Carefree may refer to:
- Carefree, Arizona, town in the United States
- Carefree (chant), a football chant sung by Chelsea FC supporters
- Carefree (Devon Williams album), 2008
- Carefree (feminine hygiene), feminine hygiene product
- Carefree (film), 1938 film with Fred Astaire and Ginger Rogers
- Carefree (Samantha Stollenwerck album), 2009
- "Carefree", song by The Refreshments rock band
- Carefree, brand of chewing gum made by The Hershey Company