| Highland Park vs. Loyola and Evanston | 04-16-2025 |
| Highland Park vs. Loyola and Evanston | 04-10-2024 |
| Highland Park vs. Evanston and Loyola | 04-12-2023 |
| Highland Park vs. Loyola and Evanston | 04-12-2022 |
| Highland Park vs. Loyola and Evanston | 04-09-2019 |
| Highland Park vs. Evanston, Loyola, and Waukegan | 04-11-2018 |
| Highland Park vs. Loyola and Evanston | 04-12-2017 |
| Highland Park vs. Waukegan, Evanston, and Loyola | 04-13-2016 |
| Highland Park vs. Waukegan, Loyola Academy, and Evanston | 04-15-2015 |
| Highland Park vs. Evanston, and Loyola | 04-16-2014 |
| Highland Park vs. Waukegan, Evanston, and Loyola | 04-09-2013 |
| Highland Park vs. Waukegan, Evanston, and Loyola | 04-10-2012 |
| Highland Park vs. Waukegan and Evanston | 04-12-2011 |
| Home Meet vs. Waukegan and Evanston | 04-13-2010 |
| Home Meet vs. Waukegan and Evanston | 04-14-2009 |
