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 | 3-7 | 134–200 |
| Regular Season | 3-7 | 134–200 |
| District | 1-4 | 65–118 |
| Playoffs | 0-0 | 0–0 |
| Postseason Bowl | 0-0 | 0–0 |
| Unclassified Games | 0-0 | 0–0 |
| Home | 2-3 | 86–109 |
| Away | 1-4 | 48–91 |
| Neutral | 0-0 | 0–0 |
| Unknown Location | 0-0 | 0–0 |
Overall records include completed Regular Season, Playoff, Bowl, and Unknown games. Kickoff Classics are excluded from official records.
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 | W | 34-7 |
| Fri, Sep 4 | @ Lake Mary | View H2H | Doug Peters Field at Don T. Reynolds Stadium | W | 17-9 |
| Fri, Sep 11 | vs. Lakeland * | View H2H | Kowboy Field | L | 6-40 |
| Fri, Sep 18 | @ Lake Wales | View H2H | Legion Field | L | 3-35 |
| Fri, Sep 25 | vs. Lake Gibson (Lakeland) * | View H2H | Kowboy Field | L | 13-28 |
| Fri, Oct 2 | @ Dr. Phillips (Orlando) | View H2H | Bill Spoone Stadium | L | 0-13 |
| Fri, Oct 9 | vs. Auburndale * | View H2H | Kowboy Field | W | 16-14 |
| Fri, Oct 16 | vs. Sebring * | View H2H | Kowboy Field | L | 17-20 |
| Fri, Oct 23 | @ Bartow * | View H2H | Bartow Memorial Stadium | L | 13-16 |
| Fri, Oct 30 | OPEN | -- | — | -- |
* District game
CHAMPIONSHIPS
State Playoff Championships 1
1998 (5A)
State Mythical Championships
None
District Championships 1
1998
Open Division Championships
None
ALL-TIME RECORDS
Records
Overall Record
22-27
Win Percentage
44.9%
Home Record
13-11
Away Record
8-13
Neutral Record
1-3
Unknown Record
0-0
Playoff Record
10-7
Points For (All-Time)
1,127
Points Against (All-Time)
985
Championships
State Playoff Titles
1
State Mythical Titles
0
District Titles
1
BY THE NUMBERS
By The Numbers
Seasons
18
Winning Seasons
4
Losing Seasons
12
Most Wins In A Season
13 (1998)
Most Losses In A Season
7 (2026)
10-Win Seasons
1
Most Points Scored In A Game
81 (09/11/1998)
Most Points Scored In A Season
642 (1998)
Most Points Allowed In A Game
62 (09/24/2010)
Most Points Allowed In A Season
200 (2026)
Largest Margin of Victory
81 (09/11/1998)
Largest Margin of Defeat
56 (10/28/2005)
Shutouts (All-Time)
4
Been Shutout (All-Time)
4
Last Shutout
12/11/1998
Last Been Shutout
10/02/2026
Playoff Records
Overall Playoff Record
10-7
Total Playoff Games
17
Playoff Win Percentage
58.8%
Playoff Appearances
10
Consecutive Playoff Appearances
4 (2011–2014)
Appearance Years
1998, 2007, 2008, 2011, 2012, 2013, 2014, 2017, 2022, 2024
By The Decade
2020s
4-12
2010s
3-6
2000s
2-7
1990s
13-2
Record When Scoring
Points Scored
Record
Less Than 10
0-12
10 or More
22-15
20 or More
19-4
30 or More
15-0
40 or More
6-0
Record When Allowing
Points Allowed
Record
Less Than 10
11-1
10 or More
11-26
20 or More
6-20
30 or More
1-8
40 or More
0-4
Streaks
Current Streak
2 L
Longest Win Streak
7 (09/04/1998–10/23/1998)
Longest Losing Streak
8 (12/14/2007–11/25/2011)
Longest Running Rivalry
Osceola (Kissimmee) & Lakeland have played 17 games.
Osceola (Kissimmee) has won 5 games.
Lakeland has won 12 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
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