| 01/03/2019 | Newark High School | Brandywine 2 | 7:30PM - 8:15PM | Kirkwood Soccer Complex / Indoor Field | |
| 01/03/2019 | Wilmington Friends 2 | KSC 2002 | 8:15PM - 9:00PM | Kirkwood Soccer Complex / Indoor Field | |
| 01/03/2019 | William Penn | Conrad Red | 9:00PM - 9:45PM | Kirkwood Soccer Complex / Indoor Field | |
| 01/04/2019 | Brandywine 1 | New Charter HS Red | 7:00PM - 7:45PM | Kirkwood Soccer Complex / Indoor Field | |
| 01/04/2019 | DE Rush 01 | Wilmington Friends 1 | 7:45PM - 8:30PM | Kirkwood Soccer Complex / Indoor Field | |
| 01/04/2019 | Conrad Gray | St. Georges White | 8:30PM - 9:15PM | Kirkwood Soccer Complex / Indoor Field | |
| 01/04/2019 | AHS Jaquars | KSC 2003 | 9:15PM - 10:00PM | Kirkwood Soccer Complex / Indoor Field | |
| 01/10/2019 | KSC 2003 | Newark High School | 7:30PM - 8:15PM | Kirkwood Soccer Complex / Indoor Field | |
| 01/10/2019 | Brandywine 2 | William Penn | 8:15PM - 9:00PM | Kirkwood Soccer Complex / Indoor Field | |
| 01/10/2019 | KSC 2002 | DE Rush 01 | 9:00PM - 9:45PM | Kirkwood Soccer Complex / Indoor Field | |
| 01/11/2019 | Conrad Red | Wilmington Friends 2 | 7:00PM - 7:45PM | Kirkwood Soccer Complex / Indoor Field | |
| 01/11/2019 | Wilmington Friends 1 | Conrad Gray | 7:45PM - 8:30PM | Kirkwood Soccer Complex / Indoor Field | |
| 01/11/2019 | New Charter HS Red | AHS Jaquars | 8:30PM - 9:15PM | Kirkwood Soccer Complex / Indoor Field | |
| 01/11/2019 | St. Georges White | Brandywine 1 | 9:15PM - 10:00PM | Kirkwood Soccer Complex / Indoor Field | |
| 01/17/2019 | AHS Jaquars | Newark High School | 7:30PM - 8:15PM | Kirkwood Soccer Complex / Indoor Field | |
| 01/17/2019 | Conrad Gray | KSC 2002 | 8:15PM - 9:00PM | Kirkwood Soccer Complex / Indoor Field | |
| 01/17/2019 | Wilmington Friends 2 | Brandywine 2 | 9:00PM - 9:45PM | Kirkwood Soccer Complex / Indoor Field | |
| 01/18/2019 | Brandywine 1 | Wilmington Friends 1 | 7:00PM - 7:45PM | Kirkwood Soccer Complex / Indoor Field | |
| 01/18/2019 | DE Rush 01 | Conrad Red | 7:45PM - 8:30PM | Kirkwood Soccer Complex / Indoor Field | |
| 01/18/2019 | William Penn | KSC 2003 | 8:30PM - 9:15PM | Kirkwood Soccer Complex / Indoor Field | |
| 01/18/2019 | New Charter HS Red | St. Georges White | 9:15PM - 10:00PM | Kirkwood Soccer Complex / Indoor Field | |
| 01/24/2019 | Newark High School | William Penn | 7:30PM - 8:15PM | Kirkwood Soccer Complex / Indoor Field | |
| 01/24/2019 | KSC 2003 | Wilmington Friends 2 | 8:15PM - 9:00PM | Kirkwood Soccer Complex / Indoor Field | |
| 01/24/2019 | KSC 2002 | Brandywine 1 | 9:00PM - 9:45PM | Kirkwood Soccer Complex / Indoor Field | |
| 01/25/2019 | Brandywine 2 | DE Rush 01 | 7:00PM - 7:45PM | Kirkwood Soccer Complex / Indoor Field | |
| 01/25/2019 | Conrad Red | Conrad Gray | 7:45PM - 8:30PM | Kirkwood Soccer Complex / Indoor Field | |
| 01/25/2019 | St. Georges White | AHS Jaquars | 8:30PM - 9:15PM | Kirkwood Soccer Complex / Indoor Field | |
| 01/25/2019 | Wilmington Friends 1 | New Charter HS Red | 9:15PM - 10:00PM | Kirkwood Soccer Complex / Indoor Field | |
