Bolesław of Cieszyn (Polish: Bolesław cieszyński; c. 1331/32 – Prague, 23 July 1356), was a Polish prince, member of the Piast dynasty in the Cieszyn branch.

Like most of Casimir I's children, Bolesław was destined to the cleric since his early years, together with two of his sisters (Jolanta Helena and Elisabeth), and two of his brothers (Jan and Siemowit).

The main reason for why Casimir I put three of his five sons to follow a church career was to prevent further division of the already small Duchy of Cieszyn between them after his death.

Then King John of Bohemia began his efforts to obtain for him the canonry and prebendary of the Cathedrals of both Kraków and Wrocław.

The son and successor of King John, the future Emperor Charles IV, obtained for him the canonry of Wrocław, and in 1353 appointed him as his personal chaplain, and with this, the position of Provost of the Church of All Saints on the Royal Castle in Prague.