| Year | Date | Opponent | Us | Them | Result | W | L | T | OT | Where | Location | Field | Coach | Notes |
| 1974 | 11/16 | Northwood | 13 | 23 | L | 1 | Home | Cumberland | Fort Hill Stadium | Charlie Lattimer | playoff at Cumberland | |||
| 1975 | 11/16 | Northwood | 33 | 27 | W | 1 | 2OT | Neutral | Gaithersburg | Charlie Lattimer | playoff at Gaithersburg | |||
| 1975 | 11/23 | Frederick Douglass | 34 | 8 | W | 1 | Neutral | Fort Washington | Charlie Lattimer | championship at Fort Washington | ||||
| 1977 | 11/18 | John F. Kennedy Wheaton | 7 | 8 | L | 1 | Neutral | Hagerstown | Charlie Lattimer | playoff at Hagerstown | ||||
| 1979 | 11/17 | Cambridge South Dorchester | 12 | 20 | L | 1 | Away | Cambridge | Jim Chaney | playoff at Cambridge | ||||
| 1984 | 11/17 | John F. Kennedy | 10 | 17 | L | 1 | Away | Wheaton | Dick Bittner | playoff at Wheaton | ||||
| 1985 | 11/16 | Queen Anne's | 35 | 6 | W | 1 | Home | Cumberland | Greenway Avenue Stadium | Dick Bittner | playoff at Cumberland | |||
| 1985 | 11/23 | McDonough | 21 | 24 | L | 1 | Away | Waldorf | White Plains Center | Dick Bittner | playoff at Waldorf | |||
| 1986 | 11/15 | Overlea | 48 | 0 | W | 1 | Away | Baltimore | Dundalk Community College | Mike Calhoun | playoff at Baltimore | |||
| 1986 | 11/22 | McDonogh | 26 | 9 | W | 1 | Away | Waldorf | White Plains Center | Mike Calhoun | playoff at Waldorf | |||
| 1986 | 11/29 | Magruder | 7 | 28 | L | 1 | Neutral | College Park | Byrd Stadium | Mike Calhoun | championship at College Park | |||
| 1987 | 11/14 | Lackey | 18 | 12 | W | 1 | 1OT | Away | Waldorf | White Plains Center | Mike Calhoun | playoff at Waldorf | ||
| 1987 | 11/21 | Linganore | 13 | 14 | L | 1 | Away | New London | Mike Calhoun | playoff at New London | ||||
| 1990 | 11/16 | Damascus | 9 | 10 | L | 1 | Home | Cumberland | Greenway Avenue Stadium | Mike Calhoun | playoff at Cumberland | |||
| 1992 | 11/14 | Chesapeake | 28 | 20 | W | 1 | Home | Cumberland | Greenway Avenue Stadium | Mike Calhoun | playoff at Cumberland | |||
| 1992 | 11/21 | Walkersville | 19 | 20 | L | 1 | 1OT | Home | Cumberland | Greenway Avenue Stadium | Mike Calhoun | playoff at Cumberland | ||
| 1993 | 11/12 | Damascus | 12 | 13 | L | 1 | Away | Damascus | Mike Calhoun | playoff at Damascus | ||||
| 1994 | 11/18 | Oakland Mills | 30 | 18 | W | 1 | Home | Cumberland | Greenway Avenue Stadium | Mike Calhoun | playoff at Cumberland | |||
| 1994 | 11/25 | Allegany | 24 | 14 | W | 1 | Home | Cumberland | Greenway Avenue Stadium | Mike Calhoun | playoff at Cumberland | |||
| 1994 | 12/1 | Dunbar | 15 | 30 | L | 1 | Neutral | Hagerstown | School Stadium | Mike Calhoun | championship at Hagerstown | |||
| 1995 | 11/18 | Forest Park | 42 | 12 | W | 1 | Away | Baltimore | Mike Calhoun | playoff at Baltimore | ||||
