Established in 1921, Leones are the third most successful team in the Dominican Professional Baseball League, behind Tigres del Licey and Aguilas Cibaeñas, having won 17 national championships and 5 Caribbean Series.

Leones again struggled in the regular season, but won their final three games to force a one-game playoff against Gigantes del Cibao.

Leones won the game 5-2, and joined Águilas Cibaeñas, Toros del Este, and Estrellas Orientales in the Round Robin.

On 14 January 2014, Jon Leicester, Ramon Garcia, Fernando Rodney, and Armando Rodriguez threw a combined no-hitter to Licey, clinching the Round Robin and home field advantage in the Finals.

Licey also failed to reach the playoffs, making it the first time in the league's history that both teams from Santo Domingo missed the postseason.

This sent the team to the finals against archrivals Tigres del Licey, just one year after they both failed to qualify for the postseason for the first time in history.

Leones del Escogido won the first championship in 1922 of a short-lived professional baseball era from 1922 to 1937, but only the current Winter League format established in 1951 is widely accepted.