Wilmington opened its 2019 season with a pair of 1-0 defeats against non-conference teams that would finish with winning records. The Fightin' Quakers fell to Thomas More College on Sept. 4.
Next up was the home-opener against Anderson University on Sept. 7. Via a penalty kick late in the first half, the Ravens took the win.
Wilmington got its first win of the season at Cincinnati Christian University 6-2 on Sept. 11. The Quakers then return to Williams Stadium for a convincing 3-0 triumph over Bethany College (West Virginia).
Standing at an even 2-2-0, Wilmington welcomed Earlham College to Williams Stadium for a Quaker Bowl Rivalry game. An early second-half goal gave WC a win in a defensive contest.
After a double-overtime, scoreless draw at Wittenberg University, the Figthin' Quakers concluded non-conference play with two more Heartland Collegiate Athletic Conference (HCAC) foes. The first - a win over Transylvania University on Sept. 25.
The second - a dominant win over Defiance College.
With three games to play in the regular season, the Quakers were a single victory from a berth in the OAC Tournament. That birth would have to wait, however, as losses at Baldwin Wallace University (1-0) and against Capital University on Senior Night (3-0) delayed the gratification of a postseason appearance.
Similar to 2018, Wilmington played John Carroll University in the regular season finale. A win or a tie would seal a postseason game for the program for the first time since 2019.
This time, the Quakers finished, delivering perhaps their best game of the season in a 2-0 win in University Heights.