| 1995 | 11/25 | Potomac | 15 | 22 | L | 1 | Home | Cumberland | Greenway Avenue Stadium | Mike Calhoun | playoff at Cumberland | |||
| 1996 | 11/15 | Aberdeen | 32 | 7 | W | 1 | Away | Aberdeen | Mike Calhoun | playoff at Aberdeen | ||||
| 1996 | 11/23 | City College Baltimore | 27 | 14 | W | 1 | Away | Baltimore | Mike Calhoun | playoff at Baltimore | ||||
| 1996 | 11/30 | Wheaton | 0 | 21 | L | 1 | Neutral | College Park | Byrd Stadium | Mike Calhoun | championship at College Park | |||
| 1997 | 11/15 | Rockville | 49 | 7 | W | 1 | Home | Cumberland | Greenway Avenue Stadium | Mike Calhoun | playoff at Cumberland | |||
| 1997 | 11/21 | Middletown | 21 | 0 | W | 1 | Home | Cumberland | Greenway Avenue Stadium | Mike Calhoun | playoff at Cumberland | |||
| 1997 | 11/29 | Dunbar | 22 | 6 | W | 1 | Neutral | College Park | Byrd Stadium | Mike Calhoun | championship at College Park | |||
| 1998 | 11/14 | Baltimore Poly | 14 | 13 | W | 1 | Away | Baltimore | Mike Calhoun | playoff at Baltimore | ||||
| 1998 | 11/20 | Randallstown | 22 | 19 | W | 1 | Away | Randallstown | Mike Calhoun | playoff at Randallstown | ||||
| 1998 | 11/28 | Urbana | 7 | 24 | L | 1 | Neutral | College Park | Byrd Stadium | Mike Calhoun | championship at College Park | |||
| 2000 | 11/18 | Gwynn Park | 13 | 20 | L | 1 | Away | Gwynn Park | Barry Lattimer | playoff at Gwynn Park | ||||
| 2003 | 11/14 | North Hagerstown | 13 | 33 | L | 1 | Away | Hagerstown | Barry Lattimer | playoff at Hagerstown | ||||
| 2004 | 11/13 | Walkersville | 57 | 14 | W | 1 | Home | Cumberland | Greenway Avenue Stadium | Barry Lattimer | playoff at Cumberland | |||
| 2004 | 11/19 | Francis Scott Key | 56 | 0 | W | 1 | Home | Cumberland | Greenway Avenue Stadium | Barry Lattimer | playoff at Cumberland | |||
| 2004 | 11/27 | Potomac | 0 | 14 | L | 1 | Away | Oxon Hill | Barry Lattimer | playoff at Oxon Hill | ||||
| 2005 | 11/18 | Allegany | 16 | 38 | L | 1 | Away | Cumberland | Greenway Avenue Stadium | Barry Lattimer | playoff at Cumberland | |||
| 2006 | 11/17 | Beall | 51 | 14 | W | 1 | Home | Cumberland | Greenway Avenue Stadium | Barry Lattimer | playoff at Cumberland | |||
| 2006 | 11/24 | Allegany | 51 | 19 | W | 1 | Home | Cumberland | Greenway Avenue Stadium | Barry Lattimer | playoff at Cumberland | |||
| 2006 | 12/2 | Harve de Grace | 57 | 14 | W | 1 | Home | Cumberland | Greenway Avenue Stadium | Barry Lattimer | playoff at Cumberland | |||
| 2006 | 12/9 | Dunbar | 23 | 38 | L | 1 | Neutral | Baltimore | M & T Bank Stadium | Barry Lattimer | championship at Baltimore | |||
| 2007 | 11/17 | Smithsburg | 45 | 0 | W | 1 | Home | Cumberland | Greenway Avenue Stadium | Barry Lattimer | playoff at Cumberland | |||
| 2007 | 11/23 | Allegany | 7 | 28 | L | 1 | Away | Cumberland | Greenway Avenue Stadium | Barry Lattimer | playoff at Cumberland | |||
