* Wann spielst du diesen Sport? (Informal, singular "you") This is the most common and straightforward way to ask.
* Wann spielt ihr diesen Sport? (Informal, plural "you")
* Wann spielen Sie diesen Sport? (Formal, singular or plural "you") This uses the formal "Sie."
* Wann treibst du diesen Sport? (Informal, singular "you") This uses "treiben," which is a more general term for "doing" or "pursuing" a sport, and is sometimes preferred over "spielen" (to play).
* Wann treibt ihr diesen Sport? (Informal, plural "you")
* Wann treiben Sie diesen Sport? (Formal, singular or plural "you")
The best option depends on who you're talking to. For most situations with friends or family, `Wann spielst du diesen Sport?` or `Wann treibst du diesen Sport?` would be appropriate. For someone older or in a more formal setting, use the "Sie" forms.