Keep Smiling may refer to:
- Keep Smiling (1925 film), a 1925 film starring Monty Banks
- Keep Smiling (1938 film), a 1938 British film starring Gracie Fields
- Keep Smiling (1938 American film), a 1938 American film directed by Herbert I. Leeds
- Keep Smiling (2011 film), a 2011 Georgian film
- Keep Smiling (album) (1983), by the Danish group Laid Back
- "Keep Smiling" (song), a 2015 song by Bars and Melody