| 2008 | 11/14 | Boonsboro | 35 | 0 | W | 1 | Home | Cumberland | Greenway Avenue Stadium | Todd Appel | playoff at Cumberland | |||
| 2008 | 11/21 | Allegany | 21 | 14 | W | 1 | Home | Cumberland | Greenway Avenue Stadium | Todd Appel | playoff at Cumberland | |||
| 2008 | 11/28 | Joppatowne | 28 | 0 | W | 1 | Home | Cumberland | Greenway Avenue Stadium | Todd Appel | playoff at Cumberland | |||
| 2008 | 12/6 | Dunbar | 19 | 20 | L | 1 | Neutral | Baltimore | M & T Bank Stadium | Todd Appel | championship at Baltimore | |||
| 2009 | 11/13 | Smithsburg | 45 | 0 | W | 1 | Home | Cumberland | Greenway Avenue Stadium | Todd Appel | playoff at Cumberland | |||
| 2009 | 11/20 | Allegany | 14 | 35 | L | 1 | Home | Cumberland | Greenway Avenue Stadium | Todd Appel | playoff at Cumberland | |||
| 2010 | 11/12 | Smithsburg | 42 | 6 | W | 1 | Home | Cumberland | Greenway Avenue Stadium | Todd Appel | playoff at Cumberland | |||
| 2010 | 11/19 | Mountain Ridge | 25 | 0 | W | 1 | Away | Frostburg | Miners Stadium | Todd Appel | playoff at Frostburg | |||
| 2010 | 11/27 | Dunbar | 14 | 20 | L | 1 | Away | Baltimore | Todd Appel | playoff at Baltimore | ||||
| 2011 | 11/11 | Brunswick | 49 | 27 | W | 1 | Home | Cumberland | Greenway Avenue Stadium | Todd Appel | playoff at Cumberland | |||
| 2011 | 11/18 | Boonsboro | 26 | 7 | W | 1 | Home | Cumberland | Greenway Avenue Stadium | Todd Appel | playoff at Cumberland | |||
| 2011 | 11/26 | Perryville | 14 | 20 | L | 1 | 1OT | Home | Cumberland | Greenway Avenue Stadium | Todd Appel | playoff at Cumberland | ||
| 2012 | 11/9 | Allegany | 21 | 20 | W | 1 | 1OT | Home | Cumberland | Greenway Avenue Stadium | Todd Appel | playoff at Cumberland | ||
| 2012 | 11/16 | Brunswick | 42 | 46 | L | 1 | Home | Cumberland | Greenway Avenue Stadium | Todd Appel | playoff at Cumberland | |||
| 2013 | 11/15 | Manchester Valley | 46 | 7 | W | 1 | Home | Cumberland | Greenway Avenue Stadium | Todd Appel | playoff at Cumberland | |||
| 2013 | 11/22 | North Carroll | 49 | 6 | W | 1 | Home | Cumberland | Greenway Avenue Stadium | Todd Appel | playoff at Cumberland | |||
| 2013 | 11/29 | Surrattsville | 42 | 0 | W | 1 | Home | Cumberland | Greenway Avenue Stadium | Todd Appel | playoff at Cumberland | |||
| 2013 | 12/7 | Frederick Douglass | 25 | 0 | W | 1 | Neutral | Baltimore | M & T Bank Stadium | Todd Appel | championship at Baltimore | |||
| 2014 | 11/14 | Northern Garrett | 65 | 16 | W | 1 | Home | Cumberland | Greenway Avenue Stadium | Todd Appel | playoff at Cumberland | |||
| 2014 | 11/21 | North Carroll | 56 | 20 | W | 1 | Home | Cumberland | Greenway Avenue Stadium | Todd Appel | playoff at Cumberland | |||
| 2014 | 11/28 | Surrattsville | 36 | 20 | W | 1 | Home | Cumberland | Greenway Avenue Stadium | Todd Appel | playoff at Cumberland | |||
| 2014 | 12/6 | Frederick Douglass | 40 | 8 | W | 1 | Neutral | Baltimore | M & T Bank Stadium | Todd Appel | championship at Baltimore | |||
