| 1. | Homer Jay Simpson (Dan Castellaneta), "Good Night", father |
| 2. | Marjorie "Marge" Simpson (née Bouvier) (Julie Kavner), "Good Night", mother |
| 3. | Bartholomew Jojo "Bart" Simpson (Nancy Cartwright), "Good Night", son |
| 4. | Lisa Marie Simpson (Yeardley Smith), "Good Night", daughter |
| 5. | Margaret "Maggie" Simpson (Elizabeth Taylor, Nancy Cartwright, James Earl Jones, Yeardley Smith, Harry Shearer), "Good Night", daughter |
| 6. | Abraham J. "Grampa" Simpson (Dan Castellaneta), The Tracey Ullman Show shorts, Homer's father |
| 7. | Mona J. Simpson (Glenn Close, Tress MacNeille, Maggie Roswell), "Oh Brother, Where Art Thou?", Homer's mother |
| 8. | Jacqueline Ingrid "Jackie" Bouvier (Julie Kavner), "Bart vs. Thanksgiving", Marge's mother |
| 9. | Clancy Bouvier (Harry Shearer), "The Way We Was", Marge's father, deceased |
| 10. | Patricia "Patty" Bouvier (Julie Kavner), "Simpsons Roasting on an Open Fire", Marge's sister, a twin to Selma |
| 11. | Selma Bouvier Terwilliger Hutz McClure Stu Simpson (Julie Kavner), "Simpsons Roasting on an Open Fire", Marge's sister, a twin to Patty |
| 12. | Jub-Jub, "Selma's Choice", iguana, owned by Selma, inherited from Aunt Gladys Bouvier. |
| 13. | Ling Bouvier, "Goo Goo Gai Pan", Selma's adopted daughter |
| 14. | Herbert "Herb" Powell (Danny DeVito), "Oh Brother, Where Art Thou?", Homer's half-brother |
| 15. | Gladys Bouvier (Julie Kavner), "Selma's Choice", Marge's aunt, deceased |
| 16. | Abbie Simpson (Dan Castellaneta), "The Regina Monologues", Homer's English half-sister |
| 17. | Amber (Tress MacNeille), "Viva Ned Flanders", Homer's Vegas ex-wife, deceased |
| 18. | Kang (Harry Shearer), "Treehouse of Horror IX", Maggie's alien father. |
| 19. | Hugo (Nancy Cartwright), "Treehouse of Horror VII" Bart's former Siamese twin. |
| 20. | Snowball I, "Simpsons Roasting on an Open Fire", deceased |
| 21. | Snowball II, "Simpsons Roasting on an Open Fire", deceased |
| 22. | Snowball III, "I, D'oh-Bot", deceased |
| 23. | Snowball IV/Coltrane, "I, D'oh-Bot", deceased |
| 24. | Snowball V, "I, D'oh-Bot" (Lisa renamed her Snowball II) |
| 25. | Santa's Little Helper (Frank Welker, Dan Castellaneta), "Simpsons Roasting on an Open Fire", greyhound rescued from the dog track |
| 26. | Laddie (Frank Welker), "The Canine Mutiny", rough collie briefly owned by Bart before becoming a police dog. |
| 27. | She's the Fastest, Always Comes in Second, I'm Number Three, "Two Dozen and One Greyhounds", greyhounds |
| 28. | Puppies Rover, Fido, Rex, Spot, Rover II, Fido II, Rex II, Cleo, Dave, Jay, Paul, Bradford, Dave II, Jay II, Paul II, Bradford II, Sleepy, Dopey, Grumpy, Donner, Blitzen, Grumpy II, King, Prince, and the dog formerly known as Prince, "Two Dozen and One Greyhounds", pure-bred greyhounds, offspring of Santa's Little Helper and She's The Fastest |
| 29. | Stampy, "Bart Gets an Elephant", elephant briefly owned by Bart, now living in an animal refuge |
| 30. | Princess, "Lisa's Pony", pony owned by Lisa, now belonging to stable-owner. |
| 31. | Duncan (Furious D), "Saddlesore Galactica", racehorse owned by Homer and Bart. |
| 32. | Mojo, "Girly Edition", helper monkey owned by Grampa, Homer and Professor Frink, returned to helper animal bureau |
| 33. | Pinchy, lobster, "Lisa Gets an "A"", owned by Homer, deceased |
