[5] After the 2021 minor league season ended, Cheng played winter ball with the Caimanes de Barranquilla, winning the 2022 Caribbean Series.
[6] Cheng spent the 2022 Minor League Baseball season with the Bradenton Marauders, playing shortstop more frequently.
[8] At the start of the 2023 regular season, Cheng ranked thirtieth on MLB Pipeline's list of top Pirates prospects[9] and was assigned to the Greensboro Grasshoppers.
[12] During the season, Cheng set a career high in triples and was ranked by MLB Pipeline as the twenty-second best Pirates prospect.
Cheng was named to Chinese Taipei's preliminary roster for the 2026 World Baseball Classic,[26] but later withdrew.