A new football season will begin this month for the James Caldwell High School Chiefs, who play in the Super Essex Conference Colonial Division. The following is the upcoming schedule for the team.
- Friday, Sept. 20: Away at Cedar Grove High School at 7 p.m.
- Friday, Sept. 27: Away at West Essex High School at 7 p.m.
- Saturday, Oct. 5: Home vs. Belleville High School at 2 p.m.
- Friday, Oct. 11: Away at West Side High School at 7 p.m.
- Saturday, Oct. 19: Home vs. Barringer High School at 1 p.m.
- Saturday, Oct. 26: Home vs. Orange High School 2 p.m.
- Friday, Nov. 1: Away at Millburn High School at 7 p.m.
- Saturday, Nov. 9: Away at Irvington High School
- Thursday, Nov. 28: Home vs. Verona High School