| Year | Title | Authors | Result | Ref. |
| 1990s |
| 1993 | "Two Cities" in Xenozoic Tales #12 (Kitchen Sink Press) | Mark Schultz | Winner | [2] |
| "The Artist's Life" in Eightball #9 (Fantagraphics) | Dan Clowes | Nominee | [2] |
| "Hippie Bitch Gets Laid" in Naughty Bits #6 (Fantagraphics) | Roberta Gregory |
| "The Nemesis of Neglect" chapter of "From Hell" in Taboo #6 (Spiderbaby Graphix/Tundra Publishing) | Alan Moore and Eddie Campbell |
| "Escape #2 The Dry Creek Bed" chapter of Through the Habitrails in Taboo #7 (Spiderbaby Graphix/Tundra Publishing) | Jeff Nicholson |
| "Frank in the River" in Tantalizing Stores Presents Frank in The River (Tundra Publishing) | Jim Woodring |
| 1994 | "The Amazing Colossal Homer" in Simpsons Comics #1 (Bongo Comics) | Steve Vance, Cindy Vance, and Bill Morrison | Winner | [3] |
| "Big Man" in Rubber Blanket #3 (Rubber Blanket Press) | David Mazzucchelli | Nominee | [3] |
| "I Strive for Realism" in Concrete Eclectica #2 (Dark Horse Comics) | Paul Chadwick |
| "The Origin of Dan Pussey" in Eightball #12 (Fantagraphics) | Dan Clowes |
| "Tainted Love" in Vertigo Jam (DC Comics/Vertigo Comics) | Garth Ennis and Steve Dillon |
| 1995 | "The Babe Wore Red" in Sin City: The Babe Wore Red and Other Stories (Dark Horse Comics/Legend Comics) | Frank Miller | Winner | [4] |
| "The Hannah Story" in Drawn & Quarterly Vol. 2 #2 (Drawn & Quarterly) | Carol Tyler | Nominee | [4] |
| "Laughter After Midnight" in The Batman Adventures Annual #1 (DC Comics) | Paul Dini and John Byrne |
| "The Lot" in Vertigo Rave (DC Comics/Vertigo Comics) | John Ney Rieber and Gary Amaro |
| "The Virgin" in Wild Life #1 (Fantagraphics) | Peter Kuper |
| "We Can Get Them For You Wholesale" in Negative Burn #11 (Caliber Press) | based on a story by Neil Gaiman, adapted by Joe Pruett and Ken Meyer Jr. |
| 1996 | "The Eltingville Comic-Book, Science-Fiction, Fantasy, Horror, and Role-Playing Club in Bring Me the Head of Boba Fett" in Instant Piano #3 (Dark Horse Comics) | Evan Dorkin | Winner | [5] |
| "Caricature" in Eightball #15 (Fantagraphics) | Dan Clowes | Nominee | [5] |
| "Horsing Around with History" in Uncle Scrooge Adventures #33 (Gladstone Publishing) | Carl Barks and William Van Horn |
| "Jimmy Corrigan" in BLAB! #8 (Kitchen Sink Press) | Chris Ware |
| "Klingon Battle Helmet" in Confessions of a Cereal Eater (NBM Publishing) | Rob Maisch and Scott Hampton |
| "Pink Frosting" in Optic Nerve #2 (Drawn & Quarterly) | Adrian Tomine |
| 1997 | "Heroes" in Batman Black and White #4 (DC Comics) | Archie Goodwin and Gary Gianni | Winner | [6] |
| "Gentlemanhog" in Frank #1 (Fantagraphics) | Jim Woodring | Nominee | [6] |
| "Joy Ride" in Joy Ride and Other Stories (Kitchen Sink Press) | Carol Lay |
| "The Nearness of You" in Wizard Presents Kurt Busiek's Astro City vol. 2 #1/2 (Homage Comics/Wizard Press) | Kurt Busiek |
| "Oracle — Year One: Born of Hope" in The Batman Chronicles #5 (DC Comics) | John Ostrander, Kim Yale, Brian Stelfreeze, and Karl Story |
| "Perpetual Mourning" in Batman Black and White #1 (DC Comics) | Ted McKeever |
| 1998 | "The Eltingville Comic-Book, Science-Fiction, Fantasy, Horror, and Role-Playing Club In: The Marathon Men" in Dork! #4 (Slave Labor Graphics) | Evan Dorkin | Winner | [7] |
| "A Matter of Some Gravity" in Walt Disney's Comics and Stories #610 (Gladstone Publishing) | Don Rosa | Nominee | [7] |
