"Checkmate" is a song by American singer Conan Gray, released as a single on June 26, 2019, through Republic Records.

[3] Gray mentioned this songwriting process in a tweet and stating "Dedicated to the asshole who was always playing games with my lil heart >:( [sic]".

[4] On June 23, only a few days before releasing the track, Gray teased "Checkmate" through a tweet that featured the song's title and a short snippet of the chorus.

[3] He stated he wrote the song in the stage of grief highlighted by rage and in a moment of him feeling "pure seething anger".

[8] Maxamillion Polo of Ones to Watch wrote that the track is "nothing short of euphoric, surging forward with an undeniable frenzied energy", as well as "a moment of pop-punk-tinged ecstasy".