Here is a quick primer on how to use the table below.
| Season | Date | Away Team | Away Score | Home Team | Home Score | Notes | Source |
|---|---|---|---|---|---|---|---|
| 1954 | Friday, October 1, 1954 | Chugwater | 6 | Glendo | 44 | CTH/PCR | |
| 1954 | Wednesday, October 6, 1954 | Guernsey | 51 | Chugwater | 19 | GG | |
| 1954 | Friday, October 29, 1954 | Glendo | 51 | Chugwater | 24 | CTH | |
| 1955 | Friday, September 23, 1955 | Sunrise | Chugwater | ||||
| 1955 | Friday, September 30, 1955 | Chugwater | 7 | Glendo | 33 | TT/PCR | |
| 1955 | Friday, October 21, 1955 | Chugwater | 6 | Albin | 47 | TT | |
| 1956 | Friday, September 28, 1956 | Lyman (NE) | 70 | Chugwater | 6 | TT/PCR | |
| 1956 | Tuesday, October 9, 1956 | Chugwater | 6 | Sunrise | 38 | GG | |
| 1956 | Friday, October 26, 1956 | Chugwater | 19 | Guernsey | 40 | TT | |
| 1956 | Friday, November 9, 1956 | Chugwater | 26 | Huntley | 27 | TT/PCR | |
| 1957 | Friday, September 20, 1957 | Chugwater | 6 | Glendo | 47 | CTH/SP | |
| 1957 | Friday, October 11, 1957 | Sunrise | 27 | Chugwater | 6 | TT/GG | |
| 1957 | Friday, October 18, 1957 | Chugwater | 6 | Guernsey | 47 | CTH/GG | |
| 1957 | Friday, October 25, 1957 | Huntley | Chugwater | postponed-bad field | |||
| Season | Date | Away Team | Away Score | Home Team | Home Score | Notes | Source |