| # | Issue | Date | Content and debuts |
| 292. |
Mad #292 |
January 1990 |
- Funny to Shrink the Kids (Movie Satire)
- Buried With Children (TV Satire)
|
| 293. |
Mad #293 |
March 1990 |
- Lethal Wreckin' Too! (Movie Satire)
- The Mad Nasty File
- The Fabulous 1980's
|
| 294. |
Mad #294 |
April 1990 |
- Empty Mess (TV Satire)
- Dorky Housecall, M.D. (TV Satire)
|
| 295. |
Mad #295 |
June 1990 |
- Bleak For the Future Part II (Movie Satire)
- Mad Switcheroos
- Look Who's Squawking (Movie Satire)
|
| 296. |
Mad #296 |
July 1990 |
- The Mad debut of Tom Bunk.
- The Gore of the Roses (Movie Satire)
- Roach! (TV Satire)
|
| 297. |
Mad #297 |
September 1990 |
- America's Phoniest Home Videos Visits Fool House (TV Satire)
- Hunt For Last October (Movie Satire)
|
| 298. |
Mad #298 |
October 1990 |
- Grimlins PTU! The New Botch (Movie Satire)
- Early Warning Signs of Stupidity
- RoboCrap2 (Movie Satire)
- Teen-Rage Moolah Nitwit Turtles! (Movie Satire)
|
| 299. |
Mad #299 |
December 1990 |
- Behind the Scenes at "The Simpsons" Studio
- Totally Recalled (Movie Satire)
- Mad Reviews the 21st Century
|
| 300. |
Mad #300 |
January 1991 |
- Casabonkers (Movie Satire)
- Schtick Tracy (Movie Satire)
- Wizard of Odds (Movie Satire)
- Groan With the Wind (Movie Satire)
|
| 301. |
Mad #301 |
March 1991 |
|
| 302. |
Mad #302 |
April 1991 |
|
| 303. |
Mad #303 |
June 1991 |
- Stale Prince of Belch Air (TV Satire)
- Major Dud (TV Satire)
- Home A-Groan (Movie Satire)
|
| 304. |
Mad #304 |
July 1991 |
- The Oddfather Part III (Movie Satire)
- Unsolved Miseries (TV Satire)
- Deadwood Scissorham (Movie Satire)
|
| 305. |
Mad #305 |
September 1991 |
- Dunces With Wolves (Movie Satire)
- Father Jowly Miseries (TV Satire)
- The Violence of the Hams (Movie Satire)
|
| 306. |
Mad #306 |
October 1991 |
- Teen Rage Moolah Nitwit Turtles II (Movie Satire)
|
| 307. |
Mad #307 |
December 1991 |
- Familiar Matters (TV Satire)
- Hackdraft (Movie Satire)
- Throbbin Hood Prince of Heaves (Movie Satire)
|
| 308. |
Mad #308 |
January 1992 |
- Interminable Too Misjudgment Day (Movie Satire)
- Snorin' Exposure (TV Satire)
|
| 309. |
Mad #309 |
March 1992 |
- Beverly Hills 911 (TV Satire)
- Quandary Heap (TV Satire)
|
| 310. |
Mad #310 |
April 1992 |
- Love Corruption (TV Satire)
|
| 311. |
Mad #311 |
June 1992 |
- The Adnauseam Family (Movie Satire)
- Gnome Improvement (TV Satire)
|
| 312. |
Mad #312 |
July 1992 |
- Buggy (Movie Satire)
- Prince of Tirades (Movie Satire)
- Hook'em (Movie Satire)
|
| 313. |
Mad #313 |
September 1992 |
- The Ham That Robs the Cradle (Movie Satire)
- Evening Shame (TV Satire)
|
| 314. |
Mad #314 |
October 1992 |
- Buttman Returns (Movie Satire)
- Basically It Stinks (Movie Satire)
|
| 315. |
Mad #315 |
December 1992 |
- Lethal Wreckin' 3 (Movie Satire)
- American Radiators (TV Satire)
|
| 316. |
Mad #316 |
January 1993 |
- Sister Axed (Movie Satire)
- Patr*idiotic Games (Movie Satire)
|
| 317. |
Mad #317 |
March 1993 |
- Smellgross Place (TV Satire)
- Entertainment Too Light Visits In Livid Color (TV Satire)
- A League to Bemoan (Movie Satire)
|
| 318. |
Mad #318 |
April 1993 |
- Home A-Groan 2 (Movie Satire)
- Blah-sum (TV Satire)
|
| 319. |
Mad #319 |
June 1993 |
- Drek-ula (Movie Satire)
- Blunder Siege (Movie Satire)
|
| 320. |
Mad #320 |
July 1993 |
- A Few Goofy Men (Movie Satire)