| 34. | Chirpy Boy and Bart Jr., "Bart the Mother", two Bolivian tree lizards owned by Bart, now presumed killed by Chinese snakes and/or winter. |
| 35. | Strangles, "Stop Or My Dog Will Shoot", python, procured by Bart when Santa's Little Helper goes to Springfield’s Animal Police Academy, now adopted by Groundskeeper Willie. |
| 36. | Plopper, a pig, aka Harry Plopper or Spider-Pig, "The Simpsons Movie", owned by Homer |
| 37. | Nedward "Ned" Flanders (Harry Shearer), "Simpsons Roasting on an Open Fire", father, owner of the Leftorium |
| 38. | Maude Flanders (Maggie Roswell, Marcia Mitzman Gaven), "Dead Putting Society", mother, deceased |
| 39. | Rod Flanders (Nancy Cartwright, Pamela Hayden), "Call of the Simpsons", son |
| 40. | Todd Flanders (Nancy Cartwright), "Simpsons Roasting on an Open Fire", son |
| 41. | Unnamed, Ned's beatnik father (Harry Shearer), "Sweet Seymour Skinner's Baadasssss Song" and "Hurricane Neddy", seen only in flashbacks |
| 42. | Mona, Ned's beatnik mother, "Sweet Seymour Skinner's Baadasssss Song" and "Hurricane Neddy", seen only in flashbacks |
| 43. | Ginger Flanders (Tress MacNeille), "Viva Ned Flanders", Ned's Vegas wife |
| 44. | Grandma Flanders Seen in flashback on "Lisa's First Word" |
| 45. | Kirk Van Houten (Hank Azaria), "Bart's Friend Falls in Love", father of Milhouse, divorced from and reunited with Luann |
| 46. | Luann Van Houten (Maggie Roswell), "Homer Defined", mother of Milhouse, divorced from and reunited with Kirk |
| 47. | Milhouse Van Houten (Pamela Hayden), "Simpsons Roasting on an Open Fire", son, Bart's best friend |
| 48. | Sophie "Nana" Van Houten (Tress MacNeille), "Bart Sells His Soul", Kirk's mother and Milhouse's grandmother |
| 49. | Norbert Van Houten, "Little Orphan Millie", Danish uncle of Milhouse, adventurer with a hatred towards the Dutch family part of the Van Houtens |
| 50. | Apu Nahasapeemapetilon, Jr. (Hank Azaria), "The Telltale Head", father, owner of the Kwik-e-Mart store, husband of Manjula[10] |
| 51. | Manjula Nahasapeemapetilon (Tress MacNeille, Jan Hooks), "Much Apu About Nothing", mother, wife of Apu |
| 52. | Anoop, Uma, Nabendu, Poonam, Priya, Sandeep, Sashi and Gheet, "Eight Misbehavin'", the Nahasapeemapetilon's octuplets. |
| 53. | Sanjay Nahasapeemapetilon (Harry Shearer), "Homer vs. Lisa and the 8th Commandment", Apu's brother[10] |
| 54. | Mrs. Nahasapeemapetilon (Tress MacNeille, Andrea Martin), "Much Apu About Nothing", Apu and Sanjay's mother |
| 55. | Mr. Nahasapeemapetilon, "Much Apu About Nothing", Apu and Sanjay's father |
| 56. | Kavi Nahasapeemapetilon (Hank Azaria), "Kiss Kiss Bang Bangalore", Apu's cousin |
| 57. | Clancy Wiggum (Hank Azaria), "Homer's Odyssey", chief of police, father of Ralph |
| 58. | Sarah Wiggum (Pamela Hayden), "Duffless", mother of Ralph |
| 59. | Ralph Wiggum (Nancy Cartwright), "Moaning Lisa", son, occasional friend of Bart and Lisa |
| 60. | Dr. Julius Hibbert (Harry Shearer), "Bart the Daredevil", Simpson family doctor |
| 61. | Bernice Hibbert (Tress MacNeille), "Bart's Dog Gets An F", wife |
| 62. | Martin Prince, Sr. (Harry Shearer), "Bart the Genius", stock trader |
| 63. | Martha Prince, "Bart the Genius", mother of Martin |
| 64. | Martin Prince, Jr. (Russi Taylor), "Bart the Genius", son, occasional friend of Bart |
| 65. | Timothy "Tim" Lovejoy (Harry Shearer), "The Telltale Head", reverend of the First Church of Springfield |
