| 09/23/2019 | Bye | Dodgers - Wickman | - | NA / NA | |
| 09/23/2019 | Diamondbacks - Dispenziere | Yankees - (Didonato) | 5:30PM - 7:30PM | Diamond in the Pines / Diamond in the Pines 1 | |
| 09/26/2019 | Mets - Velez | Cubs - Puterio | 5:30PM - 7:30PM | Diamond in the Pines / Diamond in the Pines 1 | Canceled |
| 09/28/2019 | Bye | Mets - Velez | - | NA / NA | |
| 09/28/2019 | Cubs - Puterio | Diamondbacks - Dispenziere | 9:00AM - 11:00AM | Middle Country Park / MC Field 1 | |
| 09/28/2019 | Yankees - (Didonato) | Dodgers - Wickman | 9:00AM - 11:00AM | Middle Country Park / MC Field 2 | |
| 09/30/2019 | Bye | Yankees - (Didonato) | - | NA / NA | |
| 09/30/2019 | Dodgers - Wickman | Cubs - Puterio | 5:30PM - 7:30PM | Diamond in the Pines / Diamond in the Pines 1 | |
| 10/03/2019 | Diamondbacks - Dispenziere | Mets - Velez | 5:30PM - 7:30PM | Diamond in the Pines / Diamond in the Pines 1 | Canceled |
| 10/05/2019 | Bye | Diamondbacks - Dispenziere | - | NA / NA | |
| 10/05/2019 | Mets - Velez | Dodgers - Wickman | 9:00AM - 11:00AM | Unity Drive Elementary School / Unity 4 | |
| 10/05/2019 | Cubs - Puterio | Yankees - (Didonato) | 9:00AM - 11:00AM | Unity Drive Elementary School / Unity 5 | |
| 10/07/2019 | Bye | Cubs - Puterio | - | NA / NA | |
| 10/07/2019 | Yankees - (Didonato) | Mets - Velez | 5:30PM - 7:30PM | Diamond in the Pines / Diamond in the Pines 1 | |
| 10/10/2019 | Dodgers - Wickman | Diamondbacks - Dispenziere | 5:30PM - 7:30PM | Diamond in the Pines / Diamond in the Pines 1 | |
| 10/12/2019 | Bye | Dodgers - Wickman | - | NA / NA | |
| 10/12/2019 | Diamondbacks - Dispenziere | Yankees - (Didonato) | 9:00AM - 11:00AM | Unity Drive Elementary School / Unity 6 | |
| 10/12/2019 | Mets - Velez | Cubs - Puterio | 9:00AM - 11:00AM | Unity Drive Elementary School / Unity 7 | |
| 10/14/2019 | Bye | Mets - Velez | - | NA / NA | |
| 10/14/2019 | Cubs - Puterio | Diamondbacks - Dispenziere | 5:30PM - 7:30PM | Diamond in the Pines / Diamond in the Pines 1 | |
| 10/17/2019 | Yankees - (Didonato) | Dodgers - Wickman | 5:30PM - 7:30PM | Diamond in the Pines / Diamond in the Pines 1 | |
| 10/19/2019 | Bye | Yankees - (Didonato) | - | NA / NA | |
| 10/19/2019 | Dodgers - Wickman | Cubs - Puterio | 9:00AM - 11:00AM | Middle Country Park / MC Field 1 | |
| 10/19/2019 | Diamondbacks - Dispenziere | Mets - Velez | 9:00AM - 11:00AM | Middle Country Park / MC Field 2 | |
| 10/21/2019 | Bye | Diamondbacks - Dispenziere | - | NA / NA | |
| 10/21/2019 | Mets - Velez | Dodgers - Wickman | 5:30PM - 7:30PM | Diamond in the Pines / Diamond in the Pines 1 | |
| 10/24/2019 | Cubs - Puterio | Yankees - (Didonato) | 5:30PM - 7:30PM | Diamond in the Pines / Diamond in the Pines 1 | |
| 10/26/2019 | Bye | Cubs - Puterio | - | NA / NA | |
| 10/26/2019 | Yankees - (Didonato) | Mets - Velez | 9:00AM - 11:00AM | Middle Country Park / MC Field 1 | Rescheduled |
| 10/26/2019 | Dodgers - Wickman | Diamondbacks - Dispenziere | 9:00AM - 11:00AM | Middle Country Park / MC Field 2 | Rescheduled |
| 10/28/2019 | Bye | Dodgers - Wickman | - | NA / NA | |
| 10/28/2019 | Diamondbacks - Dispenziere | Yankees - (Didonato) | 5:30PM - 7:30PM | Diamond in the Pines / Diamond in the Pines 1 | |
| 10/31/2019 | Bye | Mets - Velez | - | NA / NA | |
| 10/31/2019 | Mets - Velez | Cubs - Puterio | 5:30PM - 7:30PM | Diamond in the Pines / Diamond in the Pines 2 | Canceled |
| 10/31/2019 | Yankees - (Didonato) | Dodgers - Wickman | 5:30PM - 7:30PM | Diamond in the Pines / Diamond in the Pines 1 | Canceled |
| 11/02/2019 | Bye | Diamondbacks - Dispenziere | - | NA / NA | |
| 11/02/2019 | Cubs - Puterio | Diamondbacks - Dispenziere | 9:00AM - 11:00AM | Unity Drive Elementary School / Unity 6 | |
| 11/02/2019 | Mets - Velez | Dodgers - Wickman | 9:00AM - 11:00AM | Unity Drive Elementary School / Unity 4 | |
| 11/04/2019 | Bye | Yankees - (Didonato) | - | NA / NA | |
| 11/04/2019 | Cubs - Puterio | Yankees - (Didonato) | 5:30PM - 7:30PM | Diamond in the Pines / Diamond in the Pines 2 | |
| 11/04/2019 | Diamondbacks - Dispenziere | Mets - Velez | 5:30PM - 7:30PM | Diamond in the Pines / Diamond in the Pines 1 | |
| 11/07/2019 | Bye | Cubs - Puterio | - | NA / NA | |
| 11/07/2019 | Dodgers - Wickman | Cubs - Puterio | 5:30PM - 7:30PM | Unity Drive Elementary School / Unity 7 | Canceled |
| 11/09/2019 | Yankees - (Didonato) | Dodgers - Wickman | 10:00AM - 12:00PM | Middle Country Park / MC Field 2 | Rescheduled |
| 11/09/2019 | Mets - Velez | Diamondbacks - Dispenziere | 12:00PM - 2:00PM | Middle Country Park / MC Field 1 | Rescheduled |