| Issue | #5 |
| Published | [September] 1999 |
| Frequency | once a year |
| Cover Price | 3.50 USD; 4.50 CAD |
| Pages | 52 |
| Editing | Bill Morrison; Terry Delegeane (managing editor) |
| Notes | Sale date: September 1999. |
| Characters | Bart Simpson; Doug TenNapel; Jill Thompson; Scott Shaw!; Sergio Aragonés |
| Genre | humor |
| Pencils | Bill Morrison (signed) |
| Inks | Bill Morrison (signed) |
| Colors | Nathan Kane (signed) |
| Characters | Bart Simpson; Lisa Simpson; Ned Flanders |
| Synopsis | Lisa is bullied at school but gets super-powers to exact her vengeance. |
| Genre | humor |
| Script | Jill Thompson |
| Pencils | Oscar González Loyo |
| Inks | Steve Steere Jr. |
| Colors | Nathan Kane |
| Letters | Karen Bates |
| Characters | Bart Simpson; Homer Simpson; Lisa Simpson; Maggie Simpson; Marge Simpson; Ned Flanders; Sideshow Bob |
| Synopsis | Food offerings to the Xt'tapalatakettle stone idol are eaten by Homer, which creates a wave of walking dead creating havoc. |
| Genre | humor |
| Script | Sergio Aragonés (plot); Scott Shaw! (script) |
| Pencils | Sergio Aragonés |
| Inks | Sergio Aragonés |
| Colors | Nathan Kane |
| Letters | Chris Ungar; Karen Bates |
| Characters | Apu Nahasapeemapetilon; Homer Simpson |
| Synopsis | Apu is sent by a particle teleport to an alien world where he helps eliminate a dictator. |
| Genre | humor |
| Script | Doug TenNapel |
| Pencils | Doug TenNapel (signed) |
| Inks | Doug TenNapel (signed) |
| Colors | Nathan Kane |
| Letters | Chris Ungar |
| Script | Jill Thompson; Doug TenNapel; Sergio Aragonés |
| Letters | typeset |
| Notes | Thompson, TenNapel and Aragonés recollect past Halloweens. |
| Characters | Barney Gumble; Lisa Simpson |
| Genre | humor |
| Pencils | Mike Manley (signed) |
| Inks | Mike Manley (signed) |
| Letters | typeset |
| Notes | Outside back cover. |