1992
Main Stage: Red Hot Chili Peppers, Ministry, Ice Cube, Soundgarden, The Jesus and Mary Chain, Pearl Jam, Lush, Temple of the Dog.
Side Stage: Jim Rose Circus, Sharkbait, Archie Bell, Porno for Pyros, Basehead, Cypress Hill, House of Pain, Sweaty Nipples, Arson Garden, Seaweed, Seam, Boo-Yaa T.R.I.B.E., The Look People, Stone Temple Pilots, Vulgar Boatmen, Truly, Skrew, Tribe, The Authority, Samba Hell, Rage Against the Machine, Chris Cornell and Eddie Vedder.
[edit] 1993
Main Stage: Primus, Alice in Chains, Dinosaur Jr., Fishbone, Arrested Development, Front 242, Babes in Toyland, Rage Against the Machine
Side Stage: Tool, Sebadoh, Cell, Unrest, Mercury Rev, Mosquito, Free Kitten, Royal Trux, Tsunami, Mutabaruka, The Cocktails, Scrawl, Luscious Jackson, Genitorturers, Truly, Eggs, Girls Against Boys, Thurston Moore, Glue, Karl Hendrick's Trio, Hurl
[edit] 1994
Main Stage: The Smashing Pumpkins, Beastie Boys, George Clinton & the P.Funk All-Stars, The Breeders, A Tribe Called Quest, Nick Cave and the Bad Seeds, L7, Boredoms (first half of tour), Green Day (second half)
Side Stage: The Flaming Lips, The Verve, The Boo Radleys, The Frogs (first six dates only), Guided by Voices, Lambchop, Girls Against Boys, Rollerskate Skinny, Palace Songs, Stereolab, FU-Schnickens, The Pharcyde, Shudder To Think, Luscious Jackson, King Kong, Charlie Hunter Trio, Shonen Knife, Blast Off Country Style, Souls of Mischief, Cypress Hill, Black Crowes
Several of the artists, including Green Day and Cypress Hill, skipped at least one Lollapalooza tour date in order to appear at Woodstock '94 instead. Nirvana was scheduled to headline but officially pulled out on April 7, 1994, amid strong rumors that the band was on the verge of breaking up. Kurt Cobain was found dead in Seattle the following day.
[edit] 1995
Main Stage: Sonic Youth, Hole, Cypress Hill, Pavement, Sinéad O'Connor (first few shows; bowed out due to pregnancy), Elastica (replaced O'Connor, as did Moby for a few shows), Beck, The Jesus Lizard, The Mighty Mighty Bosstones
Side Stage: Coolio, Doo Rag, Possum Dixon, Poster Children, Yo La Tengo, Brainiac, The Cocktails, Geraldine Fibbers, The Dambuilders, Laika, The Pharcyde, Tuscadero, Built to Spill, Helium, Redman, St. Johnny, Dirty Three, Mike Watt, Versus, Hum, Blonde Redhead, The Roots, Blowhole, The Zeros, Pork Queen, Thomas Jefferson Slave Apartments, Sabalon Glitz, Psychotica, Patti Smith, Overpass, Moby, Superchunk, Beck (acoustic, generally)
[edit] 1996
Main Stage: Metallica, Soundgarden, The Ramones, Rancid, Shaolin monks, Screaming Trees, Psychotica
Main Stage on Selected Dates: Rage Against the Machine, Cocteau Twins, Waylon Jennings, Cheap Trick, Violent Femmes, The Tea Party, Wu Tang Clan, Steve Earle, Devo
Side Stage: Beth Hart Band, Girls Against Boys, Ben Folds Five, Ruby, Cornershop, You Am I, Soul Coughing, Sponge, The Melvins, Satchel, Jonny Polonsky, Fireside, Ass Dildo
Indie Stage: Chune, Moonshake, Lutefisk, Capsize 7, The Cows, Long Fin Killie, Thirty Ought Six, Varnaline, Crumb
[edit] 1997
Main Stage: Orbital, Devo, The Prodigy, The Orb, Tool, Snoop Doggy Dogg, Tricky, KoЯn, James, Julian and Damian Marley and the Uprising Band, Eels, Failure
Side Stage: Summercamp, Artificial Joy Club, Jeremy Toback, Radish, Old 97's, Inch, Porno for Pyros, The Pugs, Lost Boyz, Agnes Gooch, Demolition Dollrods, Skeleton Key, Molly McGuire, Orbit
[edit] 2003
Main Stage: Jane's Addiction, Audioslave, Incubus, Queens of the Stone Age (7/5-8/13), A Perfect Circle (8/15-8/23), Jurassic 5, The Donnas, The Distillers, Rooney
Side Stage: Steve-O, Burning Brides, Cave In, Kings of Leon, Hierosonic, 30 Seconds to Mars, The Music, Mooney Suzuki, Fingertight, MC Supernatural, Boysetsfire, Billy Talent, Campfire Girls, Mondo Generator
I liked 1992 the best. I went two days in a row.