Chess sets can cost anywhere between $15 to almost $400. What you choose to spend really depends on a range of factors, from the materials of the board to what kind of storage it has for the pieces to how ornate the design of the board and pieces are. The most expensive board on our list is actually a life-size yard game. Our best overall choice, the Bobby Fischer Learn to Play Chess set, is a great pick for most families and is only $25.