| 01/31/2019 | Wilmington Friends 2 | Newark High School | 7:30PM - 8:15PM | Kirkwood Soccer Complex / Indoor Field | |
| 01/31/2019 | New Charter HS Red | KSC 2002 | 8:15PM - 9:00PM | Kirkwood Soccer Complex / Indoor Field | |
| 01/31/2019 | AHS Jaquars | William Penn | 9:00PM - 9:45PM | Kirkwood Soccer Complex / Indoor Field | |
| 02/01/2019 | Brandywine 1 | Conrad Red | 7:00PM - 7:45PM | Kirkwood Soccer Complex / Indoor Field | |
| 02/01/2019 | Conrad Gray | Brandywine 2 | 7:45PM - 8:30PM | Kirkwood Soccer Complex / Indoor Field | |
| 02/01/2019 | DE Rush 01 | KSC 2003 | 8:30PM - 9:15PM | Kirkwood Soccer Complex / Indoor Field | |
| 02/01/2019 | St. Georges White | Wilmington Friends 1 | 9:15PM - 10:00PM | Kirkwood Soccer Complex / Indoor Field | |
| 02/07/2019 | Newark High School | DE Rush 01 | 7:30PM - 8:15PM | Kirkwood Soccer Complex / Indoor Field | |
| 02/07/2019 | KSC 2002 | St. Georges White | 8:15PM - 9:00PM | Kirkwood Soccer Complex / Indoor Field | |
| 02/07/2019 | Conrad Red | New Charter HS Red | 9:00PM - 9:45PM | Kirkwood Soccer Complex / Indoor Field | |
| 02/08/2019 | Brandywine 1 | Conrad Gray | 7:00PM - 7:45PM | Kirkwood Soccer Complex / Indoor Field | |
| 02/08/2019 | KSC 2003 | Brandywine 2 | 7:45PM - 8:30PM | Kirkwood Soccer Complex / Indoor Field | |
| 02/08/2019 | Wilmington Friends 1 | AHS Jaquars | 8:30PM - 9:15PM | Kirkwood Soccer Complex / Indoor Field | |
| 02/08/2019 | William Penn | Wilmington Friends 2 | 9:15PM - 10:00PM | Kirkwood Soccer Complex / Indoor Field | |
| 02/14/2019 | Conrad Gray | Newark High School | 7:30PM - 8:15PM | Kirkwood Soccer Complex / Indoor Field | |
| 02/14/2019 | Wilmington Friends 1 | KSC 2002 | 8:15PM - 9:00PM | Kirkwood Soccer Complex / Indoor Field | |
| 02/14/2019 | DE Rush 01 | William Penn | 9:00PM - 9:45PM | Kirkwood Soccer Complex / Indoor Field | |
| 02/15/2019 | New Charter HS Red | Brandywine 2 | 7:00PM - 7:45PM | Kirkwood Soccer Complex / Indoor Field | |
| 02/15/2019 | Brandywine 1 | KSC 2003 | 7:45PM - 8:30PM | Kirkwood Soccer Complex / Indoor Field | |
| 02/15/2019 | AHS Jaquars | Wilmington Friends 2 | 8:30PM - 9:15PM | Kirkwood Soccer Complex / Indoor Field | |
| 02/15/2019 | St. Georges White | Conrad Red | 9:15PM - 10:00PM | Kirkwood Soccer Complex / Indoor Field | |
| 02/21/2019 | Newark High School | Brandywine 1 | 7:30PM - 8:15PM | Kirkwood Soccer Complex / Indoor Field | |
| 02/21/2019 | KSC 2002 | AHS Jaquars | 8:15PM - 9:00PM | Kirkwood Soccer Complex / Indoor Field | |
| 02/21/2019 | Brandywine 2 | St. Georges White | 9:00PM - 9:45PM | Kirkwood Soccer Complex / Indoor Field | |
| 02/22/2019 | Conrad Red | Wilmington Friends 1 | 7:00PM - 7:45PM | Kirkwood Soccer Complex / Indoor Field | |
| 02/22/2019 | KSC 2003 | New Charter HS Red | 7:45PM - 8:30PM | Kirkwood Soccer Complex / Indoor Field | |
| 02/22/2019 | William Penn | Conrad Gray | 8:30PM - 9:15PM | Kirkwood Soccer Complex / Indoor Field | |
| 02/22/2019 | Wilmington Friends 2 | DE Rush 01 | 9:15PM - 10:00PM | Kirkwood Soccer Complex / Indoor Field | |