Various embodiments of the present disclosure provide a gaming system and method providing one of a plurality of different versions of a game based on a player selected skill level. The gaming system displays an indication of a plurality of different skill levels. Each of the skill levels is associated with a different version of a game. The gaming system receives a player selection of one of the skill levels, displays a play of the version of the game associated with the selected skill level, and determines an outcome for the play. If the selected skill level is a designated skill level, the gaming system randomly determines the outcome. If the selected skill level is greater than the designated skill level, the gaming system receives a quantifiable skill input from the player in association with the play, and determines the outcome based in part on the received quantifiable skill input.