Count: 9
| Date | Series | Track | Race | Car Count | Winner | Start | Story |
| Saturday, April 6, 2019 | WoO | Arizona,AZ | Arizona Desert Shootout | 21 | David Gravel | 4 | David Gravel wins Arizona Desert Shootout at Arizona Speedway |
| Friday, April 12, 2019 | WoO | Devils Bowl,TX | Texas Outlaw Nationals | 27 | Logan Schuchart | 3 | Schuchart charges to Texas Outlaw Nationals victory |
| Wednesday, May 15, 2019 | WoO | Lincoln,PA | Gettysburg Clash | 43 | Lance DeWease | 2 | Lance Dewease out duels World of Outlaws for PA Posse victory in Abbottstown |
| Monday, May 27, 2019 | WoO | Lawrenceburg,IN | | 31 | Kyle Larson | 2 | NASCAR’s Kyle Larson claims World of Outlaws win at Lawrenceburg Speedway after intense battle with Christopher Bell |
| Friday, June 7, 2019 | WoO | River Cities,ND | | 25 | Logan Schuchart | 1 | Logan Schuchart holds off Kasey Kahne Racing duo for River Cities Speedway victory |
| Friday, June 14, 2019 | WoO | Knoxville,IA | | 42 | Brian Brown | 3 | Brian Brown dominates World of Outlaws field to win at Knoxville Raceway |
| Thursday, July 18, 2019 | WoO | Eldora,OH | Jokers Wild | 54 | Brad Sweet | 1 | NO JOKE: Brad Sweet out duels Donny Schatz for Jokers Wild win |
| Friday, September 13, 2019 | WoO | Stockton,CA | | 22 | Logan Schuchart | 3 | Logan Schuchart wins NOS Energy Drink Showdown at Stockton |
| Friday, November 8, 2019 | WoO | Charlotte,NC | World Finals | 53 | David Gravel | 1 | Schatz Cuts Sweet’s Lead to 2 points as Gravel Earns 50th Win |
