| 1. | Marcia Wallace as Edna Krabappel (First appearance) |
| 2. | Sam McMurray as Worker Drone |
| 3. | Ron Taylor as Bleeding Gums Murphy |
| 4. | Albert Brooks as Cowboy Bob (Credited as A. Brooks) |
| 5. | Sam McMurray as Gulliver Dark |
| 6. | Kelsey Grammer as Sideshow Bob (First speaking appearance) |
| 7. | June Foray as Babysitter service woman |
| 8. | Penny Marshall as Ms. Botz |
| 9. | Paul Willson as the Florist |
| 10. | Harvey Fierstein as Karl |
| 11. | James Earl Jones as Mover, Serak the Preparer and the Narrator |
| 12. | Tony Bennett as Himself (First guest star to appear as himself) |
| 13. | Tom Poston as Capitol City Goofball |
| 14. | Daryl L. Coley as 'Bleeding Gums' Murphy |
| 15. | Ken Levine as Dan Horde |
| 16. | Greg Berg as Homeless Guys |
| 17. | Alex Rocco as Roger Meyers Jr. (First appearance) |
| 18. | Phil Hartman as Lionel Hutz (First appearance as Lionel Hutz) and the voice of Heaven |
| 19. | George Takei as Akira the Waiter |
| 20. | Joey Miyashima as Toshiro the Apprentice Chef |
| 21. | Sab Shimono as the Master Sushi Chef |
| 22. | Diane Tanaka as the Hostess |
| 23. | Larry King as Himself |
| 24. | Jon Lovitz as Artie Ziff (First appearance) |
| 25. | Phil Hartman as Troy McClure (First appearance as Troy McClure) |
| 26. | Danny DeVito as Herbert Powell |
| 27. | Tracey Ullman as Sylvia Winfield and Emily Winthropp |
| 28. | Frank Welker as Santa's Little Helper and Additional Dogs |
| 29. | Audrey Meadows as Bea Simmons |
| 30. | Phil Hartman as Lionel Hutz and Plato |
| 31. | Jon Lovitz as Professor Lombardo |
| 32. | Ringo Starr as Himself |
| 33. | Dustin Hoffman as Mr. Bergstrom (Credited as Sam Etic) |
| 34. | Cloris Leachman as Mrs. Glick |
| 35. | Daniel Stern as Narrator |
| 36. | Michael Jackson as Leon Kompowsky |
| 37. | Kipp Lennon as Leon Kompowsky when he sings |
| 38. | Joe Mantegna as Fat Tony and Himself |
| 39. | Neil Patrick Harris as Himself |
| 40. | Magic Johnson as Himself |
| 41. | Chick Hearn as The Announcer |
| 42. | Jon Lovitz as Aristotle Amadopolis |
| 43. | Jackie Mason as Rabbi Krustofski |
| 44. | Frank Welker as Princess |
| 45. | Aerosmith as Themselves |
| 46. | Phil Hartman as Horst and the Stockbroker |
| 47. | Sting as Himself |
| 48. | Wade Boggs as Himself |
| 49. | José Canseco as Himself |
| 50. | Roger Clemens as Himself |
| 51. | Ken Griffey, Jr. as Himself |
| 52. | Don Mattingly as Himself |
| 53. | Steve Sax as Himself |
| 54. | Mike Scioscia as Himself |
| 55. | Ozzie Smith as Himself |
| 56. | Darryl Strawberry as Himself |
| 57. | Terry Cashman sings "Talkin’ Softball" over end credits |
| 58. | Steve Allen as the "Electronically Altered Voice" of Bart |
| 59. | Beverly D'Angelo as Lurleen Lumpkin |
| 60. | Spinal Tap |
| 61. | Kimmy Robertson as Samantha Stanky |
| 62. | Joe Frazier as Himself |
| 63. | Jon Lovitz as Llewellyn Sinclair and his sister, the Daycare runner |
| 64. | Bob Hope as Himself |
| 65. | Lona Williams as Amber Dempsey |
| 66. | Tom Jones as Himself |
| 67. | Pamela Reed as Ruth Powers |
| 68. | Sara Gilbert as Laura Powers |
| 69. | Adam West as Himself |
| 70. | Linda Ronstadt as Herself |
| 71. | Elizabeth Taylor as Maggie Simpson |
| 72. | Leonard Nimoy as Himself |
| 73. | Michele Pillar uncredited, sings in the style/voice of Karen Carpenter |
| 74. | Michael Carrington as Sideshow Raheem |
| 75. | Dr. Joyce Brothers as Herself |
