PIONEERS
Founded:
Colors: Maroon & White
Conference: Siouxland
County: Dickinson
Website: okobojischools.org
STATE TOURNAMENT HISTORY
STATE CHAMPIONSHIPS
TEAM CHAMPIONSHIPS
BOYS
| Sport | Titles | Years |
| Cross Country | 1 | 1973 |
| Track & Field | 2 | 2003, 2025 |
GIRLS
None
INDIVIDUAL CHAMPIONSHIPS
BOYS
| Sport | Titles |
| Golf | 1 individual |
| Track & Field | 12 individual outdoor |
GIRLS
| Sport | Titles |
| Cross Country | 3 individual |
| Tennis | 1 doubles (Spirit Lake-Okoboji), 1 singles (Spirit Lake-Okoboji) |
| Track & Field | 19 individual outdoor |
STATE TOURNAMENT APPEARANCES
TEAM QUALIFIERS
BOYS
| Sport | # | Years |
| Baseball | 2 | 2003, 2008 |
| Basketball | 2 | 1993, 2003 |
| Cross Country | 1 | 2024 |
| Football | 2 | 1980, 2008 |
| Golf | 7 | 1976, 1977, 1984, 1985, 2003, 2004, 2005 |
| Soccer | 2 | 2011, 2012 (Spirit Lake-Okoboji) |
| Tennis | 2 | 1996, 1999 (Spirit Lake-Okoboji) |
GIRLS
| Sport | # | Years |
| Basketball | 1 | 2016 |
| Golf | 3 | 1977, 2018, 2019 |
| Softball | 2 | 2005, 2009 |
| Tennis | 2 | 2004, 2005, 2006, 2021 (Spirit Lake-Okoboji) |
