In 1987, Cajon Football won its first CIF Southern Section Championship. In 1995 the Cajon Football team was the first team in the history of San Bernardino to go undefeated in the regular season, winning games by an average score of 42-7. In the 2007-2008 school-year, Cajon won 12 San Andreas League championships (Arroyo Valley, Carter, Colton, Pacific, Rialto, San Bernardino, & San G) and the girls basketball team also won the CIF championship for the first time in Cajon's history (for any basketball team). The girls basketball team also won CIF in the 2008-2009 School year. In the 2012-2013 academic year, Cajon changed leagues to the Citrus Belt League - (Ike, AB Miller, Redlands, REV, & Yucaipa).[10] In 2017 Cajon won its second CIF football championship 54-28 against Downey High School.
Fall
Boys' Cross Country - San Andreas League champions: 2007, 2009, 2010, 2011[11]
Boys' Football - San Andrea League champions: 2008(5-0), 2009(4-1), 2010(undefeated), 2011(6-1)[12][13]
Boys' Waterpolo - San Andreas League champions: 2011(12-2)[14][15]
Girls' Cross Country - San Andreas League champions: San Andreas League champions: 2007, 2009, 2010, 2011[11]
Girls' Golf - San Andreas League champions: 2007
Girls' Tennis - San Andreas League champions: 2007, 2011[16]
Girls' Volleyball - San Andreas League champions: 2007, 2009(10-0), 2010(14-0), 201(14-0)[17]
Winter
Boys' Basketball - San Andreas League champions: 2005(9-1), 2006(9-1), 2008(9-1), 2009(undefeated), 2010(undefeated)[18][19]
Boys' Soccer - San Andreas League champions: 2010(8-1-1)[20]
Boys' Wrestling - San Andreas League champions: 1976 1999, 2008
Girls' Basketball - San Andreas League champions: 2005(undefeated), 2006(undefeated), 2007(undefeated), 2008(undefeated), 2009(undefeated), 2010(undefeated), 2011(13-1); Citrus Belt League champions: 2014[21] CIF champions: 2008, 2009(32-3),[22] 2016 CIF Division II State Champions[23]
Girls' Soccer - San Andreas League champions: 2007(9-1-0), 2008(7-2-1), 2010(8-0-2), 2011(11-2-1)[24]
Girls' Waterpolo - San Andreas League champions: 2010(undefeated), 2011 (13-1)[25]
Spring
Boys' Baseball - San Andreas League champions: 1976, 1997, 2004, 2005(12-3), 2007(13-2), 2008(14-1)[26]
Boys' Golf - San Andreas League champions: 2008
Boys' Swimming
Boys' Tennis - San Andreas League champions: 2008, 2010 CIF QF
Boys' Track & Field
- CIF Southern Section D1 4x1 champions: 2022
- CIF Southern Section D1 4x4 runner-up: 2022
- CIF State High Jump champion: 2022
- Citrus Belt League champions: 2021, 2022
Boys' Volleyball
Girls' Softball - San Andreas League champions: 2005(15-0), 2006(14-1), 2007(12-3), 2008 (14-1), 2009(15-0), 2010(13-2), 2011(13-1); CIF champion:2006[27]