| "The New European" in Vampirella/Dracula: The Centennial (Harris Publications) | Alan Moore, Gary Frank, and Cam Smith |
| "Penny Century" in Penny Century #1 (Fantagraphics) | Jaime Hernandez |
| "The Willow Warriors" in Weird War Tales #1 (DC Comics) | Ian Edginton and Eric Shanower |
| "Wrong Turn" in Sin City: Sex & Violence (Dark Horse Comics) | Frank Miller |
| 1999 | "Devil's Advocate" in Grendel: Black, White, and Red #1 (Dark Horse Comics) | Matt Wagner and Tim Sale | Winner | [8] |
| "Electric China Death" in Gangland #4 (DC Comics/Vertigo Comics) | Richard Bruning and Mark Chiarello | Nominee | [8] |
| "The Illustrative Man" in Treehouse of Horror #4 (Bongo Comics) | Batton Lash, Julius Priete and Tim Bavington |
| "Invincible Man and Nifty Boy" in Flaming Carrot's Greatest Hits vol. 3 (Dark Horse Comics) | Bob Burden |
| "Whhyyyyyy? (Oh God Why?)" in The 3 Geeks #4 (3 Finger Prints) | Rich Koslowski |
| 2000s |
| 2000 | "Letitia Lerner, Superman's Babysitter" in Elseworlds 80-Page Giant (DC Comics) | Kyle Baker and Elizabeth Glass | Winner | [9] |
| "Bye-Bye, Muffy" in Naughty Bits #28 (Fantagraphics) | Roberta Gregory | Nominee | [9] |
| "Cluttered Like My Head" in Dork! #7 (Slave Labor Graphics) | Evan Dorkin |
| "How Things Work Out (Greyshirt)" in Tomorrow Stories #2 (America's Best Comics) | Alan Moore and Rick Veitch |
| "Margolis" in Jetlag (Actus Tragicus) | Etgar Keret and Yirmi Pinkus |
| "Orange Glow" in Dark Horse Presents Annual 1999 (Dark Horse Comics) | Paul Chadwick |
| "The Unbearableness of Being Light (Jack B. Quick)" in Tomorrow Stories #2 (America's Best Comics) | Alan Moore and Kevin Nowlan |
| 2001 | "The Gorilla Suit" in Streetwise (TwoMorrows Publishing) | Sergio Aragonés | Winner | [10] |
| "The Fisherman and the Sea Princess" in Little Lit (HarperCollins) | David Mazzucchelli | Nominee | [10] |
| "Monsieur Jean" in Drawn & Quarterly vol. 3 (Drawn & Quarterly) | Philippe Dupuy and Charles Berberian |
| "A Prayer to the Sun" in Weird War Tales Special (Vertigo Comics/DC Comics) | Edvin Biuković and Darko Macan |
| "Prince Rooster" in Little Lit (HarperCollins) | Art Spiegelman |
| 2002 | "The Eltingville Club in 'The Intervention'" in Dork! #9 (Slave Labor Graphics) | Evan Dorkin | Winner | [11] |
| "The Adventures of Hergé" in Drawn & Quarterly vol. 4 (Drawn & Quarterly) | Jose-Louis Bocquet, Jean-Luc Fromental, and Stanislas Barthélémy | Nominee | [11] |
| "His Story" in Bento #1 and Pictures That Tick (Hourglass Studios/Allen Spiegel Fine Arts) | Dave McKean |
| "Me and Edith Head" in Cicada vol. 4 no. 1 (Carus Publishing) | Sara Ryan and Steve Lieber |
| "Oh To Celebrate" in Drawn & Quarterly vol. 4 (Drawn & Quarterly) | Miriam Katin |
| "The Willful Death of a Stereotype" in Expo 2001 (The Expo) | Chris Staros and Bo Hampton |
| 2003 | "The Magician and the Snake" in Dark Horse Maverick: Happy Endings (Dark Horse Comics) | Katie Mignola and Mike Mignola | Winner | [12] |
| "Between Two Worlds: The Strange and Sad Story of Erich Wolfgang Korngold" in The Comics Journal Summer Special 2002 (Fantagraphics) | P. Craig Russell | Nominee | [12] |
| "Green Tea" in Orchid (Sparkplug Comics) | Sheridan Le Fanu, adapted by Kevin Huizenga |
| "Untitled (first story in book)" in Sshhhh! (Fantagraphics) | Jason |
| "Telekinetic" in Bipolar #3 (Alternative Comics) | Tomer Hanuka |
| 2004 | "Death" in The Sandman: Endless Nights (Vertigo Comics/DC Comics) | Neil Gaiman and P. Craig Russell | Winner | [13] |
