This article covers the period from the founding of the club to the conclusion of the 2020 USLC Playoff Final, scheduled for November 12–16, 2020.

[1] On January 9, 2020, the USL announced the 2020 season schedule.

[3] As a USL Championship club, San Diego was set to enter the competition in the Second Round, to be played April 7–9.

[10] The second round draw had the Loyal slated to play an away match versus Los Angeles Force scheduled for April 7.

[11] Before the match could occur, however, U.S. Soccer suspended the competition on March 13 due to the COVID-19 pandemic,[12] before cancelling the competition altogether on August 17.