| Date | Opponent | Result | Location | Caption |
|---|---|---|---|---|
| 8/27/2021 |
@
Carlisle #61
|
W 26-3 | Carlisle High School | |
| 9/3/2021 |
@
Creston #107
|
W 28-7 | Creston High School | |
| 9/10/2021 |
vs
Van Meter #3
|
L 13-28 | Winterset High School | |
| 9/17/2021 |
vs
ADM #56
|
W 60-36 | Winterset High School | Homecoming |
| 9/24/2021 |
@
Dallas Center-Grimes #165
|
W 20-13 | Dallas Center-Grimes High School | Homecoming |
| 10/1/2021 |
vs
Glenwood #185
|
W 40-11 | Winterset High School | |
| 10/8/2021 |
vs
Council Bluffs Jefferson #286
|
W 54-20 | Council Bluffs Thomas Jefferson Baseball Field | |
| 10/15/2021 |
vs
Des Moines Hoover #309
|
W 53-0 | Winterset High School | |
| 10/22/2021 |
vs
Lewis Central #9
|
L 37-38 | Winterset High School | Senior Night |
| 10/29/2021 |
vs
Clear Creek Amana #87
|
W 24-17 | Winterset High School | 4A - First Round |
| 11/5/2021 |
vs
Decorah #52
|
W 28-19 | Winterset High School | 4A - Quarterfinals |
| 11/11/2021 |
vs
Xavier #19
|
L 14-40 | UNI-Dome | 4A - State |
