Osceola
Kowboys
Kowboys
PROGRAM INFO
Region
Central Florida
Central Florida
Association
FHSAA
FHSAA
Classification
5A
5A
District/Region
5A-6
5A-6
City
Kissimmee
Kissimmee
County
Osceola
Osceola
Team Status
Active
Active
Program History
First Season: 1915
First Season: 1915
School Address
420 S Thacker Ave, Kissimmee, FL 34741
420 S Thacker Ave, Kissimmee, FL 34741
School Colors
COACHING STAFF
No Photo Available
Eric Pinellas
Head Coach
Assistant Coaches
TEAM PAGE SPONSORS
SCHEDULES & TEAM HISTORY
2026 Football Schedule
2026 Season Totals
| Category | Record | Scoring |
|---|---|---|
| Overall | 0-1 | 15–18 |
| Home | 0-0 | 0–0 |
| Away | 0-1 | 15–18 |
| Neutral | 0-0 | 0–0 |
| Unknown | 0-0 | 0–0 |
| District | 0-0 | 0–0 |
Regular Season
| Game | Opponent | Location | Result | Score/Kickoff |
|---|---|---|---|---|
| Fri, Aug 21 | @ St. Cloud | View H2H | Tom Gannarelli Field | L | 15-18 |
| Fri, Aug 28 | vs. Poinciana (Kissimmee) | View H2H | Kowboy Field | — | 7:00 PM |
| Fri, Sep 4 | @ Lake Mary | View H2H | Doug Peters Field at Don T. Reynolds Stadium | — | 7:00 PM |
| Fri, Sep 11 | vs. Lakeland * | View H2H | Kowboy Field | — | 7:00 PM |
| Fri, Sep 18 | @ Lake Wales | View H2H | Legion Field | — | 7:00 PM |
| Fri, Sep 25 | vs. Lake Gibson (Lakeland) * | View H2H | Kowboy Field | — | 7:00 PM |
| Fri, Oct 2 | @ Dr. Phillips (Orlando) | View H2H | Bill Spoone Stadium | — | 7:00 PM |
| Fri, Oct 9 | vs. Auburndale * | View H2H | Kowboy Field | — | 7:00 PM |
| Fri, Oct 16 | vs. Sebring * | View H2H | Kowboy Field | — | 7:00 PM |
| Fri, Oct 23 | @ Bartow * | View H2H | Bartow Memorial Stadium | — | 7:00 PM |
| Fri, Oct 30 | OPEN | -- | — | -- |
* District game
CHAMPIONSHIPS
State Playoff Championships
None
State Mythical Championships
None
District Championships
None
Open Division Championships
None
ALL-TIME RECORDS
Records
Overall Record
2-4
Win Percentage
33.3%
Home Record
0-2
Away Record
1-2
Neutral Record
1-0
Unknown Record
0-0
Playoff Record
2-0
Points For (All-Time)
99
Points Against (All-Time)
147
Championships
State Playoff Titles
0
State Mythical Titles
0
District Titles
0
BY THE NUMBERS
By The Numbers
Seasons
6
Winning Seasons
2
Losing Seasons
4
Most Wins In A Season
1 (2024)
Most Losses In A Season
1 (2025)
10-Win Seasons
0
Most Points Scored In A Game
41 (12/06/2024)
Most Points Scored In A Season
41 (2024)
Most Points Allowed In A Game
56 (10/28/2005)
Most Points Allowed In A Season
56 (2005)
Largest Margin of Victory
14 (12/18/1998)
Largest Margin of Defeat
56 (10/28/2005)
Shutouts (All-Time)
0
Been Shutout (All-Time)
1
Last Shutout
—
Last Been Shutout
10/28/2005
Playoff Records
Overall Playoff Record
2-0
Playoff Appearances
2
By The Decade
2020s
1-2
2000s
0-2
1990s
1-0
Record When Scoring
Points Scored
Record
Less Than 10
0-2
10 or More
2-2
20 or More
2-0
30 or More
1-0
40 or More
1-0
Record When Allowing
Points Allowed
Record
Less Than 10
0-1
10 or More
2-3
20 or More
1-1
30 or More
1-1
40 or More
0-1
Streaks
Current Streak
2 L
Longest Win Streak
1 (12/18/1998)
Longest Losing Streak
2 (10/28/2005–10/27/2006)
Longest Running Rivalry
Osceola (Kissimmee) & Lakeland have played 2 games.
Osceola (Kissimmee) has won 0 games.
Lakeland has won 2 games.
RECENT ARTICLES
STADIUM
Stadium Name
Kowboy Field
Kowboy Field
Address
420 S Thacker Ave, Kissimmee, FL 34741
420 S Thacker Ave, Kissimmee, FL 34741
No Photo Available
NOTE: All team pages, team histories and all associated content connected to FLHSFBpedia is a continual work in progress. We are seeking anyone who wants to contribute information on one team or 100 teams. Please email Joshua Wilson at joshua.wilson@floridahsfootball.com to learn more on how you can help contribute. The fun is just getting started in preserving Florida's rich high school football history!
