A bicycle operating device includes a support structure, a release member, a positioning ratchet and a position maintaining pawl. The release member is movable between first and second positions. The positioning ratchet has positioning ratchet teeth that establish predetermined positions. The position maintaining pawl is movable between a ratchet maintaining position and a ratchet releasing position. The position maintaining pawl includes a positioning portion, a holding portion, a release portion and a contact portion. The positioning portion moves away from the positioning ratchet, while the contact portion and the holding portion move toward the positioning ratchet teeth as the release member contacts and moves the release portion away from the release member as the release member moves in a releasing direction. The release portion moves away from the release member in response to movement of the positioning ratchet contacting and moving the contact portion away from the positioning ratchet.