Count: 25
| Race Date | Class | Series | Race | Car Count | Winner | Start | Story |
| Saturday, May 6, 2023 | Wing 360 | MSA | Opening Night | 22 | Ben Schmidt | 2 | Schmidt opens 2023 PDTR-MSA season with A-main triumph | |
| Saturday, May 13, 2023 | Wing 360 | MSA | | 28 | Brandon McMullen | 4 | McMullen proves masterful in claiming first 2023 MSA triumph at Plymouth Dirt Track | |
| Saturday, May 20, 2023 | Wing | IRA | | 31 | Jordan Goldesberry | 5 | GOLDESBERRY TRIUMPHS IN PLYMOUTH THRILLER | |
| Midget | BMARA | | 31 | Jace Sparks | 1 | SPARKS LIGHTS UP THE NIGHT IN PLYMOUTH | |
| Wing 360 | MSA | | 27 | Lance Fassbender | 1 | Fassbender goes flag to flag to bag MSA - PDTR 360 Sprint A main triumph | |
| Saturday, June 3, 2023 | Wing | AS,IRA | Rayce Rudeen Foundation Race | 41 | Rico Abreu | 1 | Rico Abreu goes wire-to-wire for $26,000 payday in Rayce Rudeen Foundation Race at Plymouth Dirt Track | |
| Wing 360 | MSA | | 25 | Brandon McMullen | 1 | McMullen proves advantageous in securing third MSA Sprint Car victory of 2023 season | |
| Saturday, June 10, 2023 | Wing 360 | MSA | | 19 | Tony Wondra | 2 | Wondra captures Plymouth MSA main event triumph in 31st season | |
| Saturday, June 17, 2023 | Midget | BMARA | | 20 | Brandon Waelti | 9 | WAELTI EARNS PLYMOUTH DIRT TRACK WIN WITH LATE PASS | |
| Wing 360 | MSA | | 25 | Ben Schmidt | 6 | Schmidt secures third 2023 MSA 360 Sprint Car A-main victory | |
| Saturday, June 24, 2023 | Wing 360 | MSA | | 22 | Ben Schmidt | 3 | Schmidt tallies fourth 2023 MSA triumph as late Cole Possi remembered at Plymouth | |
| Saturday, July 1, 2023 | Wing | IRA | Scott Semmelmann Memorial | 28 | Travis Arenz | 6 | ARENZ JOINS THE WINNER’S CLUB | |
| Wing 360 | MSA | | 25 | Ben Schmidt | 2 | Schmidt scores third straight MSA triumph at Plymouth Dirt Track | |
| Saturday, July 8, 2023 | Wing 360 | MSA | | 19 | Ben Schmidt | 4 | Schmidt sets standard with record fourth straight PDTR-MSA 360 Sprint Car A-main triumph | |
| Saturday, July 15, 2023 | Wing 360 | MSA | | 27 | Kevin Karnitz | 6 | Karnitz cashes in first 2023 MSA A-main triumph on Plymouth Wall of Fame Night | |
| Friday, July 28, 2023 | Wing | IRA | | 27 | Greg Wilson | 6 | LAST LAP PASS: GREG WILSON WINS THIRD ANNUAL ROAD AMERICA CHALLENGE | |
| Wing 360 | MSA | | 25 | Ben Schmidt | 4 | Schmidt soars to seventh 2023 MSA victory in Plymouth Road America Challenge race | |
| Saturday, August 5, 2023 | Wing 360 | MSA | | 24 | Ben Schmidt | 6 | Schmidt cashes in ninth 2023 MSA 360 Sprint Car A main victory at Plymouth | |
| Saturday, August 12, 2023 | Wing 360 | MSA | | 24 | Brandon McMullen | 5 | McMullen retains MSA points lead with fourth series A-main victory at Plymouth Dirt Track | |
| Saturday, August 19, 2023 | Wing 360 | MSA | | 20 | Brandon McMullen | 4 | McMullen stays atop tight points battle with fifth MSA A-main triumph of 2023 campaign | |
| Friday, August 25, 2023 | Wing 360 | MSA | | 21 | Brandon McMullen | 1 | McMullen soars to sixth 2023 Plymouth MSA headliner win | |
| Saturday, September 2, 2023 | Wing | IRA | Sheboygan County Fair | 30 | Jake Neuman | 2 | NEUMAN WINS FAIR NIGHT | |
| Wing 360 | MSA | Sheboygan County Fair | 27 | Brandon McMullen | 8 | McMullen closes in on 2023 MSA title with seventh MSA A-main win at Plymouth | |
| Saturday, September 30, 2023 | Wing | IRA | Wisconsin Sprint Car Championships | 38 | Bill Balog | 1 | THIEL RETURNS TO PLYMOUTH 360 SPRINT CAR ROOTS WITH A-MAIN VICTORY | |
| Wing 360 | MSA | Wisconsin Sprint Car Championships | 33 | Scotty Thiel | 9 | Thiel returns to MSA 360 Sprint Car roots with Plymouth A-main win, McMullen earns fifth MSA title | |