| 66. | Helen Lovejoy (Maggie Roswell, Marcia Mitzman Gaven), "Life on the Fast Lane", wife, mother of Jessica |
| 67. | Jessica Lovejoy (Meryl Streep), "Bart's Girlfriend", daughter, currently in boarding school |
| 68. | Nelson Muntz (Nancy Cartwright), "Bart the General", bully, occasional friend of Bart, ex-boyfriend of Lisa |
| 69. | Tom Muntz (Phil Hartman), father, "Brother From the Same Planet", former kids soccer coach |
| 70. | Mrs. Muntz (Tress MacNeille), mother, former Hooters waitress and former actress from Hollywood |
| 71. | Cletus Delroy Spuckler, a/k/a Cletus Delroy, (Hank Azaria), "Bart Gets an Elephant", slack-jawed yokel |
| 72. | Brandine Spuckler (Tress MacNeille), "22 Short Films About Springfield", wife, sister of Cletus |
| 73. | Witney, Jitney, Dudley, Incest, Crystal Meth, International Harvester, and Birthday from "Yokel Chords", children of Brandine, two of whom are also children of Cletus. |
| 74. | DiaBetty (Tress MacNeille), "Sweets and Sour Marge", cousin, diabetic |
| 75. | Charles Montgomery "Monty" Burns (Harry Shearer), "Simpsons Roasting on an Open Fire", owner |
| 76. | Unnamed (Harry Shearer), an adoptive great-grandfather, "Last Exit to Springfield", owner of "atom mill" |
| 77. | Unnamed (Tress MacNeille)", "Homer the Smithers", Monty Burns' 122 year-old estranged mother |
| 78. | Lily Bancroft, "Burns, Baby Burns", one-time lover and mother of Larry Burns |
| 79. | Larry Burns (Rodney Dangerfield), "Burns, Baby Burns", illegitimate son |
| 80. | Waylon J. Smithers Jr. (Harry Shearer), "Homer's Odyssey", executive assistant |
| 81. | Waylon Smithers, Sr. (Harry Shearer), "The Blunder Years", father and professional predecessor, deceased |
| 82. | Lenny Leonard (Harry Shearer), "Life on the Fast Lane", Homer's co-worker in Sector 7-G |
| 83. | Jack Leonard jr, Lenny's father |
| 84. | Carl Carlson (Hank Azaria), "Homer's Night Out", Homer's co-worker and former supervisor in Sector 7-G |
| 85. | Charlie (Dan Castellaneta), "Life on the Fast Lane", Dangerous Emissions Supervisor, Homer's co-worker |
| 86. | Mindy Simmons (Michelle Pfeiffer), "The Last Temptation of Homer", former power plant employee |
| 87. | Frank Grimes (Hank Azaria), "Homer's Enemy", also known as Grimey, deceased |
| 88. | Frank Grimes Jr., "The Great Louse Detective", son |
| 89. | Karl (Harvey Fierstein), "Simpson and Delilah", former executive assistant of Homer |
| 90. | Zutroy (Dan Castellaneta), illegal immigrant, caught by Department of Labor agents |
| 91. | Tibor, foreign-born, Hungarian, general company scapegoat |
| 92. | Gummy Joe, "Last Exit to Springfield", owner of solitary tooth |
| 93. | Crusher, hired goon |
| 94. | LowBlow, hired goon |
| 95. | Jack Marley (Dan Castellaneta), "Marge Gets a Job", retired |
| 96. | Stuart, "The Last Temptation of Homer", a duck |
| 97. | Aristotle Amadopolis (Jon Lovitz), "Homer Defined", owner, Shelbyville Nuclear Power Plant |
| 98. | Blue Haired Lawyer (Dan Castellaneta), "Bart Gets Hit by a Car", head of Burns expensive team of lawyers, also occasionally appears as lawyer for other characters, such as Roger Myers Jr. |
| 99. | Seymour Skinner né Armen Tamzarian (Harry Shearer), "Simpsons Roasting on an Open Fire", principal, lives with the real Seymour's mother Agnes |
| 100. | Agnes Skinner (Tress MacNeille), "The Crepes of Wrath", Seymour's mother |