| 76. | Brooke Shields as Herself |
| 77. | Barry White as Himself |
| 78. | David Crosby as Himself |
| 79. | Barry White as Himself |
| 80. | Johnny Carson as Himself |
| 81. | Bette Midler as Herself |
| 82. | Luke Perry as Himself |
| 83. | Hugh Hefner as Himself |
| 84. | Red Hot Chili Peppers as Themselves |
| 85. | Anthony Kiedis as Himself |
| 86. | Flea as Himself |
| 87. | Arik Marshall as Himself |
| 88. | Chad Smith as Himself |
| 89. | Elizabeth Taylor as Herself |
| 90. | George Harrison as Himself |
| 91. | David Crosby as Himself |
| 92. | The Ramones as Themselves |
| 93. | Frank Welker as the Gremlin |
| 94. | Pamela Reed as Ruth Powers |
| 95. | George Fenneman as the Dragnet Narrator' |
| 96. | Albert Brooks as Brad Goodman and McGarnigle (Credited as A. Brooks) |
| 97. | James Brown as Himself |
| 98. | Ernest Borgnine as Himself |
| 99. | Michelle Pfeiffer as Mindy Simmons |
| 100. | Werner Klemperer as Colonel Klink |
| 101. | Robert Goulet as Himself |
| 102. | Gerry Cooney as Himself |
| 103. | Sam Neill as Molloy the Cat Burgler |
| 104. | Conan O'Brien as Himself |
| 105. | James Woods as Himself |
| 106. | Michael Carrington as Black comedian |
| 107. | Kathleen Turner as Stacy Lovell |
| 108. | James Taylor as Himself |
| 109. | Buzz Aldrin as Himself |
| 110. | Winona Ryder as Allison Taylor |
| 111. | Dr. Demento as Himself |
| 112. | Larry King as Himself |
| 113. | Henry Corden as Fred Flintstone |
| 114. | James Earl Jones as the voice of Maggie Simpson |
| 115. | Meryl Streep as Jessica Lovejoy |
| 116. | Dennis Franz as Himself (playing Homer Simpson) |
| 117. | Ted Danson as Sam Malone |
| 118. | Woody Harrelson as Woody Boyd |
| 119. | Rhea Perlman as Carla Tortelli |
| 120. | John Ratzenberger as Cliff Claven |
| 121. | George Wendt as Norm Peterson |
| 122. | Anne Bancroft as Dr. Zweig |
| 123. | Patrick Stewart as Number One |
| 124. | Dick Cavett as Himself |
| 125. | Johnny Unitas as Himself |
| 126. | Joe Mantegna as Fat Tony |
| 127. | Phil Hartman as Evan Conover |
| 128. | Mel Brooks as Himself |
| 129. | Susan Sarandon as the Ballet Teacher |
| 130. | Maurice LaMarche as George C. Scott |
| 131. | Phil Hartman as Charlton Heston in Ben-Hur |
| 132. | Mandy Patinkin as Hugh Parkfield |
| 133. | Tito Puente as Himself |
| 134. | Mickey Rooney as Himself |
| 135. | Joan Kenley as the Woman on the phone |
| 136. | Paul McCartney as Himself |
| 137. | Linda McCartney as Herself |
| 138. | Paul Anka as Himself |
| 139. | Joan Kenley as the Woman on the phone |
| 140. | Glenn Close as Grandma Mona Simpson |
| 141. | Harry Morgan as Bill Gannon |
| 142. | R. Lee Ermey as Colonel Leslie Hapablap |
| 143. | Glenn Close as Grandma Mona Simpson |
| 144. | Lawrence Tierney as Don Brodka |
| 145. | Tom Kite as Himself |
| 146. | Bob Newhart as Himself |
| 147. | Donald Sutherland as Hollis Hurlbut |
| 148. | Kirk Douglas as Chester J. Lampwick |
| 149. | Alex Rocco as Roger Meyers Jr. |
| 150. | Jack Sheldon as The Amendment |
| 151. | Suzanne Somers as Herself |
| 152. | Jeff Goldblum as MacArthur Parker |
| 153. | Jim Lau as Hong Kong Doctor |
| 154. | Joe Mantegna as Fat Tony |
| 155. | Peter Frampton as Himself |
| 156. | Smashing Pumpkins as Themselves |
| 157. | Cypress Hill as Themselves |
| 158. | Sonic Youth as Themselves, also play the Grunge Version of the End Credits |
| 159. | Christina Ricci as Erin |
| 160. | Phil Hartman as Bill Clinton |
