Ritual de lo Habitual followed in 1990 and was the band's commercial breakthrough, reaching the Top 20 and going gold. Farrell designed the traveling rock festival Lollapalooza as a farewell tour for Jane's Addiction. After the tour was completed at the end of the summer of 1991, the group split. Farrell would continue to be involved with the organization of the annual Lollapalooza festival for the next several years; he also formed Porno for Pyros with Perkins in 1992, releasing their debut record the following year. After a couple of quiet years -- which included forming Deconstruction, a band that didn't release any records until 1994, with Avery -- Navarro joined Red Hot Chili Peppers at the end of 1993.

By 1997, Perkins and Farrell had dissolved Porno for Pyros, while Navarro was about to resign from Red Hot Chili Peppers. After Navarro began playing with his two former bandmates again during Porno for Pyros' final tour, a Jane's Addiction reunion tour was announced for the fall of the same year. The only catch was that Chili Peppers bassist Flea replaced Avery (Avery refused to participate, as he concentrated on his new band, Polar Bear). To coincide with the short tour, the newly reunited Jane's Addiction issued the album Kettle Whistle, which compiled classic live performances and demos alongside a few newly recorded tracks. The album didn't fare well on the charts, but the reunion tour was a rousing success. It didn't lead to a permanent re-formation, however, as members went their separate ways once more after its completion. A planned film documentary of the reunion tour failed to materialize, as a best-of compilation that chronicled Farrell's work (with Jane's, Porno, and a few new solo tracks) was issued in 1999, titled Rev. His first solo full-length, Song Yet to Be Sung, saw the light of day in 2001. Navarro's debut solo effort, Trust No One, was issued a month earlier than Farrell's, as another Jane's Addiction reunion was announced the same year. Avery again refused to participate, with his spot being filled by former Porno for Pyros bassist Martyn Lenoble.

Several years later, Jane's Addiction readied themselves to do it again. In mid-2002, Farrell, Navarro, and Perkins headed back into the studio for their first album of new material in over a decade. Bass player Chris Chaney (Tommy Lee, Alanis Morissette) was added to the group and Bob Ezrin (Pink Floyd, Kiss, Aerosmith) signed on to produce the new record. Capitol prepped for the release of Strays in July 2003 while Farrell resurrected Lollapalooza after a six-year break.

Around 2004, Jane's Addiction announced they had broken up yet again and the members began work on several other music projects. Navarro, Perkins, Chaney, and vocalist Steve Isaacs formed the band the Panic Channel, and released the album (One) in 2006. Also in 2006, Navarro co-hosted the CBS reality music competition Rock Star: Supernova, in which contestants vied to become the lead singer for a supergroup featuring drummer Tommy Lee, bassist Jason Newsted, and guitarist Gilby Clarke. In early 2007, the Panic Channel and Supernova toured together. Meanwhile, Farrell and his wife Etty Lau Farrell, along with former Extreme guitarist Nuno Bettencourt, formed the band the Satellite Party and released the album Ultra Payloaded in 2007.

In 2008, Jane's Addiction reunited, this time featuring the original lineup including bassist Avery, who had not performed with the band since 1991. The band quickly re-recorded two tracks, "Whores" and "Chip Away" -- which had never officially been recorded in a studio -- and joined Trent Reznor and Nine Inch Nails on tour. The lavish box set A Cabinet of Curiosities appeared in 2009. In 2010, Avery announced he was leaving the band and was replaced by former Guns N' Roses bassist Duff McKagan. Originally added as a temporary member, McKagan ultimately signed on full-time and the band began working on new material. In May of 2010, the new-look Jane's Addiction with McKagan on bass premiered the song "Soulmate" during a Cinco de Mayo concert in Hollywood. McKagan left the group the following year, and was replaced by TV on the Radio multi-instrumentalist Dave Sitek, who also appeared on the band's fourth proper studio album, 2011's The Great Escape Artist.