- A-Lad-Dim & Beauty and the Beef (Movie Satires)
|
| 321. |
Mad #321 |
September 1993 |
- Star Blecch Deep Space Swine (TV Satire)
- Groundhog Deja Vu (Movie Satire)
|
| 322. |
Mad #322 |
October 1993 |
- Batsman: The Anemic Series (TV Satire)
- A Decent Disposal (Movie Satire)
|
| 323. |
Mad #323 |
December 1993 |
- Jurass-Has-Had-It Park (Movie Satire)
- Dive (Movie Satire)
|
| 324. |
Mad #324 |
January 1994 |
- Senseless in Seattle (Movie Satire)
- In Line to be Fired (Movie Satire)
|
| 325. |
Mad #325 |
February 1994 |
- The Stooge-itive (Movie Satire)
|
| 326. |
Mad #326 |
March/April 1994 |
|
| 327. |
Mad #327 |
May 1994 |
- Swinefilled (TV Satire)
- Mrs. Doubtful (Movie Satire)
- Ecch-Men (TV Satire)
|
| 328. |
Mad #328 |
June 1994 |
- Law & Disorder (TV Satire)
- Babewatch (TV Satire)
|
| 329. |
Mad #329 |
July/August 1994 |
- NYPD Boobs (TV Satire)
- Flakier (TV Satire)
|
| 330. |
Mad #330 |
September 1994 |
- Dr. Quack - Modern Woman (TV Satire)
|
| 331. |
Mad #331 |
October/November 1994 |
- Mavershtick (Movie Satire)
- The Flickstones (Movie Satire)
|
| 332. |
Mad #332 |
December 1994 |
- Not Quite Up to Speed (Movie Satire)
- The Lion's Kin (Movie Satire)
- Fairest Shlump (Movie Satire)
|
| 333. |
Mad #333 |
January/February 1995 |
- It's Clear the President is a Danger (Movie Satire)
- Untrue Spies (Movie Satire)
|
| 334. |
Mad #334 |
March/April 1995 |
- Frankenslime (Movie Satire)
- Quease Show (Movie Satire)
|
| 335. |
Mad #335 |
May 1995 |
- Intravenous With the Vampire (Movie Satire)
- Plot Friction (Movie Satire)
- Ecch-Files (TV Satire)
|
| 336. |
Mad #336 |
June 1995 |
- sickER (TV Satire)
- Lutus & Cluck (TV Satire)
|
| 337. |
Mad #337 |
July 1995 |
- Buttman Fershlugginer (Movie Satire)
- Jim Carrey Visits The Larry Sanders Show (TV Satire)
|
| 338. |
Mad #338 |
August 1995 |
- Judge Dreck (Movie Satire)
- Grace Uninspired (TV Satire)
|
| 339. |
Mad #339 |
September 1995 |
- Fiends (TV Satire)
- Star Blecch Voyeur (TV Satire)
|
| 340. |
Mad #340 |
October/November 1995 |
- Die Hard With No Variance (Movie Satire)
- Gasper (Movie Satire)
|
| 341. |
Mad #341 |
December 1995 |
- Appalling 13 (Movie Satire)
- Hokeyhontas (Movie Satire)
|
| 342. |
Mad #342 |
January/February 1996 |
- Too Bad About You (TV Satire)
- The Ninny (TV Satire)
|
| 343. |
Mad #343 |
March 1996 |
- sleepWalker, Texas Stranger (TV Satire)
|
| 344. |
Mad #344 |
April 1996 |
- The Alfie Awards: Mad Salutes the Movies
- The Malling of America
|
| 345. |
Mad #345 |
May 1996 |
- Carolwhine Sitting Pretty (TV Satire)
|
| 346. |
Mad #346 |
June 1996 |
- Smellen (TV Satire)
- Mr. Hollow's Old Puss (Movie Satire)
|
| 347. |
Mad #347 |
July 1996 |
- Broke 'N' Narrow (Movie Satire)
- Wishin' for the Impossible (Movie Satire)
|
| 348. |
Mad #348 |
August 1996 |
- The Nerdcage (Movie Satire)
|
| 349. |
Mad #349 |
September 1996 |
- Twit-sters (Movie Satire)
- Jerkules and Zima (TV Satire)
|
| 350. |
Mad #350 |
October 1996 |
- The Mad debut of Bill Wray.
- It's a Blunderful Life (Movie Satire)
- It's Depends Day (Movie Satire)
- Single Louts (TV Satire)
|
| 351. |
Mad #351 |
November 1996 |
- The Crock (Movie Satire)
- The Hunchback and Note the Dame (Movie Satire)
- Disgracer (Movie Satire)
|
| 352. |
Mad #352 |
December 1996 |
- Star Blecch Worst Contact (Movie Satire)
|
| 353. |
Mad #353 |
January 1997 |
- The Mad debut of Tony Barbieri.