| 161. | Albert Brooks as Hank Scorpio (Credited as A. Brooks) |
| 162. | Sally Stevens sings "Scorpio" over the End Credits |
| 163. | Paul Winfield as Lucious Sweet |
| 164. | Michael Buffer as Himself |
| 165. | Sally Stevens sings "people" over the End Credits |
| 166. | Rodney Dangerfield as Larry Burns |
| 167. | Johnny Cash as the Coyote |
| 168. | Leonard Nimoy as Himself |
| 169. | David Duchovny as Fox Mulder |
| 170. | Gillian Anderson as Dana Scully |
| 171. | Jack Lemmon as Frank Ormand |
| 172. | Joe Mantegna as Fat Tony |
| 173. | Alex Rocco as Roger Meyers Jr. |
| 174. | John Waters as John |
| 175. | David Hyde Pierce as Cecil Terwilliger & Man in the Crowd |
| 176. | Dave Thomas as Rex Banner |
| 177. | Joe Mantegna as Fat Tony |
| 178. | Marcia Wallace as Edna Krabappel |
| 179. | Frank Welker as Laddie |
| 180. | Bret “The Hitman” Hart as Himself |
| 181. | Gedde Watanabe as the Factory Foreman |
| 182. | Sab Shimono as a Factory Worker & Mr. Sparkle |
| 183. | Frank Welker as Executive Vice-President Dog |
| 184. | Gailard Sartain as Big Daddy |
| 185. | Tim Conway as Himself |
| 186. | Willem Dafoe as The Commandant |
| 187. | Michael Dees sings "New York, New York" |
| 188. | Joan Kenley as Woman on the phone |
| 189. | Martin Sheen as the "real Principal Seymour Skinner" |
| 190. | Fyvush Finkel as Himself (playing Krusty the Clown) |
| 191. | Joe Namath as Himself |
| 192. | Mike Judge as Hank Hill |
| 193. | Roy Firestone as Himself |
| 194. | Andrea Martin as Apu’s Mother |
| 195. | Stephen Jay Gould as Himself |
| 196. | Alex Trebek as Himself |
| 197. | Jim Varney as Cooter |
| 198. | James Earl Jones as the Narrator |
| 199. | Jack Ong as the Chinese Fisherman |
| 200. | Jay Leno as Himself |
| 201. | Bruce Baum as Himself |
| 202. | Janeane Garofalo as Herself |
| 203. | Bobcat Goldthwait as Himself |
| 204. | Steven Wright as Himself |
| 205. | Hank Williams, Jr. Sings "Canyonero!" |
| 206. | Helen Hunt as Renee |
| 207. | Rod Steiger as Captain Tenille |
| 208. | Bob Denver as Himself |
| 209. | Michael Carrington as Drill Sergeant |
| 210. | Paul Winfield as Lucious Sweet |
| 211. | Steve Martin as Ray Patterson |
| 212. | U2 as Themselves |
| 213. | Paul McGuinness as Himself |
| 214. | Susie Smith as Herself |
| 215. | Brendan Fraser as Brad |
| 216. | Steven Weber as Neil |
| 217. | Lisa Kudrow as Alex Whitney |
| 218. | William Daniels as K.I.T.T. |
| 219. | Robert Englund as Freddy Krueger |
| 220. | Ed McMahon as Himself |
| 221. | Jerry Springer as Himself |
| 222. | Regis Philbin as Himself (Real life video footage) |
| 223. | Kathie Lee Gifford as Herself (Real life video footage) |
| 224. | Alec Baldwin as Himself |
| 225. | Kim Basinger as Herself |
| 226. | Ron Howard as Himself |
| 227. | Brian Grazer as Himself |
| 228. | George Carlin as Seth |
| 229. | Martin Mull as Munchie |
| 230. | Yo La Tengo plays the "Psychedelic Hippie Version" of the end credits |
| 231. | Mark Hamill as Himself and Leavalle |
| 232. | Joe Mantegna as Fat Tony |
| 233. | Dick Tufeld as the Lost in Space Robot |
| 234. | The Moody Blues as Themselves |
| 235. | Cyndi Lauper as Herself |
| 236. | Fred Willard as Wally Kogen |
| 237. | Troy Aikman as Himself |
| 238. | Rosey Grier as Himself |
| 239. | John Madden as Himself |
| 240. | Dan Marino as Himself |
| 241. | Rupert Murdoch as Himself |
| 242. | Dolly Parton as Herself |
