Count: 37
| Date | Series | Track | Race | Car Count | Winner | Start | Story |
| Saturday, May 30, 2020 | WoOLM | Davenport,IA | | 32 | Brandon Sheppard | 4 | ROCKET LAUNCH: SHEPPARD SWEEPS ‘INSIDE OUT’ WEEKEND AT DAVENPORT |
| Friday, May 29, 2020 | WoOLM | Davenport,IA | | 38 | Brandon Sheppard | 4 | BY A QUARTER: SHEPPARD EDGES THORNTON BY .007 ON DAVENPORT 1/4-MILE OVAL |
| Wednesday, May 27, 2020 | LOLM | East Bay,FL | | 29 | Brandon Overton | 2 | OVERTON EDGES ERB AT THE FINISH TO WIN FINALE AT EAST BAY |
| Tuesday, May 26, 2020 | LOLM | East Bay,FL | | 31 | Brandon Overton | 1 | OVERTON OVER DAVENPORT IN TUESDAY NIGHT ACTION AT EAST BAY |
| Monday, May 25, 2020 | LOLM | East Bay,FL | | 34 | Jonathan Davenport | 5 | DAVENPORT CHARGES TO LUCAS OIL LATE MODEL DIRT SERIES WIN AT EAST BAY |
| Saturday, May 23, 2020 | WoOLM | Jackson,MN | | 28 | Ricky Thornton | 1 | 20 FOR ’20: THORNTON BANKS $20,000 IN DRYDENE DOUBLE DOWN INVITATIONAL |
| Friday, May 22, 2020 | WoOLM | Jackson,MN | | 26 | Ricky Weiss | 2 | OH CANADA! MANITOBA’S WEISS DOMINATES JACKSON |
| Thursday, May 21, 2020 | LOLM | Golden Isles,GA | | 36 | Josh Richards | 3 | RICHARDS RECORDS FIRST LUCAS OIL SERIES WIN OF THE SEASON |
| Wednesday, May 20, 2020 | LOLM | Golden Isles,GA | | 39 | Kyle Bronson | 11 | BRONSON ESCAPES WITH LUCAS OIL SERIES WIN AT GOLDEN ISLES |
| Tuesday, May 19, 2020 | LOLM | Golden Isles,GA | | 43 | Jimmy Owens | 4 | OWENS TAKES REOPENING TOUR OPENER AT GOLDEN ISLES |
| Saturday, March 7, 2020 | WoOLM | Smoky Mountain,TN | Tennessee Tipoff | 34 | Mike Marlar | 3 | MARLAR MADNESS: Tennessean Slides Weiss to win at Smoky Mountain |
| Friday, March 6, 2020 | WoOLM | Duck River,TN | | 33 | Josh Richards | 2 | ROCKET MAN RETURNS: Richards Collects 77th Outlaws Win at Duck River |
| Saturday, February 15, 2020 | WoOLM | Volusia,FL | DIRTcar Nationals | 45 | Jimmy Owens | 2 | GATOR GETTERS: Owens Three-peats at Volusia, Sheppard Claims DIRTcar Nationals Title |
| Friday, February 14, 2020 | WoOLM | Volusia,FL | DIRTcar Nationals | 37 | Jimmy Owens | 1 | O-SHOW STOPPER: Owens Doubles Up at Volusia |
| Thursday, February 13, 2020 | WoOLM | Volusia,FL | DIRTcar Nationals | 51 | Jimmy Owens | 2 | FLORIDA’S NEWEST NIGHTMARE: Owens Earns First Career DIRTcar Nationals Gator Trophy |
| Wednesday, February 12, 2020 | WoOLM | Volusia,FL | DIRTcar Nationals | 51 | Brandon Sheppard | 8 | FIREWORKS IN FEBRUARY: Sheppard Wins on Erb Jr.’s Penalty After Wild Whitener-Overton Battle |
| Tuesday, February 11, 2020 | | Volusia,FL | DIRTcar Nationals | 48 | Tim McCreadie | 1 | McCreadie Outruns Sheppard for DIRTcar Nationals Win |
| Monday, February 10, 2020 | | Volusia,FL | DIRTcar Nationals | 44 | Brandon Sheppard | 2 | Sheppard Dominates to Continue His DIRTcar Nationals Mastery |
| Sunday, February 9, 2020 | LOLM | All-Tech,FL | | 34 | Jonathan Davenport | 4 | Davenport Collects First Series Win of the Year |
| Saturday, February 8, 2020 | LOLM | East Bay,FL | Winternationals | 55 | Brandon Sheppard | 11 | Sheppard Takes Finale at East Bay |
| | Screven,GA | Winter Freeze | 24 | Brandon Overton | | Brandon Overton wins Screven |
| Friday, February 7, 2020 | LOLM | East Bay,FL | Winternationals | 58 | Mason Zeigler | 7 | Zeigler Wins Thriller Over Bronson |
| | Screven,GA | Winter Freeze | 25 | Brandon Overton | | Brandon Overton wins Screven |
| Thursday, February 6, 2020 | LOLM | East Bay,FL | Winternationals | 58 | Brandon Sheppard | 12 | Sheppard Takes Second Win of the Week at East Bay |
| Wednesday, February 5, 2020 | LOLM | East Bay,FL | Winternationals | 65 | Tim McCreadie | 1 | McCreadie Reaches East Bay Victory Lane on Wednesday Night |
| Tuesday, February 4, 2020 | LOLM | East Bay,FL | Winternationals | 61 | Brandon Sheppard | 2 | Sheppard Returns to Lucas Oil Victory Lane at East Bay |
| Monday, February 3, 2020 | LOLM | East Bay,FL | Winternationals | 62 | Devin Moran | 2 | Moran Finally Gets East Bay Victory |
| Saturday, February 1, 2020 | LOLM | Golden Isles,GA | Super Bowl of Racing | 45 | Tim McCreadie | 1 | Tim McCreadie Takes Lucas Dirt Season Opener |
| Sunday, January 19, 2020 | | Arizona,AZ | Wild West Shootout | 39 | Brandon Sheppard | 2 | Brandon Sheppard wins Arizona |
| Saturday, January 18, 2020 | | Arizona,AZ | Wild West Shootout | 40 | Brian Shirley | 4 | Brian Shirley wins Arizona |
| Friday, January 17, 2020 | | Arizona,AZ | Wild West Shootout | 42 | Brian Shirley | 7 | Brian Shirley wins Arizona |
| Wednesday, January 15, 2020 | | Arizona,AZ | Wild West Shootout | 44 | Brandon Sheppard | 2 | Brandon Sheppard wins Arizona |
| Sunday, January 12, 2020 | | Arizona,AZ | Wild West Shootout | 42 | Brandon Sheppard | 2 | Brandon Sheppard wins Arizona |
| Saturday, January 11, 2020 | | Arizona,AZ | Wild West Shootout | 46 | Brian Shirley | 6 | Brian Shirley wins Arizona |
| Sunday, January 5, 2020 | WoOLM | Vado,NM | Battle at the Border | 40 | Cade Dillard | 4 | THRILLER NIGHT: Dillard Stuns Sheppard at Vado for First World of Outlaws Win |
| Saturday, January 4, 2020 | WoOLM | Vado,NM | Battle at the Border Night 2 | 42 | Ricky Weiss | 3 | FIRST AT LAST: Canadian Holds Off Sheppard at Vado for First World of Outlaws Victory |
| Friday, January 3, 2020 | WoOLM | Vado,NM | Battle at the Border Night 1 | 42 | Chris Madden | 2 | SMOKE IN THE DESERT: Madden Scores in Season Opener at Vado |