| 101. | Sheldon Skinner (Harry Shearer), "Raging Abe Simpson and His Grumbling Grandson in 'The Curse of the Flying Hellfish'", father, deceased |
| 102. | Myra, Principal Skinner's secretary |
| 103. | Superintendent Gary Chalmers (Hank Azaria), "Whacking Day", superintendent |
| 104. | Leopold (Dan Castellaneta), Chalmers' assistant |
| 105. | State Comptroller Atkins (Karl Wiedergott), "Lisa Gets an "A"", state administrator |
| 106. | Edna Krabappel (Marcia Wallace), "Bart the Genius", fourth grade teacher |
| 107. | Elizabeth Hoover (Maggie Roswell, Marcia Mitzman Gaven), "Brush with Greatness", second grade teacher |
| 108. | Dewey Largo (Harry Shearer), "Simpsons Roasting on an Open Fire", music teacher |
| 109. | Mrs. Pommelhorst (Tress MacNeille), "Moaning Lisa", gym teacher (later becomes Mr. Pommelhorst, the new shop teacher) |
| 110. | Mr. Bergstrom (Dustin Hoffman, credited as Sam Etic), "Lisa's Substitute", substitute teacher |
| 111. | Coach Krupt (Hank Azaria), "My Fair Laddy", gym teacher |
| 112. | Groundskeeper Willie (Dan Castellaneta), "Principal Charming", Scottish groundskeeper |
| 113. | Unnamed parents, "Monty Can't Buy Me Love", living in Scotland |
| 114. | Otto Mann (Harry Shearer), "Homer's Odyssey", bus driver |
| 115. | Lunchlady Doris (Doris Grau, Tress MacNeille), "Lisa's Pony", lunchlady & nurse (character retired due to death of voice actor) |
| 116. | Dr. J. Loren Pryor (Harry Shearer), "Bart the Genius", school psychiatrist. |
| 117. | Corky James "Jimbo" Jones (Pamela Hayden), "The Telltale Head", bully |
| 118. | Dolphin "Dolph" Starbeam (Tress MacNeille), "The Telltale Head", bully |
| 119. | Kearney Zzyzwicz (Nancy Cartwright), "The Telltale Head", bully, divorced father of one |
| 120. | Unnamed (Nancy Cartwright), son, "A Milhouse Divided" |
| 121. | Francine Rhenquist (Kathy Griffin), "Bye Bye Nerdie", bully, tormentor of Lisa |
| 122. | "Database" (nickname) (Nancy Cartwright), "Bart's Comet", nerd, member of "SuperFriends" |
| 123. | "Ham" (nickname) (Pamela Hayden), "Bart's Comet", nerd, member of "SuperFriends" |
| 124. | Wendell Borton (Pamela Hayden, Nancy Cartwright, Russi Taylor), "Homer's Odyssey", nervous and car-sick student |
| 125. | Lewis (Jo Ann Harris, Pamela Hayden, Nancy Cartwright, Russi Taylor), "Simpsons Roasting on an Open Fire", friend of Bart |
| 126. | Richard (Jo Ann Harris, Pamela Hayden), "Bart the Genius", friend of Bart. |
| 127. | Janey (Pamela Hayden), "Bart the General", best friend of Lisa. |
| 128. | Sherri and Terri (Russi Taylor), "Homer's Odyssey", purple-haired twins who enjoy taunting Bart. |
| 129. | Allison Taylor (Winona Ryder, Pamela Hayden), "Lisa's Rival", Lisa's fellow-overachieving classmate. |
| 130. | Alex Whitney (Lisa Kudrow), "Lard of the Dance", Lisa's super-hip classmate |
| 131. | Üter (Russi Taylor), German exchange student, was missing, now found. |
| 132. | Samantha Stankey (Kimmy Robertson), "Bart's Friend Falls in Love", Milhouse's first girlfriend, former student now attending an all-girls school. |
| 133. | Michael D'Amico, son of Fat Tony |
| 134. | Adil Hoxha (Tress MacNeille), "The Crepes of Wrath", Albanian exchange student who turns out to be an Albanian spy. |
| 135. | Molly (none), "Big Book of Bart Simpson", new on the school and Bart gets a crush on her. |