| "It Was a Dark and Silly Night . . ." in Little Lit: It Was a Dark and Silly Night (HarperCollins) | Lemony Snicket and Richard Sala | Nominee | [13] |
| "It Was a Dark and Silly Night" in Little Lit: It Was a Dark and Silly Night (HarperCollins) | Carlos Nine |
| "Monsieur Jean" in Drawn & Quarterly vol. 5 (Drawn & Quarterly) | Philippe Dupuy and Charles Berberian |
| "Same Difference" in Same Difference and Other Stories (Small Stories) | Derek Kirk Kim |
| "There Are No Flowers in the Real World" in The Matrix Comics (Burlyman Entertainment) | David Lapham |
| 2005 | "Unfamiliar" in The Dark Horse Book of Witchcraft (Dark Horse Comics) | Evan Dorkin and Jill Thompson | Winner | [14] |
| "Eve O'Twins" in Rosetta 2 (Alternative Comics) | Craig Thompson | Nominee | [14] |
| "Glenn Ganges: Jeepers Jacobs" in Kramers Ergot 5 (Gingko Press) | Kevin Huizenga |
| "God (story on wrap-around dust jacket)" in McSweeney's Quarterly #13 (McSweeney's) | Chris Ware |
| "The Price" in Creatures of the Night (Dark Horse Comics) | Neil Gaiman and Michael Zulli |
| "Where Monsters Dine" in Common Grounds #5 (Top Cow Productions/Image Comics) | Troy Hickman, Angel Medina, and Jon Holdredge |
| 2006 | "Teenage Sidekick" in Solo #3 (DC Comics) | Paul Pope | Winner | [15] |
| "Blood Son" in Doomed #1 (IDW Publishing) | Richard Matheson, adapted by Chris Ryall and Ashley Wood | Nominee | [15] |
| "Monster Slayers" in Flight vol. 2 (Image Comics) | Khang Le |
| "Nameless" in The Goon #14 (Dark Horse Comics) | Eric Powell |
| "Operation (story La Mano)" in The Recidivist #3 (La Mano) | Zak Sally |
| 2007 | "A Frog's Eye View" in Fables: 1001 Nights of Snowfall (Vertigo Comics/DC Comics) | Bill Willingham and James Jean | Winner | [16] |
| "The Black Knight Glorps Again" in Uncle Scrooge #354 (Gemstone Publishing) | Don Rosa | Nominee | [16] |
| "Felix" in Drawn & Quarterly Showcase 4 (Drawn & Quarterly) | Gabrielle Bell |
| "Old Oak Trees" in Flight vol. 3 (Ballantine Books) | Tony Cliff |
| "Stan Lee Meets Spider-Man" in Stan Lee Meets Spider-Man (Marvel Comics) | Stan Lee, Olivier Coipel, and Mark Morales |
| "Willie: Portrait of a Groundskeeper" in Bart Simpsons's Treehouse of Horror #12 (Bongo Comics) | Eric Powell |
| 2008 | "Mr. Wonderful" in New York Times Sunday Magazine (The New York Times) | Dan Clowes | Winner | [17] |
| "Book" in New Engineering (PictureBox) | Yuichi Yokoyama | Nominee | [17] |
| "At Loose Ends" in Mome #8 (Fantagraphics) | Lewis Trondheim |
| "Town of Evening Calm" in Town of Evening Calm, Country of Cherry Blossoms (Last Gasp) | Fumiyo Kōno |
| "Whatever Happened to Fletcher Hanks?" in I Shall Destroy All the Civilized Planets! (Fantagraphics) | Paul Karasik |
| "Young Americans" in Mome #8 (Fantagraphics) | Émile Bravo |
| 2009 | "Murder He Wrote" in The Simpsons’ Treehouse of Horror #14 (Bongo Comics) | Ian Boothby, Nina Matsumoto, and Andrew Pepoy | Winner | [18] |
| "Actual Size" in Kramers Ergot 7 (Buenaventura Press) | Chris Ware | Nominee | [19] |
| "Chechen War, Chechen Women" in I Live Here (Pantheon Books) | Joe Sacco |
| "Freaks" in Superior Showcase #3 (AdHouse Books) | Laura Park |
| "Glenn Ganges in ‘Pulverize" in Ganges #2 (Fantagraphics) | Kevin Huizenga |
| 2010s |
| 2010 | "Urgent Request" in The Eternal Smile (First Second Books) | Gene Luen Yang and Derek Kirk Kim | Winner | [20][21] |
| "Because I Love You So Much" in From Wonderland with Love: Danish Comics the 3rd Millennium (Fantagraphics/Aben malen) | Nikoline Werdelin | Nominee | [22] |
