If you weren’t reading comics in the 1990s and early 2000s, let me tell you: you missed A TIME. Comics were selling like crazy. There were variant covers upon variant covers upon variant covers. Many of the top executives in comics now like Jim Lee, Robert Kirkman, Todd MacFarlane, and Joe Quesada were merely fan-favorite writers and artists. And that era saw massive upheavals in the industry.
After comics like Watchmen and The Dark Knight Returns, the ’90s saw the creation of DC’s Vertigo imprint and a flood of mature comics that told bigger stories. A superstar quintet of creators broke off from the Big Two to create Image Comics. The Big Two responded with massive events with shocking twists.
And superheroes? Well, they were still leading the way. Some were new to the scene. Others were well established and going through storylines that were surprising and new even after decades of publication. Sadly, though, this era of comics was still overwhelmingly male and white, as you can see by this list. Comics have gotten better in the last couple decades, though it’s still an uphill battle.
Here are nine of the most surprising and influential superhero comics of the 1990s and early 2000s.
![]() Batman: The Long Halloween by Jeph Loeb, Tim SaleThere were so many great Batman books to consider here. Knightfall certainly comes to mind. But if we’re talking influential, then Loeb and Sale’s now-classic Batman mystery book is the one. This really put the detective in Detective Comics, cementing Batman not only as a great hero, but as the world’s greatest detective. |
![]() Birds of Prey by Gail Simone, Ed Benes, Alex LeiWhy would I include this run of Birds of Prey? First, it’s a great run. But also, it’s the run of comics that really introduces the world to the magic of Gail Simone. And the way she has with telling superhero team stories? Other comic book writers have been trying to imitate it ever since. |
![]() The Death of Superman by Dan Jurgens, Louise Simonson, Brett Breeding, Jon BogdavoneYou had to have been there. I was. I was visiting my local comic book shop, grabbing every issue in this crossover event, sure in my gut that they wouldn’t really kill Superman. Then it happened. The black bag issue followed. Then Funeral for a Friend. It made national headlines. Surprising? Absolutely. Nothing has stunned me more since. |
![]() Hellblazer by Jamie Delano, Garth Ennis, Will Simpson, Karen BergerOkay. Technically, Hellblazer began in the late ’80s. It really took off in the early ’90s though, and is now considered one of the definitive comics of that decade. It tells the tale of John Constantine, a chain-smoking man who doesn’t get along with anybody, but he really hates demons and hell. It’s gritty. It’s grimdark. It’s oh, so ’90s. And yeah, I’d argue that John is a superhero. |
![]() Invincible by Robert Kirkman, Cory Walker, Ryan OttleyFunny enough, I wouldn’t have put Invincible on this list just a few short years ago. It started in the early 2000s. It was good, but overshadowed by Kirkman’s The Walking Dead. Now, with the show doing so well, its influence is apparent. We’re already seeing more comics directly influenced by this Viltrumite saga, and that’s sure to continue. |
![]() Kingdom Come by Mark Waid, Alex RossAlex Ross is most famous as a cover artist. And when I say “artist,” I mean he paints. They’re gorgeous. Hyper-realistic. And DC’s Kingdom Come is one of the few comics where he also did all the interior work. Oh, and the Elseworlds story is dark, gritty, shocking, and still finds its way to the hopefulness that DC superheroes are often known for. |
Ultimate Spider-Man by Brian Michael Bendis, Mark Bagley, Stewart ImmonenThere might not be a comic book that better defines the early 2000s than Ultimate Spider-Man. Bendis broke Stan Lee’s old streak of consecutive issues as writer. The title defined the original Ultimate universe, introduced Miles Morales, and its influence has been apparent in comics and movies ever since. |
![]() WildC.A.T.s by Jim Lee, Brandon ChoiI had to pick at least one Image Comics book. Spawn may have seemed like the obvious choice, but I find that Jim Lee’s WildC.A.T.s has had a more lasting effect on comics. Image was formed because creators were tired of creating great stories and characters for the Big Two but not owning them. WildC.A.T.s was Lee’s answer to the X-Men, and his wild take on this new team definitely influenced other team books for years. |
X-Men by Chris Claremont, Jim LeeDo you know what the highest-selling comic book of all time is? X-Men #1 from 1991. It launched a new team, all kitted out in Jim Lee designs that have persisted as the definitive looks even to this day. They squared off against Magneto, their old nemesis, and set the stage for decades of new storytelling. |
Were you there for any of these? Did one of them draw you into comics for the first time? What other influential and surprising comics come to mind from this time?











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