| 2023 |
| Fri., Nov. 3 | @ Central Catholic | L 0-56 | 1st Round Playoffs |
| 2022 |
| Fri., Nov. 4 | @ Lake Oswego | L 13-28 | 1st Round Playoffs |
| 2021 |
| Fri., Nov. 5 | @ McNary | L 7-37 | 1st Round Playoffs |
| 2019 |
| Fri., Nov. 8 | vs. Reynolds | W 55-49 | 1st Round Playoffs | | Fri., Nov. 15 | vs. Tualatin | L 35-50 | 2nd Round Playoffs |
| 2018 |
| Fri., Nov. 2 | @ Lake Oswego | L 6-42 | 1st Round Playoffs |
| 2017 |
| Fri., Nov. 3 | @ Jesuit | L 7-65 | 1st Round Playoffs |
| 2016 |
| Fri., Nov. 4 | @ Lake Oswego | L 6-35 | 1st Round Playoffs |
| 2015 |
| Fri., Nov. 6 | @ South Salem | L 20-21 | 1st Round Playoffs |
| 2014 |
| Fri., Nov. 7 | vs. Wilson | W 41-7 | 1st Round Playoffs | | Fri., Nov. 14 | @ Jesuit | L 21-35 | 2nd Round Playoffs |
| 2013 |
| Fri., Nov. 8 | vs. Reynolds | W 49-27 | 1st Round Playoffs | | Fri., Nov. 15 | vs. Oregon City | W 14-9 | 2nd Round Playoffs | | Fri., Nov. 22 | @ Tigard | L 0-42 | 3rd Round Playoffs |
| 2010 |
| | Central Catholic | L 14-43 | 1st Round Playoffs |
| 2009 |
| | Canby | L 24-62 | 1st Round Playoffs |
| 2005 |
| | Milwaukie | W 46-14 | 1st Round Playoffs | | | Beaverton | W 42-27 | 2nd Round Playoffs | | | Lincoln | L 28-56 | 3rd Round Playoffs |
| 2004 |
| | Barlow | L 10-28 | 1st Round Playoffs |
| 2003 |
| | Glencoe | W 56-28 | 1st Round Playoffs | | | Willamette | W 42-21 | 2nd Round Playoffs | | | Bend | W 52-7 | 3rd Round Playoffs | | | Canby | W 26-14 | Semi-finals Playoffs | | | Tigard | L 6-18 | Championship Game |
| 2002 |
| | Churchill | W 51-38 | 1st Round Playoffs | | | Hermiston | L 13-16 | 2nd Round Playoffs |
| 2001 |
| | Sunset | L 34-45 | 1st Round Playoffs |
| 2000 |
| | Lincoln | W 56-7 | 1st Round Playoffs | | | Glencoe | W 30-13 | 2nd Round Playoffs | | | Newberg | W 34-21 | 3rd Round Playoffs | | | Churchill | W 29-28 | Semi-finals Playoffs | | | Jesuit | L 28-38 | Championship Game |
| 1999 |
| | North Bend | W 56-12 | 1st Round Playoffs | | | Sprague | L 12-20 | 2nd Round Playoffs |
| 1998 |
| | Westview | L 28-34 | 1st Round Playoffs |
| 1995 |
| | Marshfield | L 14-21 | 1st Round Playoffs |
| 1993 |
| | Franklin | W 27-0 | 1st Round Playoffs | | | Willamette | W 62-30 | 2nd Round Playoffs | | | David Douglas | W 28-3 | 3rd Round Playoffs | | | Grants Pass | W 27-21 | Semi-finals Playoffs | | | Ashland | W 27-24 | Championship Game |
| 1992 |
| | Canby | W 42-21 | 1st Round Playoffs | | | Tigard | L 20-28 (OT) | 2nd Round Playoffs |
| 1989 |
| | Benson | L 12-42 | 1st Round Playoffs |
| 1985 |
| | South Eugene | W 35-16 | 1st Round Playoffs | | | Lebanon | W 21-16 | 2nd Round Playoffs | | | Pendleton | W 35-14 | 3rd Round Playoffs | | | Lakeridge | W 14-7 | Semi-finals Playoffs | | | Churchill | W 14-13 | Championship Game |
| 1984 |
| | Wilson | W 34-0 | 1st Round Playoffs | | | Aloha | W 20-0 | 2nd Round Playoffs | | | Churchill | W 12-7 | 3rd Round Playoffs | | | Crook County | L 6-13 | Semi-finals Playoffs |
| 1983 |
| | Franklin | W 29-7 | 1st Round Playoffs | | | Canby | L 13-15 | 2nd Round Playoffs |
| 1982 |