| 243. | Pat Summerall as Himself |
| 244. | Ed Begley, Jr. as Himself |
| 245. | Elton John as Himself |
| 246. | Isabella Rossellini as Astrid Weller |
| 247. | Jasper Johns as Himself |
| 248. | Jack LaLanne as Himself |
| 249. | NRBQ Sing "Can't Buy Me Love" |
| 250. | Michael McKean as Jerry Rude |
| 251. | Stephen Hawking as Himself |
| 252. | George Takei as Wink, the Japanese Game Show Host |
| 253. | Gedde Watanabe as Americatown Waiter, Japanese father and the Toilet |
| 254. | Keone Young as the Sumo Wrestler |
| 255. | Karen Marayuma as the Stewardess |
| 256. | Denice Kumagai as the Japanese Mother |
| 257. | Mel Gibson as Himself |
| 258. | Jack Burns as Edward Christian |
| 259. | Mark McGwire as Himself |
| 260. | Edward Asner as the Editor |
| 261. | Tom Arnold as Himself |
| 262. | Dick Clark as Himself |
| 263. | Lucy Lawless as Herself |
| 264. | Frank Welker as Werewolf Flanders |
| 265. | The B-52's sing “Glove Slap” over the end credits |
| 266. | Frank Welker as the Barnyard Animals |
| 267. | Ron Howard as Himself |
| 268. | Penn Jillette as Himself |
| 269. | Pat O'Brien as Himself |
| 270. | Nancy O'Dell as Herself |
| 271. | Teller as Himself |
| 272. | Garry Marshall as Larry Kidkill |
| 273. | Butch Patrick as Himself |
| 274. | John Goodman as Meathook |
| 275. | Henry Winkler as Ramrod |
| 276. | Jay North as Himself |
| 277. | NRBQ Sing several songs and do their own version of the End Credits in a live video |
| 278. | Tim Robbins as Jim Hope |
| 279. | Gary Coleman as Himself |
| 280. | Clarence Clemons as the Narrator |
| 281. | Joe Mantegna as Fat Tony |
| 282. | Elwood Edwards as the Virtual Doctor |
| 283. | Don Cheadle as Brother Faith |
| 284. | Joe Mantegna as Fat Tony |
| 285. | Britney Spears as Herself |
| 286. | Randy Bachman as Himself |
| 287. | C.F. Turner as Himself |
| 288. | Trevor Denman as the Track Announcer |
| 289. | Jim Cummings as Duncan (AKA Furious D) |
| 290. | Shawn Colvin as Rachel Jordan |
| 291. | Frank Welker as the Parrot |
| 292. | Betty White as Herself |
| 293. | Diedrich Bader as the Southern Sheriff |
| 294. | Kid Rock as Himself |
| 295. | Joe C. as Himself |
| 296. | Charlie Rose as Himself |
| 297. | Robert Evans as Himsel |
| 298. | Parker Posey as Becky |
| 299. | Marc Wilmore as Dr. Wilmore |
| 300. | Jim Forbes as the Narrator |
| 301. | Willie Nelson as Himself |
| 302. | Gary Coleman as Himself |
| 303. | The Who as Themselves |
| 304. | Drew Barrymore as Sophie |
| 305. | Stephen King as Himself |
| 306. | Amy Tan as Herself |
| 307. | John Updike as Himself |
| 308. | Joe Mantegna as Fat Tony |
| 309. | Jay Mohr as Christopher Walken |
| 310. | Joshua Jackson as Jesse Grass |
| 311. | Leeza Gibbons as Herself |
| 312. | Patrick McGoohan as Number 6 |
| 313. | Edward Norton as Devon Bradley |
| 314. | Michael Keaton as Jack Crowley |
| 315. | Charles Napier as the Warden |
| 316. | Robert Schimmel as a Convict |
| 317. | Bruce Vilanch as Himself |
| 318. | Tom Savini as Himself |
| 319. | Andre Agassi as Himself |
| 320. | Pete Sampras as Himself |
| 321. | Serena Williams as Herself |
| 322. | Venus Williams as Herself |
| 323. | Gary Coleman as Himself |
| 324. | NSYNC as Themselves |
| 325. | Stacy Keach as Howard K. Duff VIII (First appearance) |
| 326. | Kathy Griffin as Francine |
| 327. | Frank Welker as the African animals |
| 328. | Joe Mantegna as Fat Tony |