| "Gentleman John" in What Is Torch Tiger? (Torch Tiger) | Nathan Greno |
| "How and Why to Bale Hay" in Syncopated (Villard Books) | Nick Bertozzi |
| "Hurricane" in Bob Dylan Revisited (W. W. Norton & Company) | interpreted by Gradimir Smudja |
| 2011 | "Post Mortem" in I Am an Avenger #2 (Marvel Comics) | Greg Rucka and Michael Lark | Winner | [21] |
| "Bart on the Fourth of July" in Bart Simpson #54 (Bongo Comics) | Peter Kuper | Nominee | [23] |
| "Batman in Trick for the Scarecrow" in DCU Halloween Special 2010 (DC Comics) | Billy Tucci |
| "Cinderella" in Fractured Fables (Silverline Books/Image Comics) | Nick Spencer and Rodin Esquejo |
| "Hamburgers for One" in Popgun vol. 4 (Image Comics) | Frank Stockton |
| "Little Red Riding Hood" in Fractured Fables (Silverline Books/Image Comics) | Bryan Talbot and Camilla d'Errico |
| 2012 | "The Seventh" in Richard Stark's Parker: The Martini Edition (IDW Publishing) | Darwyn Cooke | Winner | [21] |
| "A Brief History of the Art Form Known as Hortisculpture" in Optic Nerve #12 (Drawn & Quarterly) | Adrian Tomine | Nominee | [24] |
| "Harvest of Fear" in The Simpsons' Treehouse of Horror #17 (Bongo Comics) | Jim Woodring |
| "The Phototaker" in Metal Hurlant vol. 2 (Humanoids Publishing) | Guy Davis |
| "The Speaker" in Dark Horse Presents #7 (Dark Horse Comics) | Brandon Graham |
| 2013 | "Moon 1969: The True Story of the 1969 Moon Launch" in Tales Designed to Thrizzle#8 (Fantagraphics) | Michael Kupperman | Winner | [21] |
| "A Birdsong Shatters the Still" in Injury #4 (Ted May/Alternative Comics) | Jeff Wilson and Ted May | Nominee | [25] |
| "Elmview" in Dockwood (Nobrow Press) | Jon McNaught |
| "Moving Forward" in Monsters Miracles & Mayonnaise (Epigram Books) | drewscape |
| "Rainbow Moment" in Heads or Tails (Fantagraphics) | Lilli Carré |
| 2014 | "Untitled" in Love and Rockets: New Stories #6 (Fantagraphics) | Gilbert Hernandez | Winner | [21][26] |
| "Go Owls" in Optic Nerve #13 (Drawn & Quarterly) | Adrian Tomine | Nominee | [26] |
| "Mars to Stay" in The Witching Hour (DC Comics) | Brett Lewis and Cliff Chiang |
| "Seaside Home" in Habit #1 (Oily Comics) | Josh Simmons |
| "When Your House Is Burning Down You Should Brush Your Teeth" in The Oatmeal | Matthew Inman |
| 2015 | "When the Darkness Presses" | Emily Carroll | Winner | [27][21] |
| "Beginning’s End" in Mutha Magazine | Rina Ayuyang | Nominee | [28] |
| "Corpse on the Imjin!" in Masterful Marks: Cartoonists Who Changed the World (Simon & Schuster) | Peter Kuper |
| "Rule Number One" in Batman Black and White #3 (DC Comics) | Lee Bermejo |
| "The Sound of One Hand Clapping" in Adventures of Superman #14 (DC Comics) | Max Landis and Jock |
| 2016 | "Killing and Dying" in Optic Nerve #14 (Drawn & Quarterly) | Adrian Tomine | Winner | [21] |
| "Black Death in America" in Vertigo Quarterly CMYK #4: Black (Vertigo Comics/DC Comics) | Tom King and John Paul Leon | Nominee | [29] |
| "Hand Me Down" in 24 x 7 (Fanfare) | Kristyna Baczynski |
| "It’s Going to Be Okay" in The Oatmeal (theoatmeal.com/comics/plane | Matthew Inman |
| "Lion and Mouse" in Fable Comics (First Second Books) | R. Sikoryak |
| 2017 | "Good Boy" in Batman Annual #1 (DC Comics) | Tom King and David Finch | Winner | [21] |
| "The Comics Wedding of the Century" in We Told You So: Comics as Art (Fantagraphics) | Simon Hanselmann | Nominee | [30] |
