Count: 22
Race Date | Class | Series | Race | Car Count | Winner | Start | Story |
Saturday, May 4, 2019 | Wing 360 | MSA | | 39 | Kevin Karnitz | | Kevin Karnitz wins MSA season opener at PDTR | |
Saturday, May 11, 2019 | Wing 360 | MSA | | 40 | Josh Walter | | Josh Walter picks up win at PDTR | |
Saturday, May 25, 2019 | Wing 360 | MSA | | 38 | Bill Taylor | | Bill Taylor gets first career A-Main win at PDTR | |
Saturday, June 1, 2019 | Wing 360 | MSA | | 35 | Kevin Karnitz | | Kevin Karnitz gets 2nd win at PDTR | |
Saturday, June 8, 2019 | Wing | IRA | | 28 | Jake Blackhurst | 3 | Blackhursts Bests Balog at PDTR | |
| Midget | BMARA | | 22 | Jack Routson | 11 | Routson scores thrilling Badger Midget win at Plymouth | |
| Wing 360 | MSA | | 35 | Kurt Davis | | Kurt Davis gets first win of 2019 | |
Saturday, June 15, 2019 | Wing 360 | MSA | | 36 | Will Gerrits | | Will Gerrits gets first career win Saturday night at PDTR | |
Saturday, June 22, 2019 | Wing 360 | MSA | | 31 | Kurt Davis | | Kurt Davis gets second win of season at PDTR | |
Friday, June 28, 2019 | Wing 360 | MSA | | 40 | Scotty Thiel | | Scotty Thiel gets second win of 2019 | |
Saturday, July 13, 2019 | Wing 360 | MSA | | 36 | Josh Walter | | Walter fends off Arenz to capture Remembering Randy Tracy PDTR Sprint Car A main | |
Thursday, July 25, 2019 | Wing | AS,IRA | | 36 | James McFadden | 4 | James McFadden opens four-day All Star trek with victory at Plymouth Dirt Track | |
| Wing 360 | MSA | | 34 | Travis Arenz | | Arenz bags first PDTR 360 Sprint Car A-main triumph | |
Monday, July 29, 2019 | Late Model | WoOLM | | 33 | Brandon Sheppard | 4 | FIFTEEN CANDLES: Sheppard Bags Another Victory, Goes Back-to-Back at Plymouth | |
Saturday, August 10, 2019 | Wing 360 | MSA | | 29 | Jim Melis | | Jim Melis of Glenbeulah earned his 17th career Plymouth Dirt Track Racing 360 Sprint Car A-main victory | |
Saturday, August 17, 2019 | Wing 360 | MSA | | 31 | Kurt Davis | | Kurt Davis gets A-Main win at PDTR | |
Friday, August 23, 2019 | Wing 360 | MSA | | 34 | Danny Schlafer | | Danny Schlafer gets first win of 2019 | |
Saturday, August 31, 2019 | Wing | IRA | | 26 | Tony Stewart | 2 | Ford/Smoke First on Race Day | |
| Wing 360 | MSA | | 33 | Brandon McMullen | | Brandon McMullen wins MSA at Plymouth | |
Saturday, September 14, 2019 | Wing 360 | MSA | | 28 | Adam Miller | | Adam Miller gets first career A-Main win | |
Saturday, September 28, 2019 | Wing | IRA | WI Sprint Car Championships | 31 | Jeremy Schultz | 16 | Schultz Wins 410 Feature on Wisconsin Sprint Car Championship Night | |
| Wing 360 | MSA | | 33 | Brandon McMullen | | McMullen wins Wisconsin Sprint Car Championship A-main | |