| 329. | Frankie Muniz as Thelonious |
| 330. | Shawn Colvin as Rachel Jordan |
| 331. | Frank Welker as Babe the Blue Ox/Pioneer Animals |
| 332. | Pierce Brosnan as the Ultrahouse 3000 and as himself |
| 333. | Matthew Perry as the Ultrahouse 3000's Matthew Perry voice |
| 334. | Jane Kaczmarek as Judge Constance Harm (First Appearance) |
| 335. | Jess Harnell as Various animal sounds |
| 336. | R.E.M. as Themselves |
| 337. | Julia Louis-Dreyfus as Gloria |
| 338. | George Takei as the Waiter |
| 339. | Paul Newman as Himself |
| 340. | Judith Owen as Herself |
| 341. | Joe Mantegna as Young Fat Tony |
| 342. | Richard Gere as Himself |
| 343. | Delroy Lindo as Gabriel “The Angel” |
| 344. | Jane Kaczmarek as Judge Constance Harm |
| 345. | Ben Stiller as Garth Motherloving |
| 346. | Reese Witherspoon as Greta Wolfcastle |
| 347. | Wolfgang Puck as Himself |
| 348. | Dennis Weaver as Buck McCoy |
| 349. | Frank Welker as the Vicious Dog |
| 350. | Olympia Dukakis as Zelda |
| 351. | Bill Saluga as Ray J. Johnson |
| 352. | Phish as Themselves |
| 353. | NRBQ Sings “You’ll Never Stop The Simpsons” Over the End Credits |
| 354. | Stan Lee as Himself |
| 355. | James Lipton as Himself |
| 356. | Robert Pinsky as Himself |
| 357. | Carmen Electra as Herself |
| 358. | Frances Sternhagen as Mrs. Bellamy |
| 359. | Joe Mantegna as Fat Tony |
| 360. | Mick Jagger as Himself |
| 361. | Keith Richards as Himself |
| 362. | Elvis Costello as Himself |
| 363. | Lenny Kravitz as Himself |
| 364. | Tom Petty as Himself |
| 365. | Brian Setzer as Himself |
| 366. | Tony Bennett as Himself |
| 367. | Adam West as Batman |
| 368. | Burt Ward as Robin |
| 369. | Baha Men as Themselves |
| 370. | David Lander as Himself |
| 371. | Larry Holmes as Himself |
| 372. | Little Richard as Himself |
| 373. | Marcia Wallace as Edna Krabappel |
| 374. | Elliot Gould as Himself |
| 375. | Pamela Reed as Ruth Powers |
| 376. | Lisa Leslie as Herself |
| 377. | Tony Hawk as Himself |
| 378. | Jane Kaczmarek as Judge Constance Harm |
| 379. | Blink 182 as Themselves |
| 380. | Marisa Tomei as Sarah Sloane |
| 381. | Helen Fielding as Herself |
| 382. | James L. Brooks as Himself (Credited as Jim Brooks) |
| 383. | Joe Mantegna as Fat Tony |
| 384. | Eric Idle as Declan Desmond |
| 385. | Joe Mantegna as Fat Tony |
| 386. | Scott Thompson as Grady |
| 387. | "Weird Al" Yankovic as Himself |
| 388. | Jonathan Taylor Thomas as Luke Stetson |
| 389. | Andy Serkis as Cleanie |
| 390. | David Byrne as Himself |
| 391. | Stacy Keach as Howard K. Duff VII |
| 392. | Jane Kaczmarek as Judge Constance Harm |
| 393. | Steve Buscemi as Himself |
| 394. | Jackson Browne as Himself |
| 395. | Joe Mantegna as Fat Tony |
| 396. | Jerry Lewis as Professor John Frink Sr. |
| 397. | Dudley Herschbach as Himself |
| 398. | Jennifer Garner as Herself |
| 399. | Oscar de la Hoya as Himself |
| 400. | Glenn Close as Grandma Mona Simpson |
| 401. | Michael Moore as Himself |
| 402. | Jane Leeves as Edwina |
| 403. | Tony Blair as Himself |
| 404. | Evan Marriott as Himself (Joe Millionaire) |
| 405. | Sir Ian McKellen as Himself |
| 406. | J.K. Rowling as Herself |
| 407. | Charles Napier as Grant the Hunter |
| 408. | Mr. T as Himself |
| 409. | Jackie Mason as Rabbi Hyman Krustofsky |
| 410. | Tom Clancy as Himself |
| 411. | Thomas Pynchon as Himself |
| 412. | Mary-Kate Olsen as Herself |
| 413. | Ashley Olsen as Herself |