| 136. | "Diamond Joe" Quimby (Dan Castellaneta), "Bart Gets an F", mayor |
| 137. | Martha Quimby (Maggie Roswell), mayor's wife |
| 138. | Freddy Quimby (Dan Castellaneta), "The Boy Who Knew Too Much", mayor's nephew, troublemaking playboy |
| 139. | Lou (Hank Azaria), "There's No Disgrace Like Home", police sergeant |
| 140. | Eddie (Harry Shearer), "There's No Disgrace Like Home", police officer |
| 141. | Rex Banner (Dave Thomas), "Homer vs. the Eighteenth Amendment", briefly replaced Clancy Wiggum as police chief, presumed deceased |
| 142. | The Warden (Charles Napier), "Pokey Mom", Prison warden |
| 143. | Ray Patterson (Steve Martin), "Trash of the Titans", sanitation commissioner |
| 144. | Mary Bailey|Mary Bailey (Maggie Roswell, Tress MacNeille), "Two Cars in Every Garage and Three Eyes on Every Fish", state governor |
| 145. | Bob Arnold (Hank Azaria), "Mr. Lisa Goes to Washington", former Congressman, expelled for bribery and corruption |
| 146. | Judge Roy Snyder (Harry Shearer), "Krusty Gets Busted", veteran judge |
| 147. | Judge Constance Harm (Jane Kaczmarek), "The Parent Rap", newer judge |
| 148. | Russ Cargill (Albert Brooks), "The Simpsons Movie", head of the Environmental Protection Agency and main antagonist of the film |
| 149. | Snake Jailbird (Hank Azaria), "The War of the Simpsons", criminal |
| 150. | Jeremy Jailbird, Snake's son |
| 151. | Gloria (Julia Louis-Dreyfus), Snake's girlfriend |
| 152. | Robert "Sideshow Bob" Underdunk Terwilliger (Kelsey Grammer), "The Telltale Head", reformed attempted murderer |
| 153. | Francesca Terwilliger (Maria Grazia Cucinotta), "The Italian Bob", Sideshow Bob's wife |
| 154. | Gino Terwilliger, "The Italian Bob", Sideshow Bob's son |
| 155. | Cecil Terwilliger (David Hyde Pierce), "Brother from Another Series", Sideshow Bob's brother |
| 156. | Lucille Botzkowski or Ms. Botz, "Some Enchanted Evening", Babysitter Bandit |
| 157. | Molloy (Sam Neill), "Homer the Vigilante", the "Springfield Cat Burglar" |
| 158. | Hank Scorpio (Albert Brooks), "You Only Move Twice", charismatic supervillain and owner of Globex Corporation |
| 159. | Lyle Lanley (Phil Hartman), "Marge vs. the Monorail", conman |
| 160. | César and Ugolin ([[Harry Shearer and Dan Castellaneta), "The Crepes of Wrath", French winemakers |
| 161. | Don Vittorio Di Maggio or Don Vittorio Dimaggio (they are both two Italians surnames) (Hank Azaria), "Homie the Clown", godfather |
| 162. | Marion Anthony "Fat Tony" D'Amico (Joe Mantegna), "Bart the Murderer", mob boss |
| 163. | Joey (Phil Hartman), "Bart the Murderer", mob henchman |
| 164. | Legs (Hank Azaria), "Bart the Murderer", mob henchman |
| 165. | Louie (Dan Castellaneta), "Bart the Murderer", mob henchman |
| 166. | Johnny Tightlips (Hank Azaria), mob henchman |
| 167. | Frankie the Squealer (Dan Castellaneta), mob henchman/informant |
| 168. | Comic Book Guy né Jeff Albertson (Hank Azaria), "Three Men and a Comic Book", owner of the Android's Dungeon Comics & Baseball Card Shop |
| 169. | Rich Texan (Dan Castellaneta), "$pringfield", stereotypical rich, callous business owner. |
| 170. | Herman (Harry Shearer), "Bart the General", one-armed veteran, owner of Herman's Military Antiques |
| 171. | Jack Larson, president of Laramie Cigarettes |
| 172. | Akira (George Takei, Hank Azaria), "One Fish, Two Fish, Blowfish, Blue Fish", restaurateur and part-time martial-art teacher |
