Durham Region Senior Champions 1971 onward

		2016 Paul Dwyer
2015 Paul Dwyer	2014 Paul Dwyer	2013 St. Mary	2012 Donald A. Wilson	2011 Donald A. Wilson
2010 Holy Trinity	2009 Donald A. Wilson	2008 Donald A. Wilson	2007 Donald A. Wilson	2006 Pickering
2005 Pickering	2004 Pickering	2003 St. Mary	2002 St. Mary	2001 St. Mary
2000 St. Mary	1999 St. Mary	1998 League did not operate	1997 Henry Street	1996 Uxbridge
1995 Dunbarton	1994 Pickering	1993 Pickering	1992 Paul Dwyer	1991 Henry Street
1990 Pickering	1989 Pickering	1988 Pickering	1987 Paul Dwyer	1986 Pickering
1985 Henry Street	1984 Paul Dwyer	1983 Pickering	1982 Paul Dwyer	1981 Pickering
1980 Henry Street	1979 Henry Street	1978 Paul Dwyer	1977 Henry Street	1976 Pickering
1975 Pickering	1974 Eastdale	1973 Paul Dwyer	1972 (see note below)	1971 Oshawa Central

1972: A labour dispute resulted in no formal games for the season. Within Oshawa, Donevan would defeat Eastdale for the City Championship however a column in the Oshawa Times indicated that the championship had been awarded to Courtice by the teachers. The labour dispute did not affect the Kawartha-Pine Ridge board of which Courtice was a member. In the Oshawa Championship game, coaching was handled by school graduates and coaches from the Oshawa Hawkeyes football program
The trophy for the league champions does not have a plaque for 1972 which implies that either Courtice was awarded the Junior Championship only (the Junior trophy does have a plate) or someone removed the plate at a later date. It should be noted that Courtice apparently did not win a football game during 1971 at either the Junior or Senior Level, which would not have bode well for the 1972 Senior team.

Tier Two / Bronze / B Championships

2016 Not Contested
2015 Notre Dame	2014 Ajax	2013 Sinclair	2012 St. Mary	2011 Paul Dwyer
2010 Port Perry	2009 Sinclair	2008 Brock	2007 Pine Ridge	2006 Pine Ridge
2005 Port Perry	2004 Paul Dwyer	2003 Pine Ridge	2002 Uxbridge	2001 Sinclair

The "B" Championships were introduced in 2001 due to the growth of football within Durham and several different formats were used for the "B" Pool playdowns. The formats used are listed in reverse chronological order:

2013: Teams finishing seventh through tenth in the AAAA Division competed for the Tier Two Championship.

2008 - 2012: The league was divided into two Tiers with each Tier playing down to a champion.

2007: The teams ranked ninth through sixteenth played for the B Championship

2006: The teams finishing fifth through eighth in both divisions advanced to the B Championship

2005: The teams finishing fourth through sixth in each of the two divisions played for the B Championship

2004: The two teams who lost in the semi-final played for the Bronze award

2003 - 2004: The two teams who lost in the semi-final played for the Bronze award

2001 - 2002: Teams finishing fifth through eighth played for the B Championship

The AA/AAA Division was introduced at the Senior level in 2013 to provide competition for the smaller sized schools within the Durham Region based on OFSAA classifications. Schools meeting this criteria may elect to compete in the AAAA Senior division. Although the regular season schedules are intermixed, separate division standings are kept to determine playoff structure.

In 2014, there were six eligible schools: Bowmanville, Eastdale, Holy Trinity, O'Neill, Paul Dwyer and St. Stephen. Holy Trinity, Paul Dwyer and St. Stephen each elected to compete within the AAAA division.

In 2013, there were five eligible schools: Bowmanville, Eastdale, Holy Trinity, Paul Dwyer and St. Stephen. Of these five, both Holy Trinity and Paul Dwyer elected to compete within the AAAA division.