- Ad for Gift Subscriptions (12)
- The Mad 20 Dumbest People, Events and Things of 2019 (introduction page) (13)
- 1. Boeing's Max Stupidity - "Repel model kit"
(Revell model kit parody) (written by Bob Merlotti / Ed Steckley art) (14-15)
- 2. Amazon HQ2 - "headquarters hunters"
(house hunters reality TV show parody) (written by Sheryl Zohn / Gideon Kendall art) (16)
- 3. Deplorable Migrant Detention Camps - "Dora and the Search for the Deported Parents"
(Dora and the Lost City of Gold movie poster satire)
(written by David DeGrand / Michael Gambriel art) (17)
- 4. Admitting to Admissions Fraud - "Crookstarter" (Kickstarter website parody)
(written by Ellis Rosen / Raven Juergensen art) (18)
- 5. Mitch McConnell's Bill Killing - "Inaction Comics - The Man of Stall"
(Action Comics - The Man of Steel comic book parody)
(written by Desmond Devlin / Kerry Callen art) (19)
- 6. Game of Thrones Forgets Coffee Cup, Story Arcs - "Game of Joe" - Can you spot
the Starbucks cup hidden above? (written by Amanda Stellberg / Laurie Greasley art) (20-21)
- 7. Selfie-Destruction - "Oh, the Places You'll Croak!" (22)
(parody of Dr. Seuss's book Oh, the Places You'll Go!) (written by Jesse Koester / Marc Palm art)
- 8. New U.S. Reps Get No Respect - "Scrutinized Squad"
(Suicide Squad movie poster satire) (written by Ian Boothby / Nathan Sims art) (23)
- 9. Lil Nas X Rattles the Country - "Taking the Old Town Road to the Bank"
(a K-Tel song collection) (written by Brockton McKinney / Dean MacAdam art) (24-25)
- 10. On-Demand Onslaught - "Stream"
(Scream movie poster parody) (written by Rob Kutner / Mark Fredrickson art) (26)
- 11. Amassed Shootings - "hitbit"
(fitbit parody) (written by Teresa Burns Parkhurst / Bern Mendoza art) (27)
- 12. Robert Mueller's "Big" Reveal - A MAD Centerfold
(written by Desmond Devlin and AJ DiCosimo / Hermann Mejia art) (28-29)
- 13. Kylie Jenner's "Self-Made" Status - "Maybe She's Born With It. Oh Wait. She Definitely Was." (Maybelline lipstick ad campaign satire) (written by Lila Ash / Mike Loew art) (30)
- 14. Perverted Justice - "The Pedo Files" (DVD collection done in the style of the The X-Files) (written by Desmond Devlin / Scott Anderson art) (31)
- 15. Anti-Vax Hotshots - "Madame Pus-sauds Anti-Vax Museum"
(written by Sarah Hutto / Tom Richmond art) (32-33)
- 16. Hanoi Summit Interruptus - "Call Off Duty: Noko No-No for the POS-45"
(Call of Duty for the PlayStation 4 (PS4) video game parody)
(written by Blaine Capatch / Bern Mendoza art) (34)
- 17. What "Sparked Joy" for millions of people this year? - Fold-In (Johnny Sampson) (35)
- 18. Jussie Gets Jumped - "Bandersmollet" (36-37)
(parody of Netflix's Black Mirror episode: Bandersnatch!) (written by Grant Reed / B.C. Bruce art)
- 19. Dems a Lot of Candidates! - "Democratic MADvent Calendar
(written by Amanda Stellberg / Tom Richmond art) (38-39)
- 20. A Mad "Ending" - "What Should Be Done With MAD?" - Dartboard
(written by Dick DeBartolo / Mark Fredrickson art) (40) 
- Spy vs Spy vs Spy - genie vs magic carpet (Peter Kuper) (part two of three) (41)
- Meanwhile... (written by Ian Boothby / Pia Guerra art) (42)
- Closer Encounters (Jon Adams) (43-44)
- Still Dumb After All These Years! (introduction page collage) (45)
- Spy vs Spy vs Spy - genie vs magic carpet (Peter Kuper) (part three of three) (56)
- reprinted Fold-In -- What crisis is putting a strain on our health care system this year? (Al Jaffee) (C3)
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