| 173. | Luigi Risotto (Hank Azaria), Italian American restaurateur |
| 174. | Captain Horatio McCallister or the Sea Captain (Hank Azaria), "New Kid on the Block", restaurateur and charter boat operator |
| 175. | Howard K. Duff VIII (Stacy Keach), "Hungry, Hungry Homer", owner of Duff Beer and the Springfield Isotopes |
| 176. | John (John Waters), "Homer's Phobia", owner of antiques and collectibles store in the Springfield Mall. |
| 177. | Ms. Sinclair (Jon Lovitz), A Streetcar Named Marge, owner of the Ayn Rand School for Tots nursery |
| 178. | Goose Gladwell, "Fat Man and Little Boy", eccentric Willy Wonkaesque clothing and novelty store entrepreneur |
| 179. | Frank Ormand (Jack Lemmon), "The Twisted World of Marge Simpson", pretzel franchise owner, deceased |
| 180. | Jake (Dan Castellaneta), "The Tracey Ullman Show shorts", barber, owner of Jake's Unisex Hair Palace |
| 181. | Cowboy Bob (Albert Brooks, Dan Castellaneta), "Call of the Simpsons", owner of Bob's RV Round-Up |
| 182. | Belle (Tress MacNeille), "Bart After Dark", burlesque house madam |
| 183. | Mr. Costington (Dan Castellaneta), "Trash of the Titans", Costington owner |
| 184. | Lionel Hutz (Phil Hartman), "Bart Gets Hit by a Car", lawyer and real estate agent (character retired due to death of Phil Hartman) |
| 185. | Gil Gunderson (Dan Castellaneta), "Realty Bites", incompetent lawyer and salesman |
| 186. | Squeaky Voiced Teen né Jeremy Peterson/Freedman (Dan Castellaneta), "Brush with Greatness", fills various positions at entry-level part-time jobs around Springfield, son of Lunchlady Doris. |
| 187. | Professor John Frink (Hank Azaria), "Old Money", scientist, inventor, entrepreneur, and former lecturer at the University of Springfield. |
| 188. | John Frink, Sr. (Jerry Lewis), "Treehouse of Horror XIV", swashbuckling scientist, zombie and serial murderer (non-canon). |
| 189. | Hans Moleman (Dan Castellaneta), "Principal Charming", elderly recurring character. |
| 190. | Don Brodka (Lawrence Tierney), "Marge Be Not Proud", Try & Save security guard |
| 191. | Duffman alias Barry Duffman alias Sid alias Larry (Hank Azaria), "The City of New York vs. Homer Simpson", product promoter. |
| 192. | Lindsey Naegle (Tress MacNeille), "The Itchy & Scratchy & Poochie Show", entrepreneur and executive. |
| 193. | Cookie Kwan (Tress MacNeille), "Realty Bites", successful realtor |
| 194. | Dave Shutton (Harry Shearer), "Two Cars in Every Garage and Three Eyes on Every Fish", Springfield Shopper reporter. |
| 195. | The Yes Guy (Dan Castellaneta), "Mayored to the Mob", restaurateur, waiter, salesclerk, and election-day poll worker. |
| 196. | Wiseguy (Hank Azaria), "The Way We Was", holder of numerous jobs around Springfield. Identified as "Raphael" by Sideshow Bob in "Day of the Jackanapes". |
| 197. | Hollis Hurlbut (Donald Sutherland), "Lisa the Iconoclast", curator of the Springfield Historical Society |
| 198. | Krusty the Clown né Herschel Schmoikel Pinkus Krustofski (Dan Castellaneta), The Tracey Ullman Show shorts, entertainer |
| 199. | Rabbi Hyman Krustofski (Jackie Mason), "Like Father, Like Clown", rabbi and Krusty's formerly estranged father |
| 200. | Sophie (Drew Barrymore), "Insane Clown Poppy", Krusty's illegitimate daughter |
| 201. | Sideshow Mel (Dan Castellaneta), "Itchy & Scratchy & Marge", Melvin Van Horne. Sidekick to Krusty the Clown. |
