The Florida high school football season is set for a historic rivalry showdown as the Bolles Bulldogs and the Bishop Kenny Crusaders face off this Friday, September 12, 2025, at 7 PM local time. This highly anticipated matchup brings together two formidable programs with impressive starts to their 2025 campaigns. Bolles, a perennial powerhouse, is coming into the game with a 2-1 record after dominant wins over Monarch and Trinity Christian Academy, though they are coming off a tough 35-40 loss to a strong St. Augustine team. The Bulldogs are a well-coached team with a history of winning in high-pressure situations and are looking to get back on track. On the other side, Bishop Kenny is looking to continue its perfect 2-0 start to the season with a decisive 21-20 win over University Christian and a 35-14 win over Tocoi Creek. The Crusaders, a tough, disciplined team, are determined to get a major home victory to prove they are a force to be reckoned with this season. This game is a pivotal moment for both programs, as the winner will gain significant momentum and a boost in their respective state rankings. The atmosphere at the stadium is sure to be electric, with a packed crowd and a fierce competition on the field. The outcome of this game will be crucial for both teams’ standings and their momentum heading into the rest of the season.

Here’s what you need to know:

What: High School Football

Who: Bolles vs Bishop Kenny

When: Friday, Sep. 12, 2025

Local time: 7 PM

Location: Florida

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Who Will Win This Matchup?

This is a very difficult game to predict, as both teams are coming in with different records and levels of talent. However, based on their recent history and their performance, the edge goes to Bolles. The Bulldogs are a consistently dominant program with a long history of success, having won 27 consecutive games against Bishop Kenny from 1978 until 2021. While Bishop Kenny did have a stunning 14-13 victory in 2022, Bolles has since won three straight, including a 35-28 win last year. Both teams are starting strong this year, but Bolles’ superior talent and depth give them a significant psychological and strategic advantage. The Bulldogs’ overall team strength and their experience in high-pressure games should lead them to a victory.

Team Records and History

Both the Bolles Bulldogs and the Bishop Kenny Crusaders have a long history of competitive football. The Bolles Bulldogs have established themselves as one of the state’s most successful programs, with a long history of deep playoff runs and state championships. The Bulldogs’ program is known for its discipline, physical play, and ability to compete at the highest level. They finished the 2024 season with an impressive 8-3 record. The Bishop Kenny Crusaders also have a solid history, though their recent record of 2-0 in 2025 shows that they have had their struggles. However, the Crusaders are known for their resilience and ability to make big plays. This rivalry is built on a foundation of mutual respect and a history of hard-fought games.

Team Recent Results and Scores

Here is a look at the recent results and scores for both teams to provide context for this upcoming matchup.

Bolles Recent Results

The Bulldogs have had a mixed start to their 2025 season.

Bishop Kenny Recent Results

The Crusaders have started their 2025 season with a perfect record.

Bolles Team Upcoming Games Schedule

Following their game against Bishop Kenny, the Bolles Bulldogs will continue their challenging schedule as they aim to improve on their record.

Bishop Kenny Team Upcoming Games Schedule

The Bishop Kenny Crusaders will look to continue their winning ways with a series of difficult conference matchups.

Final Word

The Bolles vs Bishop Kenny matchup is a classic Florida high school football rivalry that promises a great game. While Bolles is the clear favorite based on their impressive history and winning streak, Bishop Kenny will be playing with a sense of urgency as they look to get a major home victory. This game will come down to which team can execute their game plan and avoid mistakes. Both teams are well-coached and have the talent to win, but Bolles’ experience in big games will likely be the deciding factor.