"Heartless" may refer to the following:
- The Heartless, monsters born from negative emotions.
- Heartless (Drich), a Kingdom Hearts, Digimon Tamers, Puella Magi Madoka Magica, and Naruto crossover fanfic.
- Heartless (2009), a British horror film.
- Heartless (2016), a YA novel serving as an origin story for the Queen of Hearts.