| 202. | Sideshow Raheem (Michael Carrington), "I Love Lisa", former "Sideshow". |
| 203. | Louis "Mr. Teeny" Toot, trained monkey |
| 204. | Itchy (Dan Castellaneta), The Tracey Ullman Show shorts, anthropomorphic blue mouse, main character on The Itchy and Scratchy Show |
| 205. | Scratchy (Harry Shearer), The Tracey Ullman Show shorts, anthropomorphic black cat, main character on The Itchy and Scratchy Show |
| 206. | Poochie (Dan Castellaneta), "The Itchy & Scratchy & Poochie Show", anthropomorphic beagle, temporary character on The Itchy and Scratchy Show, voiced by Homer |
| 207. | Roger Meyers, Jr. (Alex Rocco, Hank Azaria), "Itchy & Scratchy & Marge", chairman of Itchy and Scratchy International |
| 208. | Roger Meyers, Sr., "Itchy & Scratchy Land", founder of Itchy and Scratchy International |
| 209. | Chester J. Lampwick (Kirk Douglas), "The Day the Violence Died", creator of Itchy and cartoon violence |
| 210. | June Bellamy (Tress MacNeille), "The Itchy & Scratchy & Poochie Show", the voice of cartoon characters Itchy and Scratchy |
| 211. | Kent Brockman né Kenny Brockelstein (Harry Shearer), "Krusty Gets Busted", anchorman for KBBL-TV Channel 6 |
| 212. | Scott Christian (Dan Castellaneta), "Krusty Gets Busted", substitute anchor for Kent Brockman |
| 213. | Arnie Pye (Dan Castellaneta), "Arnie Pye in the Sky" Channel 6 traffic helicopter reporter. |
| 214. | Bumblebee Man (Hank Azaria), "Itchy and Scratchy: The Movie", Spanish language television host on KMEX-TV "Canal Ocho". |
| 215. | Gabbo and his handler Arthur (Hank Azaria), "Krusty Gets Kancelled", television puppet who was cancelled after insulting Springfield on air |
| 216. | Booberella (Tress MacNeille), "I'm Spelling as Fast as I Can", vampire character |
| 217. | Princess Kashmir (Maggie Roswell), "Homer's Night Out", regular on Springfield Squares |
| 218. | Godfrey Jones (Harry Shearer), host of an investigative show |
| 219. | Brad Goodman (Albert Brooks), "Bart's Inner Child", cable network self-help specialist |
| 220. | Troy McClure (Phil Hartman), "Homer vs. Lisa and the 8th Commandment", washed-up movie star (Character retired due to death of Phil Hartman) |
| 221. | MacArthur Parker (Jeff Goldblum), "A Fish Called Selma", McClure's agent |
| 222. | Rainier Luftwaffe Wolfcastle (Harry Shearer), "Bart the Genius", action movie star best known for his character McBain |
| 223. | Greta, Wolfcastle's daughter |
| 224. | Declan Desmond (Eric Idle), documentary filmmaker |
| 225. | Bill and Marty (Dan Castellaneta and Harry Shearer respectively), "Bart vs. Thanksgiving", radio team on KBBL-FM |
| 226. | Jerry Rude (Michael McKean), "Monty Can't Buy Me Love", shock jock and host of "Jerry Rude and the Bathroom Bunch" |
| 227. | Birchibald "Birch" T. Barlow (Harry Shearer), "Sideshow Bob Roberts", host of conservative call-in show on KBBL-AM |
| 228. | Bleeding Gums Murphy (Ron Taylor, Daryl L. Coley), "Moaning Lisa", jazz musician, possibly Dr. Hibbert's brother, deceased |
| 229. | Lurleen Lumpkin (Beverly D'Angelo, Doris Grau), "Colonel Homer", country western singer/songwriter, currently in rehab |
| 230. | Rachel Jordan (Shawn Colvin) and Kovenant, "Alone Again, Natura-Diddily", Christian rock band |
| 231. | The Larry Davis Experience, frequent live performers at local functions |
