| 2019-11-15 19:15:16November 15, 2019 | Indios de Mayaguez vs Cangrejeros de Santurce | 1 - 3 | Winter League | 2020 | Estadio Hiram Bithorn | Recap |
| 2019-11-16 19:15:55November 16, 2019 | Cangrejeros de Santurce vs Indios de Mayaguez | 1 - 6 | Winter League | 2020 | Estadio Isidoro "Cholo" Garcia | Preview |
| 2019-11-17 01:45:13November 17, 2019 | Indios de Mayaguez vs Atenienses de Manati | 1 - 6 | Winter League | 2020 | Estadio Pedro Román Meléndez | Preview |
| 2019-11-19 19:15:36November 19, 2019 | Indios de Mayaguez vs Gigantes de Carolina | 0 - 2 | Winter League | 2020 | Estadio Roberto Clemente Walker | Preview |
| 2019-11-20 19:15:41November 20, 2019 | Atenienses de Manati vs Indios de Mayaguez | 19:15:417:15 pm | Winter League | 2020 | Estadio Isidoro "Cholo" Garcia | Preview |
| 2019-11-21 19:15:38November 21, 2019 | Cangrejeros de Santurce vs Indios de Mayaguez | 19:15:387:15 pm | Winter League | 2020 | Estadio Isidoro "Cholo" Garcia | Preview |
| 2019-11-22 19:15:31November 22, 2019 | Indios de Mayaguez vs Criollos de Caguas | 19:15:317:15 pm | Winter League | 2020 | Estadio Hiram Bithorn | Preview |
| 2019-11-24 11:30:15November 24, 2019 | Indios de Mayaguez vs Atenienses de Manati | 11:30:1511:30 am | Winter League | 2020 | Estadio Pedro Román Meléndez | Preview |
| 2019-11-26 13:45:42November 26, 2019 | Indios de Mayaguez vs Atenienses de Manati | 13:45:421:45 pm | Winter League | 2020 | Estadio Pedro Román Meléndez | Preview |
| 2019-11-27 19:15:37November 27, 2019 | Gigantes de Carolina vs Indios de Mayaguez | 19:15:377:15 pm | Winter League | 2020 | Estadio Isidoro "Cholo" Garcia | Preview |
| 2019-11-29 19:15:34November 29, 2019 | Indios de Mayaguez vs Cangrejeros de Santurce | 19:15:347:15 pm | Winter League | 2020 | Estadio Hiram Bithorn | Preview |
| 2019-11-30 19:15:08November 30, 2019 | Criollos de Caguas vs Indios de Mayaguez | 19:15:087:15 pm | Winter League | 2020 | Estadio Isidoro "Cholo" Garcia | Preview |
| 2019-12-03 19:15:08December 3, 2019 | Indios de Mayaguez vs Gigantes de Carolina | 19:15:087:15 pm | Winter League | 2020 | Estadio Roberto Clemente Walker | Preview |
| 2019-12-05 19:15:29December 5, 2019 | Atenienses de Manati vs Indios de Mayaguez | 19:15:297:15 pm | Winter League | 2020 | Estadio Isidoro "Cholo" Garcia | Preview |
| 2019-12-06 19:15:36December 6, 2019 | Gigantes de Carolina vs Indios de Mayaguez | 19:15:367:15 pm | Winter League | 2020 | Estadio Isidoro "Cholo" Garcia | Preview |
| 2019-12-07 19:15:10December 7, 2019 | Indios de Mayaguez vs Criollos de Caguas | 19:15:107:15 pm | Winter League | 2020 | Estadio Hiram Bithorn | Preview |
| 2019-12-08 13:00:16December 8, 2019 | Cangrejeros de Santurce vs Indios de Mayaguez | 13:00:161:00 pm | Winter League | 2020 | Estadio Isidoro "Cholo" Garcia | Preview |
| 2019-12-10 19:15:54December 10, 2019 | Criollos de Caguas vs Indios de Mayaguez | 19:15:547:15 pm | Winter League | 2020 | Estadio Isidoro "Cholo" Garcia | Preview |
| 2019-12-13 19:15:43December 13, 2019 | Criollos de Caguas vs Indios de Mayaguez | 19:15:437:15 pm | Winter League | 2020 | Estadio Isidoro "Cholo" Garcia | Preview |
| 2019-12-14 19:15:30December 14, 2019 | Indios de Mayaguez vs Gigantes de Carolina | 19:15:307:15 pm | Winter League | 2020 | Estadio Roberto Clemente Walker | Preview |
| 2019-12-15 16:00:20December 15, 2019 | Atenienses de Manati vs Indios de Mayaguez | 16:00:204:00 pm | Winter League | 2020 | Estadio Isidoro "Cholo" Garcia | Preview |
| 2019-12-17 19:15:09December 17, 2019 | Indios de Mayaguez vs Cangrejeros de Santurce | 19:15:097:15 pm | Winter League | 2020 | Estadio Hiram Bithorn | Preview |
| 2019-12-18 19:15:48December 18, 2019 | Gigantes de Carolina vs Indios de Mayaguez | 19:15:487:15 pm | Winter League | 2020 | Estadio Isidoro "Cholo" Garcia | Preview |
| 2019-12-19 19:15:19December 19, 2019 | Indios de Mayaguez vs Cangrejeros de Santurce | 19:15:197:15 pm | Winter League | 2020 | Estadio Hiram Bithorn | Preview |
| 2019-12-20 19:15:39December 20, 2019 | Atenienses de Manati vs Indios de Mayaguez | 19:15:397:15 pm | Winter League | 2020 | Estadio Isidoro "Cholo" Garcia | Preview |
| 2019-12-22 18:00:56December 22, 2019 | Indios de Mayaguez vs Gigantes de Carolina | 18:00:566:00 pm | Winter League | 2020 | Estadio Roberto Clemente Walker | Preview |
| 2019-12-23 19:15:15December 23, 2019 | Indios de Mayaguez vs Criollos de Caguas | 19:15:157:15 pm | Winter League | 2020 | Estadio Hiram Bithorn | Preview |
| 2019-12-26 19:15:06December 26, 2019 | Indios de Mayaguez vs Criollos de Caguas | 19:15:067:15 pm | Winter League | 2020 | Estadio Hiram Bithorn | Preview |
| 2019-12-27 19:15:35December 27, 2019 | Criollos de Caguas vs Indios de Mayaguez | 19:15:357:15 pm | Winter League | 2020 | Estadio Isidoro "Cholo" Garcia | Preview |
| 2019-12-28 19:15:59December 28, 2019 | Gigantes de Carolina vs Indios de Mayaguez | 19:15:597:15 pm | Winter League | 2020 | Estadio Isidoro "Cholo" Garcia | Preview |
