The story behind Fly by The Chicks
Hello and welcome to VinylCast.
It is the summer of 1999. While the world nervously braces for the new millennium, a musical coup is taking place on the stages of the Lilith Fair tour. Amidst a lineup of alternative rock royalty, three women armed with banjos, mandolins, and defiant attitudes are proving that country music can be polished, pop-savvy, and deeply rebellious. This is the story of Fly, the sophomore major-label triumph by The Chicks, then known as the Dixie Chicks, released on August 31, 1999.
The album’s visual identity signaled a metamorphosis. Its striking cover art featured butterfly wings curated from nature photographer Kjell B. Sandved’s famous "Butterfly Alphabet," a perfect metaphor for a band shedding its cocoon to take full creative control. Following the massive impact of Wide Open Spaces, the trio refused to coast. They co-wrote five of the tracks, but their curation of outside material was equally ruthless. They famously threw out any demo that sounded—in their words—too "Chickish," rejecting songwriters who tried to caricature their sound rather than expand it.
Instead, they crafted songs that felt intensely personal. "Cowboy Take Me Away," written for fiddler Martie Maguire’s husband, wasn't just a love song; it was a sweeping ode to the freedom of a nomadic life. But Fly was also mischievous. The album gave us "Goodbye Earl," a twisted country anthem steeped in black comedy about best friends conspiring to kill an abusive husband. Despite the grim subject matter, the upbeat production turned it into a massive crossover success, landing at number 19 on the Billboard Hot 100. They even dipped into the catalog of a rising star named Keith Urban, covering his band The Ranch's "Some Days You Gotta Dance," with Urban himself playing on the track.
Producers Blake Chancey and Paul Worley returned to capture a sound that was traditional yet pristine. You can hear the room in the recording, anchored by the late, legendary session bassist Michael Rhodes and acoustic guitar virtuoso Bryan Sutton. Their intricate playing on tracks like "Sin Wagon" intertwines with Emily Strayer’s banjo and Maguire’s keening fiddle to create a sonic density rare in pop music.
The risk paid off. Fly debuted at number one on the all-genre Billboard 200 and was certified Diamond, shipping over ten million copies. It spawned eight radio singles and won the Grammy for Best Country Album. However, this success bred high-stakes tension. In 2001, the group sued their label, Sony, alleging systematic thievery regarding royalties from this very record. A dispute settled out of court, Fly remains a testament to three women who refused to compromise their vision.
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Production Personnel & Credits
Musicians, producers, engineers and design credited on this album.
Why this album ranks #41 in our Top 100
Fly sits at #41 in the VinylCast Top 100 best-selling US vinyl albums (1960–2010), and #20 within Rock. The ranking reconciles RIAA certified shipments with Luminate (Nielsen SoundScan) point-of-sale data, with manual reconciliation for catalog re-releases. See the full Top 100 with methodology.
Frequently asked questions
How was Fly by The Chicks made?
Listen to the full VinylCast episode above for the verified creation story of Fly by The Chicks, sourced from published recording-session accounts.


