| 2018-05-26 16:00:00May 26, 2018 | Penn Charter vs Malvern Prep (PAISAA semifinal) | - | | 2018 | Perkiomen School |
| 2018-05-23 16:00:00May 23, 2018 | Penn Charter vs Springside-Chestnut Hill | - | | 2018 | Penn Charter |
| 2018-05-23 16:00:00May 23, 2018 | Penn Charter vs Germantown Friends | - | | 2018 | Penn Charter |
| 2018-05-17 16:00:00May 17, 2018 | Friends’ Central vs Penn Charter | - | | 2018 | Penn Charter |
| 2018-05-11 15:45:00May 11, 2018 | Malvern Prep vs Penn Charter | - | | 2018 | Penn Charter |
| 2018-05-08 16:00:00May 8, 2018 | Haverford School vs Penn Charter | - | | 2018 | Penn Charter |
| 2018-05-04 16:00:00May 4, 2018 | Penn Charter vs Springside Chestnut Hill | - | | 2018 | Springside Chestnut Hill |
| 2018-05-01 16:15:00May 1, 2018 | Episcopal Academy vs Penn Charter | - | | 2018 | Penn Charter |
| 2018-04-28 12:00:00April 28, 2018 | Penn Charter vs Archbishop Carroll | 2 - 7 | | 2018 | Archbishop Carroll |
| 2018-04-27 16:00:00April 27, 2018 | Germantown Academy vs Penn Charter | 8 - 2 | | 2018 | Penn Charter |
| 2018-04-24 16:00:00April 24, 2018 | Penn Charter vs Malvern Prep | - | | 2018 | Malvern Prep |
| 2018-04-21 13:00:00April 21, 2018 | Perkiomen School vs Penn Charter | - | | 2018 | Penn Charter |
| 2018-04-21 11:00:00April 21, 2018 | Perkiomen School vs Penn Charter | - | | 2018 | Penn Charter |
| 2018-04-20 16:00:00April 20, 2018 | Penn Charter vs Haverford School | - | | 2018 | Haverford School |
| 2018-04-17 16:00:00April 17, 2018 | Springside Chestnut Hill vs Penn Charter | - | | 2018 | Penn Charter |
| 2018-04-14 23:53:58April 14, 2018 | Penn Charter vs Cardinal O’Hara | - | | 2018 | |
| 2018-04-14 15:00:00April 14, 2018 | Penn Charter vs Germantown Friends | - | | 2018 | Germantown Friends |
| 2018-04-13 16:15:00April 13, 2018 | Penn Charter vs Episcopal Academy | - | | 2018 | Episcopal Academy |
| 2018-04-10 16:00:00April 10, 2018 | Penn Charter vs Germantown Academy | 6 - 5 | | 2018 | Germantown Academy |
| 2018-04-07 12:00:00April 7, 2018 | Penn Charter vs Shipley School | - | | 2018 | Shipley School |
| 2018-03-31 15:00:00March 31, 2018 | Mercersburg Academy vs Penn Charter | 5 - 6 | | 2018 | Penn Charter |
| 2018-03-31 13:00:00March 31, 2018 | Mercersburg Academy vs Penn Charter | 5 - 2 | | 2018 | Penn Charter |
| 2018-03-28 15:45:00March 28, 2018 | Penn Charter vs Father Judge | 5 - 0 | | 2018 | Father Judge |
| 2018-03-23 19:00:00March 23, 2018 | Penn Charter vs Caravel Academy | - | | 2018 | Caravel Academy |
| 2017-05-16 20:38:35May 16, 2017 | Penn Charter vs Father Judge | 10 - 0 | | 2017 | |
| 2017-05-15 22:55:59May 15, 2017 | Penn Charter vs Central Bucks South | 7 - 0 | | 2017 | |
| 2017-05-12 16:00:00May 12, 2017 | Germantown Academy vs Penn Charter | 0 - 9 | | 2017 | Germantown Academy |
| 2017-05-10 16:00:00May 10, 2017 | Penn Charter vs Germantown Friends | 15 - 3 | | 2017 | Penn Charter |
| 2017-05-09 16:00:00May 9, 2017 | Malvern Prep vs Penn Charter | 0 - 1 | | 2017 | Malvern Prep |
| 2017-04-28 18:17:46April 28, 2017 | Penn Charter vs Episcopal Academy | 5 - 2 | | 2017 | |
| 2017-04-18 16:00:00April 18, 2017 | Penn Charter vs Haverford School | 14 - 6 | | 2017 | Penn Charter |
| 2017-04-15 11:00:00April 15, 2017 | Penn Charter vs St. Joseph's Prep | 12 - 2 | | 2017 | Penn Charter |
