Dundalk entered the 2020 season as the reigning League Champions and League of Ireland Cup holders from 2019. Having qualified for European football for the seventh season in a row, they were entered in the 2020–21 UEFA Champions League. It was manager Vinny Perth's second season as manager until his dismissal following Dundalk's exit from Europe in the first qualifying round of the Champions League. The 2020 season was Dundalk's 12th consecutive season in the top tier of Irish football, their 85th in all, and their 94th in the League of Ireland.