Jane's Addiction was scheduled to begin recording its next album in mid-1989. Navarro later stated he had almost no recollection of working on the album due to his addiction to heroin. Ritual de lo Habitual was released in 1990. To support the album, the band embarked on a 13-month tour. Farrell recalled, "That thirteen-month tour behind Ritual was half the reason we wound up unable to stand one another. The other half is that I am an intolerable narcissist who can't get along with anyone."
Part of the tour included headlining the first [[Lollapalooza]] Festival, which travelled across North America in mid-1991. The festival, created by Perry Farrell and Marc Geiger, was to become a farewell tour for Jane's Addiction, but at the same time it was a music festival with bands such as [[Nine Inch Nails]], Siouxsie and the Banshees, The Butthole Surfers, Fishbone, The Rollins Band, The Violent Femmes, Body Count, and Ice T. During this time Jane's Addiction began to get more exposure than they had ever before. "Been Caught Stealing" and "Stop!" became smash hit singles and received solid amounts of air time on MTV. During the very first Lollapalooza show, Perry Farrell and Dave Navarro got into a fight onstage after the two had begun violently bumping each other mid-song. The band walked off stage, but came back to play an encore, but the fight continued and Navarro eventually threw his guitar up into the crowd. The band however, continued the tour and played about 25 more Lollapalooza shows.
In late 1991, Avery told Navarro that he planned on leaving the band. Navarro quickly agreed to doing the same thing. The two told management, who in turn tried to convince them to play in Japan, but Avery and Navarro only wanted to play as much was contractually obligated. Jane's Addiction played its last shows in Australia and Hawaii before disbanding.