Pick a Day

Fiona Apple is born in Manhattan to singer Diane McAfee and actor Brandon Maggart.More

Fiona Apple, 18, releases her debut album, Tidal, featuring "Shadowboxer" and "Criminal." It sells over 3 million copies in America.More

Organized by Sarah McLachlan, the all-female Lilith Fair tour kicks off with a show in The Gorge Amphitheatre in Washington State. The lineup includes Jewel, Suzanne Vega and Paula Cole, with Emmylou Harris, Sheryl Crow and Fiona Apple joining on subsequent stops.More

Accepting the award for Best New Artist, 19-year-old Fiona Apple rages against the machine, saying: "This world is bulls--t. And you shouldn't model your life about what you think we think is cool, what we're wearing, and what we're saying."More

Fiona Apple appears on the cover of Spin magazine under the headline, "She's Been a Bad, Bad Girl." Apple is peeved at the portrayal and writes a 90-word poem in response, which becomes the title over her next album, When The Pawn...

At the KROQ Christmas concert in Los Angeles, Jane's Addiction guitarist Dave Navarro uses his own blood to write an encouraging message to Fiona Apple on her dressing room wall: "Fiona, have fun. Love, DN" He insists it's not creepy. "Fiona courageously shares with the world what comes from the beauty and pain that flows from within her heart," Navarro explains. "I simply chose to thank her for her honesty by leaving her a little note that comes from the beauty and pain that flows from my heart... literally."

After spending nearly two years promoting her debut album, Tidal, a burned-out Fiona Apple cancels her spring tour. From this point forward, she limits her public appearances and takes lots of down time, sometimes going several years between albums.

Fiona Apple releases her second album. The title is 90 words long, so it is usually listed as When The Pawn....More

Members of the "Free Fiona" movement protest outside Sony headquarters in New York City, encouraging the label to release Fiona Apple's long-delayed third album, which shows up in October. As part of the campaign, members also mailed apple-related items (foam apples, pictures of apples) to Sony.

Fiona Apple releases her third album, Extraordinary Machine, her first since When The Pawn... in 1999. The album was finished and slated for release in 2003, but Apple had second thoughts and put it on hold. After a leaked version appeared on the Internet in 2005, she re-recorded the songs and finally released the album.More

Fiona Apple releases "Every Single Night," her first new song since 2005. The song is a visceral expression of her internal struggle, as she sings about how every single night is a fight with her brain.

Fiona Apple releases her fourth album, The Idler Wheel..., her first since Extraordinary Machine in 2005.More

Fiona Apple is arrested when her tour bus is stopped in the West Texas town of Sierra Blanca, the same place where Willie Nelson and Snoop Dogg were previously busted. Border patrol agents find four grams of hash on the bus, which Apple says is hers. She spends a night in jail before being released on bail.

Fiona Apple cancels the remaining dates on her Idler Wheel tour to care for her dying dog.More