| Artist | Title |
| Ozzy Osbourne | Crazy Train | |
| Shakin' Stevens | You Drive Me Crazy | |
| Fine Young Cannibals | She Drives Me Crazy | |
| Violent Femmes | Crazy | |
| KidneyThieves | Crazy | |
| J.J. Cale | Crazy Mama | |
| Rolling Stones | Crazy Mama | |
| Casey Donahew Band | Crazy | |
| Rehab | Crazy Girl | |
| Daryl Hall & John Oates | Crazy Eyes | |
| Me First And The Gimme Gimmes | Crazy | |
| New Found Glory | Crazy For You | |
| Big Bopper | Crazy Blues | |
| Hunter Hayes | I Want Crazy | |
| Adele | Crazy For You | |
| Robin Thicke | Still Madly Crazy | |
| Daniel Powter | Crazy All My Life | |
| Paul Simon | Still Crazy After All These Years | |
| Better Than Ezra | Crazy Lucky | |
| Brett Dennan | Make You Crazy | |
| Breakfast At Your Place | You Drive Me Crazy | |
| Sugarcoma | You Drive Me Crazy | |
| Richard Cheese | You Drive Me Crazy | |
| Greg Brown | You Drive Me Crazy | |
| Alanis Morrisette | Crazy | |
| Lou Reed | Crazy Feeling | |
| Van Morrison | Crazy Love | |
| Poco | Crazy Love | |
| Eli Young Band | Crazy Girl | |
| Toad The Wet Sprocket | Crazy Life | |
| Space Raiders | Beautiful Crazy | |
| Paul Davis | I Go Crazy | |
| Daughtry | Crazy | |
| Napoleon the XIV | There Coming To Take Me Away Ha Ha | |
Captain Rockit fills in with a show called "The Crazy Train Special", which featured 33 songs containing the word "CRAZY". Imagine that.