| 2015 | 11/13 | Northern Garrett | 33 | 6 | W | 1 | Home | Cumberland | Greenway Avenue Stadium | Todd Appel | playoff at Cumberland | |||
| 2015 | 11/20 | Allegany | 14 | 7 | W | 1 | Home | Cumberland | Greenway Avenue Stadium | Todd Appel | playoff at Cumberland | |||
| 2015 | 11/27 | Forestville | 55 | 22 | W | 1 | Home | Cumberland | Greenway Avenue Stadium | Todd Appel | playoff at Cumberland | |||
| 2015 | 12/5 | Harve de Grace | 44 | 14 | W | 1 | Neutral | Baltimore | M & T Bank Stadium | Todd Appel | championship at Baltimore | |||
| 2016 | 11/11 | Northern Garrett | 42 | 6 | W | 1 | Home | Cumberland | Greenway Avenue Stadium | Todd Appel | playoff at Cumberland | |||
| 2016 | 11/18 | Allegany | 26 | 14 | W | 1 | Home | Cumberland | Greenway Avenue Stadium | Todd Appel | playoff at Cumberland | |||
| 2016 | 11/26 | Kent County | 49 | 6 | W | 1 | Home | Cumberland | Greenway Avenue Stadium | Todd Appel | playoff at Cumberland | |||
| 2016 | 12/10 | Harve de Grace | 35 | 14 | W | 1 | Neutral | Annapolis | Navy Marine Corps Stadium | Todd Appel | championship at Annapolis | |||
| 2017 | 11/10 | Southern Garrett | 48 | 6 | W | 1 | Home | Cumberland | Greenway Avenue Stadium | Todd Appel | playoff at Cumberland | |||
| 2017 | 11/17 | Allegany | 21 | 20 | W | 1 | Home | Cumberland | Greenway Avenue Stadium | Todd Appel | playoff at Cumberland | |||
| 2017 | 11/24 | Lackey | 34 | 33 | W | 1 | Home | Cumberland | Greenway Avenue Stadium | Todd Appel | playoff at Cumberland | |||
| 2017 | 12/2 | Dunbar | 26 | 30 | L | 1 | Neutral | Annapolis | Navy Marine Corps Stadium | Todd Appel | championship at Annapolis | |||
| 2018 | 11/9 | Southern Garrett | 59 | 8 | W | 1 | Home | Cumberland | Greenway Avenue Stadium | Todd Appel | playoff at Cumberland | |||
| 2018 | 11/16 | Catoctin | 55 | 6 | W | 1 | Home | Cumberland | Greenway Avenue Stadium | Todd Appel | playoff at Cumberland | |||
| 2018 | 11/24 | Harve de Grace | 43 | 6 | W | 1 | Home | Cumberland | Greenway Avenue Stadium | Todd Appel | playoff at Cumberland | |||
| 2018 | 12/1 | Douglass | 20 | 8 | W | 1 | Neutral | Annapolis | Navy Marine Corps Stadium | Todd Appel | championship at Annapolis | |||
| 2019 | 11/8 | Brunswick | 35 | 21 | W | 1 | Home | Cumberland | Greenway Avenue Stadium | Todd Appel | playoff at Cumberland | |||
| 2019 | 11/15 | Williamsport | 64 | 22 | W | 1 | Home | Cumberland | Greenway Avenue Stadium | Todd Appel | playoff at Cumberland | |||
| 2019 | 11/22 | Randallstown | 53 | 13 | W | 1 | Home | Cumberland | Greenway Avenue Stadium | Todd Appel | playoff at Cumberland | |||
| 2019 | 11/29 | Cotoctin | 0 | 41 | L | 1 | Away | Thurmont | Todd Appel | playoff at Thurmont | ||||
| [1] | 2,564 | 1,293 | 58 | 27 | 0 | .682 | playoff at | |||||||
| 30.16 | 15.21 | 14.95 | ||||||||||||