| "The Dark Nothing" in Uptight #5 (Fantagraphics) | Jordan Crane |
| "Monday" in One Week in The Library (Image Comics) | W. Maxwell Prince and John Amor |
| "Mostly Saturn" in Island #8 (Image Comics) | Michael DeForge |
| "Shrine of the Monkey God!" in Kramers Ergot 9 (Fantagraphics) | Kim Deitch |
| 2018 | "A Life in Comics: The Graphic Adventures of Karen Green" in Columbia Magazine, Summer 2017 (Columbia University) | Nick Sousanis | Winner | [21] |
| "Ethel Byrne" in Mine: A Celebration of Liberty and Freedom for All Benefiting Planned Parenthood (ComicMix) | Cecil Castellucci and Scott Chantler | Nominee | [31] |
| "Forgotten Princess" in Adventure Time #13 (KaBOOM!) | Phillip Kennedy Johnson and Antonio Sandoval |
| "Small Mistakes Make Big Problems" in Comics for Choice (Hazel Newlevant) | Sophia Foster-Dimino |
| "Trans Plant" in Enough Space for Everyone Else (Bedside Press) | Megan Rose Gedris |
| 2019 | "The Talk of the Saints" in Swamp Thing Winter Special (DC Comics) | Tom King and Jason Fabok | Winner | [21][32] |
| "Get Naked in Barcelona" in Get Naked (Image Comics) | Steven T. Seagle and Emei Olivia Burrell | Nominee | [32] |
| "The Ghastlygun Tinies" in Mad #4 (DC Comics) | Matt Cohen and Marc Palm |
| "Here I Am" in I Feel Machine (SelfMadeHero) | Shaun Tan |
| "Life During Interesting Times" in The Nib | Mike Dawson |
| "Supply Chains" in Coin-Op #7 (Coin-Op Books) | Peter Hoey and Maria Hoey |
| 2020s |
| 2020 | "Hot Comb" in Hot Comb (Drawn & Quarterly) | Ebony Flowers | Winner | [21][33] |
| "How to Draw a Horse" in The New Yorker | Emma Hunsinger | Nominee | [33][34] |
| "The Menopause" in The Believer | Mira Jacob |
| "Who Gets Called an ‘Unfit’ Mother?" in The Nib | Miriam Libicki |
| "You’re Not Going to Believe What I’m About to Tell You" in The Oatmeal | Matthew Inman |
| 2021 | "When the Menopausal Carnival Comes to Town" in Menopause: A Comic Treatment (Graphic Medicine/Penn State University Press) | Mimi Pond | Winner | [35] |
| "Garden Boys" in Now #8 (Fantagraphics) | Henry McCausland | Nominee | [35][36] |
| "I Needed the Discounts" in The New York Times | Connor Willumsen |
| "Parts of Us" in Elements: Earth A Comic Anthology by Creators of Color (Ascend Press) | Chan Chau |
| "Rookie" in Detective Comics #1027 (DC Comics) | Greg Rucka and Eduardo Risso |
| "Soft Lead" | Chan Chau |
| 2022 | "Funeral in Foam" in You Died: An Anthology of the Afterlife (Iron Circus) | Casey Gilly and Raina Telgemeier | Winner | [37] |
| "Generations" in Superman: Red and Blue #5 (DC Comics) | Daniel Warren Johnson | Nominee | [37] |
| "I Wanna Be a Slob" in Too Tough to Die (Birdcage Bottom Books) | Steven Arnold and Michael Kamison |
| "Tap, Tap, Tap" in Green Arrow 80th Anniversary (DC Comics) | Larry O’Neil and Jorge Fornés |
| "Trickster, Traitor, Dummy, Doll" in The Nib Vol 9: Secrets (The Nib) | Triple Dream (Mel Hilario, Katie Longua, and Lauren Davis) |
| 2023 | “Finding Batman” in DC Pride 2022 (DC Comics) | Kevin Conroy and J. Bone | Winner | [38] |
| "Good Morning," in Moon Knight: Black, White & Blood #4 (Marvel) | Christopher Cantwell and Alex Lins | Nominee |
| “The Beekeeper’s Due" in Scott Snyder Presents: Tales from the Cloakroom (Cloakroom Comics) | Jimmy Stamp and Débora Santos |
| “Silent All These Years,” in Tori Amos: Little Earthquakes (Z2) | Margaret Atwood and David Mack |
| “You Get It,” in Amazing Fantasy #1000 (Marvel) | Jonathan Hickman and Marco Checchetto |