- Marred Attack! (Movie Satire)
- Tortured By an Angel (TV Satire)
|
| 354. |
Mad #354 |
February 1997 |
|
| 355. |
Mad #355 |
March 1997 |
- Spit City (TV Satire)
- The Sinking Guy (TV Satire)
|
| 356. |
Mad #356 |
April 1997 |
|
| 357. |
Mad #357 |
May 1997 |
- The People vs. Larry Fylth (Movie Satire)
|
| 358. |
Mad #358 |
June 1997 |
- Mil-lemon-ium (TV Satire)
|
| 359. |
Mad #359 |
July 1997 |
- Buttman & Rubbin' (Movie Satire)
- Howeird Stern, Private Putz (Movie Satire)
|
| 360. |
Mad #360 |
August 1997 |
|
| 361. |
Mad #361 |
September 1997 |
- The Last Word on Jurass-Has-Had-It Park (Movie Satire)
|
| 362. |
Mad #362 |
October 1997 |
- Mad Goes on the Set of the Next "Jerky Chan" Movie (Movie Satire)
|
| 363. |
Mad #363 |
November 1997 |
- F*!@/OFF (Movie Satire)
- Corntact (Movie Satire)
|
| 364. |
Mad #364 |
December 1997 |
- Air Farce One (Movie Satire)
- The Droop Carey Show (TV Satire)
|
| 365. |
Mad #365 |
January 1998 |
- G.I. Shame (Movie Satire)
|
| 366. |
Mad #366 |
February 1998 |
- Bob Villa's Home Aghast (TV Satire)
|
| 367. |
Mad #367 |
March 1998 |
- Starless Troopers (Movie Satire)
- Busty the Vampire Spayer (TV Satire)
|
| 368. |
Mad #368 |
April 1998 |
- Alien Resuscitated (Movie Satire)
- Screech 2 (Movie Satire)
|
| 369. |
Mad #369 |
May 1998 |
|
| 370. |
Mad #370 |
June 1998 |
- Gotsilly (Movie Satire)
- Ally's Appeal (TV Satire)
|
| 371. |
Mad #371 |
July 1998 |
- Fans Remember Antonio Prohías (1921–1998)
- South Park Toys & Products
|
| 372. |
Mad #372 |
August 1998 |
- Just Spoof Me (TV Satire)
- Everybody Loathes Raymud (TV Satire)
|
| 373. |
Mad #373 |
September 1998 |
- Sleep Impact (Movie Satire)
|
| 374. |
Mad #374 |
October 1998 |
- The Truedumb Show (Movie Satire)
- The Ecch Files - Fight This Feature (Movie Satire)
|
| 375. |
Mad #375 |
November 1998 |
- AHM-A-GETTIN (the hell outta here!) (Movie Satire)
|
| 376. |
Mad #376 |
December 1998 |
- Hollow-Scream It's 2 Slow (Movie Satire)
|
| 377. |
Mad #377 |
January 1999 |
- Debut of the annual "Mad 20" feature
- Jab (TV Satire)
|
| 378. |
Mad #378 |
February 1999 |
- Pro Wrestling Haiku
- When Casino Gambling Comes to your City
|
| 379. |
Mad #379 |
March 1999 |
- Kharma & Dreg (TV Satire)
- Whattabore (Movie Satire)
|
| 380. |
Mad #380 |
April 1999 |
- Star Blecch Imperfection (Movie Satire)
- Flushmore (Movie Satire)
|
| 381. |
Mad #381 |
May 1999 |
- Scenes from the Antiques Freakshow (TV Satire)
- Sub-brainy The Teenage Wretch (TV Satire)
|
| 382. |
Mad #382 |
June 1999 |
- NYPD Re-Do (TV Satire)
- Playback
|
| 383. |
Mad #383 |
July 1999 |
|
| 384. |
Mad #384 |
August 1999 |
- Mild Mild Mess
- The Faketrix
|
| 385. |
Mad #385 |
September 1999 |
- Star Bores Epic Load I—The Fandumb Megamess
- Detroit Rock Sissies
|
| 386. |
Mad #386 |
October 1999 |
- Hokeycon (TV Satire)
- Tarzany
|
| 387. |
Mad #387 |
November 1999 |
- Big Bladder
- I'm Enterin' Pie
- The Bland Witch Project (or The Bland Witch Profits)
- Mouth Park: Piggish, Lamer and Uncouth (Movie Satire)
|
| 388. |
Mad #388 |
December 1999 |
- Moronica's Closet (TV Satire)
|
|