| 2017-04-12 16:15:00April 12, 2017 | Springside Chestnut Hill vs Penn Charter | 1 - 0 | | 2017 | Springside Chestnut Hill |
| 2017-04-08 14:30:00April 8, 2017 | Penn Charter vs Caravel Academy | 5 - 4 | | 2017 | Penn Charter |
| 2017-04-08 12:00:00April 8, 2017 | Penn Charter vs Bergen Catholic | 7 - 2 | | 2017 | Penn Charter |
| 2017-03-31 10:30:00March 31, 2017 | IMG Academy vs Penn Charter | 3 - 9 | | 2017 | Disney Wide World of Sports |
| 2017-03-30 16:00:00March 30, 2017 | South High School vs Penn Charter | 0 - 10 | | 2017 | Disney Wide World of Sports |
| 2017-03-29 10:30:00March 29, 2017 | Friends Seminary vs Penn Charter | 3 - 12 | | 2017 | Disney Wide World of Sports |
| 2017-03-26 16:00:00March 26, 2017 | Sidewell Friends vs Penn Charter | 0 - 14 | | 2017 | Disney Wide World of Sports |
| 2017-03-26 13:00:00March 26, 2017 | Bullis School vs Penn Charter | 3 - 13 | | 2017 | Disney Wide World of Sports |
| 2016-05-14 15:30:00May 14, 2016 | Springfield-Montco vs Penn Charter | - | Inter-Academic League, Suburban One League | 2016 | Penn Charter |
| 2016-05-13 16:00:00May 13, 2016 | Germantown Academy vs Penn Charter | - | Inter-Academic League | 2016 | Penn Charter |
| 2016-05-10 15:45:00May 10, 2016 | Malvern Prep vs Penn Charter | 0 - 1 | Inter-Academic League | 2016 | Penn Charter |
| 2016-05-03 16:00:00May 3, 2016 | Penn Charter vs Springside Chestnut Hill | - | Inter-Academic League | 2016 | Springside Chestnut Hill |
| 2016-04-29 16:00:00April 29, 2016 | Episcopal Academy vs Penn Charter | 1 - 8 | Inter-Academic League | 2016 | Penn Charter |
| 2016-04-26 16:00:00April 26, 2016 | Penn Charter vs Germantown Academy | 2 - 4 | Inter-Academic League | 2016 | Germantown Academy |
| 2016-04-23 21:32:16April 23, 2016 | Perkiomen School vs. Penn Charter | 0 - 5 | Inter-Academic League, Tri-County League | 2016 | |
| 2016-04-22 16:00:00April 22, 2016 | Penn Charter vs Malvern Prep | 7 - 12 | Inter-Academic League | 2016 | Malvern Prep |
| 2016-04-16 12:00:00April 16, 2016 | Penn Charter vs Berks Catholic | 7 - 0 | Berks Conference, Inter-Academic League | 2016 | Berks Catholic |
| 2016-04-15 16:00:00April 15, 2016 | Springside Chestnut Hill vs Penn Charter | 4 - 1 | Inter-Academic League | 2016 | Penn Charter |
| 2016-04-12 16:00:00April 12, 2016 | Penn Charter vs Episcopal Academy | 2 - 3 | Inter-Academic League | 2016 | Episcopal Academy |
| 2016-04-02 12:00:00April 2, 2016 | Father Judge vs Penn Charter | 6 - 4 | Catholic League, Inter-Academic League | 2016 | Penn Charter |
| 2016-04-01 15:45:00April 1, 2016 | Archbishop Carroll vs Penn Charter | 0 - 7 | Catholic League, Inter-Academic League | 2016 | Penn Charter |
| 2016-03-31 15:45:00March 31, 2016 | Penn Charter vs Conwell-Egan | - | Catholic League, Inter-Academic League | 2016 | Conwell-Egan |
| 2016-03-30 15:45:00March 30, 2016 | Penn Charter vs Wissahickon | 6 - 1 | Inter-Academic League, Suburban One League | 2016 | Wissahickon |
| 2016-03-29 15:30:00March 29, 2016 | Cheltenham vs Penn Charter | 0 - 9 | Inter-Academic League, Suburban One League | 2016 | Penn Charter |
| 2016-03-26 11:00:15March 26, 2016 | Penn Charter vs La Salle College Prep | 8 - 1 | Catholic League, Inter-Academic League | 2016 | La Salle College Prep |
| 2016-03-18 15:45:00March 18, 2016 | Friends’ Central vs Penn Charter | 2 - 10 | Friends School League, Inter-Academic League | 2016 | Penn Charter |