| 232. | Drederick Tatum (Hank Azaria), "Homer vs. Lisa and the 8th Commandment", professional heavy-weight boxer, convicted felon |
| 233. | Lucius Sweet (Paul Winfield), "The Homer They Fall", professional boxing promoter, Tatum's manager |
| 234. | Professional wrestlers Rasputin the Friendly Russian (formerly the Mad Russian), Dr. Hillbilly, the Iron Yuppie, Professor Werner von Brawn, Uncle Slam, Rumblelina, Osama bin Rotten, and "The Secretary of Hate" Colin KaPow |
| 235. | Captain Lance Murdock (Dan Castellaneta), "Bart the Daredevil", daredevil and stuntman |
| 236. | The Capital City Goofball (Tom Poston), "Dancin' Homer", baseball mascot and congressman |
| 237. | Jacques (Albert Brooks), "Life on the Fast Lane", professional bowler |
| 238. | Moe Szyslak (Hank Azaria), "Simpsons Roasting on an Open Fire", owner and proprietor |
| 239. | Barney Gumble (Dan Castellaneta), "Simpsons Roasting on an Open Fire", former boozehound |
| 240. | Sam, barfly |
| 241. | Larry, barfly |
| 242. | Dr Julius M. Hibbert (Harry Shearer), friend and doctor to the Simpsons |
| 243. | Dr. Nick Riviera (Hank Azaria), "Bart Gets Hit by a Car", incompetent doctor, deceased. |
| 244. | Dr. Wolfe, "Last Exit to Springfield", dentist |
| 245. | Dr. Marvin Monroe (Harry Shearer), "There's No Disgrace Like Home", psychiatrist, previously thought to be deceased but actually very ill |
| 246. | Dr. Velimirovic, "Pygmoelian", plastic surgeon |
| 247. | Dr. Foster (Hank Azaria), "Hurricane Neddy", psychiatrist |
| 248. | Dr. Stacey Swanson, (Meg Ryan), "Yokel Chords", psychiatrist. |
| 249. | Dr. Shapiro, "Sleeping with the Enemy", dentist. |
| 250. | Dr. Zweig (Anne Bancroft), "Fear of Flying", psychiatrist |
| 251. | Unnamed Veterinarian (Hank Azaria), "Dog of Death" |
| 252. | Disco Stu, (Hank Azaria), "Two Bad Neighbors", disco aficionado. |
| 253. | Jasper Beardley (Harry Shearer), "Homer's Odyssey", elderly resident of the Springfield Retirement Castle. |
| 254. | Kang and Kodos, (Harry Shearer, Dan Castellaneta), "Treehouse of Horror", aliens. |
| 255. | Billy (Maurice LaMarche), "The Wife Aquatic", First Mate of "The Rotting Pelican" |
| 256. | Blinky, "Homer's Odyssey", three-eyed fish. |
| 257. | Artie Ziff (Jon Lovitz, Dan Castellaneta), "The Way We Was", alum of Springfield High School, former software billionaire. |
| 258. | Baby Gerald aka 'The Baby With One Eyebrow', "Sweet Seymour Skinner's Baadasssss Song", Maggie's nemesis. |
| 259. | Benjamin, Doug and Gary (Harry Shearer, Hank Azaria, and Dan Castellaneta respectively), "Homer Goes to College", nerds. |
| 260. | Eleanor Abernathy or Crazy Cat Lady (Tress MacNeille), "Girly Edition", mentally ill resident of Springfield. |
| 261. | God (Harry Shearer), "Homer the Heretic", deity. |
| 262. | Jebediah Obadiah Zachariah Jedediah Springfield, a.k.a. Hans Sprungfeld (Harry Shearer), "The Telltale Head", Springfield's founder |
| 263. | Mrs. Glick (Cloris Leachman, Tress MacNeille), "Three Men and a Comic Book", elderly woman, lives on Evergreen Terrace. |
| 264. | Ms. Albright (Tress MacNeille), "The Telltale Head", Sunday school teacher. |
| 265. | Old Jewish Man or Crazy Old Man (Hank Azaria), "Krusty Gets Kancelled", resident of Springfield Retirement Castle. |
| 266. | Patches and Poor Violet (Pamela Hayden, Tress MacNeille), "Miracle on Evergreen Terrace", orphans |