Series History & Rivalry Matchups
Welcome to the Head-to-Head database — your deep dive into Florida high school football history. Explore past matchups between any two teams, track series records, revisit classic games, and see how rivalries have evolved over time.
This is an ongoing project as we continue to build on decades of results across the state. Some series may be incomplete, but new games, scores, and historical details are being added regularly.
Dive in, explore, and don’t be surprised if you lose track of time — there’s a lot of history here.
To reset the page fully, click here.
Head-to-Head Series
Select two teams to view their series history.
Orange Park vs. Middleburg
| Series Record |
|---|
| Orange Park leads series 14-12 |
| Date/Season | Level | Matchup | Winner | Score | Location | Type |
|---|---|---|---|---|---|---|
| Oct 9, 2026 | 11-Man | Orange Park at Middleburg | — | Postponed | Alan Powers Field at Garber Automall Stadium | Regular Season |
| Sep 26, 2025 | 11-Man | Middleburg at Orange Park | Middleburg | 28-0 | Hoyt B. Cotney Stadium | Regular Season |
| Sep 27, 2024 | 11-Man | Orange Park at Middleburg | Middleburg | 24-14 | Alan Powers Field at Garber Automall Stadium | Regular Season |
| Oct 27, 2023 | 11-Man | Middleburg at Orange Park | Orange Park | 41-22 | Hoyt B. Cotney Stadium | Regular Season |
| Oct 28, 2022 | 11-Man | Orange Park at Middleburg | Middleburg | 35-14 | Alan Powers Field at Garber Automall Stadium | Regular Season |
| Oct 16, 2020 | 11-Man | Middleburg at Orange Park | Orange Park | 30-27 | Hoyt B. Cotney Stadium | Regular Season |
| Aug 30, 2019 | 11-Man | Orange Park at Middleburg | Orange Park | 29-21 | Alan Powers Field at Garber Automall Stadium | Regular Season |
| Sep 21, 2018 | 11-Man | Orange Park at Middleburg | Orange Park | 39-7 | Alan Powers Field at Garber Automall Stadium | Regular Season |
| Sep 22, 2017 | 11-Man | Orange Park at Middleburg | Orange Park | 34-22 | Alan Powers Field at Garber Automall Stadium | Regular Season |
| Sep 23, 2016 | 11-Man | Orange Park at Middleburg | Orange Park | 20-14 | Alan Powers Field at Garber Automall Stadium | Regular Season |
| Sep 25, 2015 | 11-Man | Middleburg at Orange Park | Orange Park | 42-0 | Hoyt B. Cotney Stadium | Regular Season |
| Oct 17, 2014 | 11-Man | Middleburg at Orange Park | Orange Park | 20-10 | Hoyt B. Cotney Stadium | Regular Season |
| Oct 17, 2013 | 11-Man | Orange Park at Middleburg | Orange Park | 20-7 | Alan Powers Field at Garber Automall Stadium | Regular Season |
| Oct 5, 2012 | 11-Man | Middleburg at Orange Park | Orange Park | 49-14 | Hoyt B. Cotney Stadium | Regular Season |
| Oct 7, 2011 | 11-Man | Orange Park at Middleburg | Middleburg | 16-14 | Alan Powers Field at Garber Automall Stadium | Regular Season |
| Sep 17, 2010 | 11-Man | Middleburg at Orange Park | Middleburg | 38-37 (OT) | Hoyt B. Cotney Stadium | Regular Season |
| Sep 18, 2009 | 11-Man | Orange Park at Middleburg | Orange Park | 31-8 | Alan Powers Field at Garber Automall Stadium | Regular Season |
| Sep 19, 2008 | 11-Man | Middleburg at Orange Park | Orange Park | 36-0 | Hoyt B. Cotney Stadium | Regular Season |
| Sep 14, 2007 | 11-Man | Middleburg at Orange Park | Middleburg | 24-19 | Hoyt B. Cotney Stadium | Regular Season |
| Oct 6, 2006 | 11-Man | Middleburg at Orange Park | Orange Park | 51-0 | Hoyt B. Cotney Stadium | Regular Season |
| Oct 7, 2005 | 11-Man | Orange Park at Middleburg | Middleburg | 27-21 | Alan Powers Field at Garber Automall Stadium | Regular Season |
| Oct 8, 2004 | 11-Man | Middleburg at Orange Park | Orange Park | 39-0 | Hoyt B. Cotney Stadium | Regular Season |
| Oct 9, 2003 | 11-Man | Orange Park at Middleburg | Middleburg | 42-13 | Alan Powers Field at Garber Automall Stadium | Regular Season |
| Nov 16, 1990 | 11-Man | Middleburg at Orange Park | Middleburg | 28-21 | Hoyt B. Cotney Stadium | Regular Season |
| Nov 17, 1989 | 11-Man | Orange Park at Middleburg | Middleburg | 21-3 | Alan Powers Field at Garber Automall Stadium | Regular Season |
| Oct 14, 1988 | 11-Man | Middleburg at Orange Park | Middleburg | 12-9 | Hoyt B. Cotney Stadium | Regular Season |
| Oct 16, 1987 | 11-Man | Orange Park at Middleburg | Middleburg | 20-13 | Alan Powers Field at Garber Automall Stadium | Regular Season |
