Count: 16
| Race Date | Class | Series | Race | Car Count | Winner | Start | Story |
| Saturday, June 6, 2020 | Wing 360 | MSA | Opening Night | 37 | Paul Pokorski | 1 | Paul Pokorski picks up opening night win at PDTR | |
| Saturday, June 13, 2020 | Wing 360 | MSA | | 36 | Adam Miller | 1 | Adam Miller wins at PDTR | |
| Saturday, July 11, 2020 | Late Model | WoOLM | | 39 | Brandon Sheppard | 4 | DAIRYLAND DOMINATOR: Sheppard Makes History with 10th Wisconsin Win at Plymouth | |
| Saturday, July 18, 2020 | Wing | IRA | | 23 | Bill Balog | 1 | Bill Balog Wins Thriller at Plymouth | |
| Wing 360 | MSA | | 36 | Brandon McMullen | 4 | McMullen wins at PDTR | |
| Saturday, July 25, 2020 | Wing 360 | MSA | | 31 | Travis Arenz | 11 | Travis Arenz wins at PDTR | |
| Thursday, July 30, 2020 | Wing | AS,IRA | Rayce Rudeen Foundation Race | 41 | Kyle Larson | 2 | Kyle Larson pads All Star Circuit of Champions win streak with $26,000 Rayce Rudeen Foundation Race victory | |
| Wing 360 | MSA | | 27 | Kurt Davis | 2 | Davis moves to top of all-time PDTR Sprint Car A-main win list | |
| Saturday, August 1, 2020 | Wing 360 | MSA | | 32 | Travis Arenz | 5 | Travis Arenz wins at PDTR | |
| Saturday, August 8, 2020 | Wing 360 | MSA | | 30 | Brandon McMullen | 3 | McMullen gets 4th MSA victory | |
| Saturday, August 15, 2020 | Wing 360 | MSA | | 31 | Travis Arenz | 5 | Travis Arenz gets third MSA win | |
| Saturday, August 22, 2020 | Wing 360 | MSA | | 28 | Ben Schmidt | 4 | Ben Schmidt gets A-Main win at PDTR | |
| Saturday, September 5, 2020 | Wing | IRA | Sheboygan County Fair | 30 | Bill Balog | 1 | Balog Wins Two Out of Three | |
| Wing 360 | MSA | Sheboygan County Fair | 29 | Brandon McMullen | 3 | McMullen gets second win of weekend | |
| Saturday, September 26, 2020 | Wing | IRA | WI Sprint Car Championships | 29 | Bill Balog | 1 | Bill Balog wins IRA at Plymouth | |
| Wing 360 | MSA | | 31 | Will Gerrits | 2 | Will Gerrits gets win at PDTR | |
