Conundrum may refer to:

A riddle, whose answer is or involves a pun or unexpected twist, in particular Riddle joke, a riddle that constitutes a set-up to the humorous punch line of a joke A logical postulation that evades resolution, an intricate and difficult problem.

Literature Conundrum (Lyons novel), a 1994 Doctor Who novel by Steve Lyons Conundrum (Dragonlance novel), a 2001 Dragonlance fantasy novel by Jeff Crook Conundrum (Morris memoir), a memoir written by Jan Morris Conundrum Press (disambiguation), two book publishing companies in North America

Other fields "Conundrum" (song), an instrumental song by Jethro Tull on their album Bursting Out "Conundrum" (Dallas), the two-hour series finale of primetime soap opera Dallas "Conundrum" (Star Trek: The Next Generation), a 1992 fifth-season episode of Star Trek: The Next Generation The Conundrum, a mountain unicycle made by Surly Bikes Conundrum, an NSA code word for Chrononaut Frank B. Parker in the television series Seven Days HMS Conundrum, the unofficial name of floating drums used to lay undersea oil pipelines between England and France during World War II

See also Hidden faces, the perception or recognition of faces in something essentially different Mechanical puzzle, a puzzle presented as a set of mechanically interlinked pieces Disentanglement puzzle, a type of mechanical puzzle that involves disentangling one piece or set of pieces