| Hour 1 |
| Get Up! Go Insane! - Stretch & Vern |
| Alcohol is Free - Koza Mostra & Agathonas Iakovidis |
| Pocket Calculator - Kraftwerk |
| Middle-Aged Man in a Hot Tub - Chris Waffle Explosion, The |
| Skeevy Dude at the Motel Pool - Smashy Claw feat. Carrie Dahlby |
| Dumb Newsbreak w/ Wacky Ben |
| Nominees for the 2019 Logan Award for Most Outstanding Original Comedy Song |
| I Saw A White Lady Standing On The Street Just Sobbing (And I Think About It Once A Week) - Alexander Bello & Annaleigh Ashford |
| This is How Elvis Died - Dave Stagner |
| Spider Verses - Devo Spice feat. Creative Mind Frame (aka 1-UP), Insane Ian, Bonnie Gordon, TV's Kyle, LEX the Lexicon Artist & the great Luke Ski |
| Music, Music Everywhere! - Jake Gyllenhall, John Mulaney & The Sack Lunch Bunch |
| Millennials Are Killing - OK Glass |
| Slapsticks of Strange People - Slayers OSTs |
| Death Bed (Coffee For Your Head) - Powfu feat. Beabadoobee |
| Infravision - Scales & The Marshtones |
| Swarm, The - TV's Kyle |
| Don't Film This - Young Jeffrey |
| Karen Song (Stop Harassing Us), The - DJ Suede the Remix God feat. Christian Keyes |
| Kogoro Mori's Theme - Katsuo Ono |
| Hour 2 |
| Transfusion - Nervous Norvus |
| Fish Heads - Barnes & Barnes |
| Shaving Cream - Benny Bell |
| Another One Rides the Bus - "Weird Al" Yankovic |
| Overworld Theme - Bug Too! OST |
| Gumball Wizard - Brad Stanfield |
| Junk Food Junkie - Larry Groce |
| Dementia Revolution - great Luke Ski, The |
| Dead Puppies - Ogden Edsl |
| Bodine Brown (She's Fun to Be Around) - Purvis Pickett & The Punk-a-Billies |
| Eat It - "Weird Al" Yankovic |
| Versus Goofy - Masato Coda |
| Let's All Get Demented - Ivor Biggun |
| Ode to Dr. Demento - Boogerman (Jason Sachs) |
| Hey, Dr. Demento - Larry Tritel |
| Dr. Demento Funny Five - Boomer & Zoomer |
| Dear Dr. Demento - Nasal Davey |
| Cheerio Cherry Lips Cheerio - Scrappy Lambert as Gordon Wallace |
| Home Sweet Home - Roto Rooter Good Time Christmas Band, The |
| Hour 3 |
| Dr. D - Utensils, The |
| Dr. Demento - Rick Right & Raoul |
| Dementites Poem - Brad Hotchkiss |
| He Goes By the Name Demento - UFO Phil |
| Doctor and William, The - great Luke Ski, The |
| Eat at Joe's (Area 1) - Rayman OST |
| Pico & Sepulveda - Roto Rooter Good Time Christmas Band, The |
| Imperial Jock - SuLu & Whimsical Will |
| Listenin' to Dr. Demento - Uncle Lumpy & The Salmon Moose |
| Stay Demented - Harry "The Hipster" Gibson |
| Doctor of Dementia - Dr. Demento w/ Barnes & Barnes |
| Wacked-Out Five |
| Can't Touch My Face - Maria Tucker |
| Bang! - AJR |
| I Can Sufficiently Rock You Now - Power Salad |
| Existential Threat, The - Sparks |
| Pac-Man is Forty and So Should You - Worm Quartet |