaningful. Compared to other entries on this list, such as REO Speedwagon’s “Time for Me to Fly,” which reflects on personal liberation, “Fly Like an Eagle” takes a broader, socially-conscious perspective, enriching its place in music history.
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Good topic and tunes, and especially love, and play regularly, the Top 5 on this list.
One additional song that has always stuck with me, for no definitive reason (perhaps the social culture of the time, the commentary within the song, or just as simple as it is well-written and performed) is the 1972 song “Superfly” from the LP of the same title, by the talented Curtis Mayfield.
The album has several other excellent cuts, including, but not limited to “Freddie’s Dead”, “Little Child Runnin’ Wild”, “Pusherman”, and of course the title song.