1999 NCAA Division III football season

The 1999 NCAA Division III football season, part of the college football season organized by the NCAA at the Division III level in the United States, began in August 1999, and concluded with the NCAA Division III Football Championship, also known as the Stagg Bowl, in December 1999 at Salem Football Stadium in Salem, Virginia. The Pacific Lutheran Lutes won their first Division III championship by defeating the Rowan Profs, 42−13.

The Gagliardi Trophy, given to the most outstanding player in Division III football, was awarded to Danny Ragsdale, quarterback from Redlands.

Postseason
The 1999 NCAA Division III Football Championship playoffs were the 27th annual single-elimination tournament to determine the national champion of men's NCAA Division III college football. The championship Stagg Bowl game was held at Salem Football Stadium in Salem, Virginia for the seventh time. This was the first bracket to feature 28 teams after expanding from the previous format of 16 teams in place from 1985 to 1998. With the new format, four teams were given byes to the second round.

Playoff bracket
* Overtime