A gaming system providing a falling symbol obstacle board game. The gaming system displays a symbol starting position, a plurality of symbol ending positions, and a plurality of obstacles. The gaming system selects one of a plurality of symbols, displays the symbol moving from the symbol starting position into one of the symbol ending positions along one of a plurality of symbol paths through the obstacles, and displays the symbol at the symbol ending position at the end of the symbol path. The gaming system repeats selecting symbols, displaying the symbol moving from the symbol starting position to a symbol ending positions along a symbol path, and displaying the symbol at the symbol ending position at the end of the symbol path until a termination condition is satisfied, after which the gaming system determines whether any winning combinations of the symbols are displayed at the symbol ending positions.