| | Centennial | W 59-8 | 1st Round Playoffs | | | Corvallis | W 42-14 | 2nd Round Playoffs | | | South Eugene | W 31-14 | 3rd Round Playoffs | | | Gresham | L 7-10 | Semi-finals Playoffs |
| 1981 |
| | Beaverton | W 15-13 | 1st Round Playoffs | | | Forest Grove | L 20-34 | 2nd Round Playoffs |
| 1980 |
| | Madison | W 21-0 | 1st Round Playoffs | | | South Salem | W 7-6 | 2nd Round Playoffs | | | North Bend | W 33-14 | 3rd Round Playoffs | | | Lakeridge | W 28-7 | Semi-finals Playoffs | | | Beaverton | L 6-7 | Championship Game |
| 1979 |
| | David Douglas | W 24-7 | 1st Round Playoffs | | | Forest Grove | W 13-0 | 3rd Round Playoffs | | | Sheldon | W 16-0 | Semi-finals Playoffs | | | Churchill | L 14-27 | Championship Game |
| 1978 |
| | Barlow | W 21-13 | 1st Round Playoffs | | | Churchill | W 14-8 | 3rd Round Playoffs | | | Corvallis | L 12-13 | Semi-finals Playoffs |
| 1977 |
| | Sheldon | W 24-22 | 1st Round Playoffs | | | Crescent Valley | W 35-7 | 3rd Round Playoffs | | | Pendleton | W 13-7 | Semi-finals Playoffs | | | Churchill | T 7-7 | Championship Game |
| 1974 |
| | Lake Oswego | L 29-35 | 1st Round Playoffs |
| 1973 |
| | Crescent Valley | W 21-10 | 1st Round Playoffs | | | Marshall | W 42-0 | Semi-finals Playoffs | | | Hillsboro | L 21-35 | Championship Game |
| 1970 |
| | Marshfield | W 27-8 | 1st Round Playoffs | | | Marshall | W 7-0 | Semi-finals Playoffs | | | Corvallis | L 10-21 | Championship Game |
| 1969 |
| | Thurston | W 20-10 | 1st Round Playoffs | | | Jefferson Portland | W 39-14 | Semi-finals Playoffs | | | Corvallis | W 27-0 | Championship Game |
| 1966 |
| | North Eugene | W 33-19 | 1st Round Playoffs | | | Hillsboro | L 6-7 | Semi-finals Playoffs |
| 1963 |
| | Roseburg | L 6-7 | 1st Round Playoffs |
| 1962 |
| | Roseburg | W 14-7 | 1st Round Playoffs | | | Oregon City | W 20-7 | Semi-finals Playoffs | | | North Salem | W 14-0 | Championship Game |
| 1960 |
| | South Eugene | W 47-6 | 1st Round Playoffs | | | David Douglas | L 14-20 | Semi-finals Playoffs |
| 1959 |
| | Marshfield | W 13-6 | 1st Round Playoffs | | | South Sale | W 42-6 | Semi-finals Playoffs | | | Jefferson Portland | W 7-6 | Championship Game |
| 1958 |
| | Marshfield | W 7-0 | 1st Round Playoffs | | | Pendleton | W 27-26 | Semi-finals Playoffs | | | Jefferson Portland | L 7-21 | Championship Game |
| 1957 |
| | Beaverton | L 0-19 | 1st Round Playoffs |
| 1956 |
| | Gresham | L 12-27 | 1st Round Playoffs | | | Benson | W 34-0 | Semi-finals Playoffs | | | Marshfield | L 19-40 | Championship Game |
| 1955 |
| | Marshfield | L 6-20 | 1st Round Playoffs |
| 1954 |
| | Marshfield | L 6-19 | 1st Round Playoffs |
| 1948 |
| | La Grande | W 27-0 | 3rd Round Playoffs | | | Grants Pass | L 6-13 | Semi-finals Playoffs |
| 1946 |
| | Hood River | L 7-14 | Semi-finals Playoffs |
| 1945 |
| | Grant | L 6-7 | Semi-finals Playoffs |
| 1944 |
| | Gresham | W 6-0 | Semi-finals Playoffs | | | La Grande | W 14-0 | Championship Game |
| 1940 |
| | The Dalles | W 7-0 | Semi-finals Playoffs | | | Bend | L 7-20 | Championship Game |
|
| North Medford Playoff Totals |
| Record |
69-46-1 2602-2079 |
| Home Record | 4-1 |
| Away Record | 0-9 |
|
