They have released five albums: The Butcher's Ballroom (2006), Sing Along Songs for the Damned & Delirious (2009), Pandora's Piñata (2012), Pacifisticuffs (2017), and Swagger & Stroll Down the Rabbit Hole (2021).

[10] Through the band's official page on Myspace, they offered free downloads of a number of tracks from their debut album in promotion of The Butcher's Ballroom.

[citation needed] The tracks released on the page were "Heroines", "Balrog Boogie" and "Poetic Pitbull Revolutions" — the latter of which was added to the playlist months later.

[11] In July 2008 the band played at Summer Breeze Open Air in Germany and in October 2008 at Metal Female Voices Fest in Belgium.

[12] In early spring 2009, the band announced that they were returning to the studio, and made a number of cryptic video blogs to document their efforts.

On June 30, 2009, they announced that the cover art for the album would be made by Swedish illustrator Peter Bergting, noted for being the author of The Portent.

[16] The Special Limited Edition was restricted to only 300 orders, and came with an additional pack of postcards, vinyl sticker, and a Dog Tag embossed with the band's logo and a number between 1–300, unique to the owner.

[16] Sing Along Songs for the Damned & Delirious was released on September 21, 2009, and on October 2 the band played a special album-launch gig at The Purple Turtle club in Camden, London.

[14] On January 18, 2010, Diablo Swing Orchestra announced that their drummer, Andreas Halvardsson, had stepped down from his role due to "personal reasons" and would be replaced by Petter Karlsson, best known for his work with Swedish metal act Therion.

[20] On January 24, 2011, the band announced on Facebook that trumpeter Martin Isaksson and trombonist Daniel Hedin, who were both featured as guests on Sing Along Songs for the Damned & Delirious, had joined Diablo Swing Orchestra as full-time members.

I just feel that I can't mobilize that amount of greatness and enthusiasm, without having a bigger share of the artistic creation and in addition to limited financial gain.

[32] On August 16, 2014, the band announced that AnnLouice Lögdlund was leaving Diablo Swing Orchestra as a mutual decision, as her opera career "exceedingly has taken up more and more of her time".

[34] It was preceded by two singles, "Knucklehugs" on November 3 and "The Age of Vulture Culture" on December 1, and included a re-recorded version of "Jigsaw Hustle".