Count: 9
| Date | Series | Track | Race | Car Count | Winner | Story |
| Friday, February 8, 2019 | WoO | Volusia,FL | DIRTcar Nationals | 33 | Daryn Pittman | Pittman Powers to Opening Night Victory at Volusia Speedway Park’s DIRTcar Nationals |
| Saturday, February 9, 2019 | WoO | Volusia,FL | DIRTcar Nationals | 31 | Daryn Pittman | Pittman Goes Two-for-Two at Volusia Speedway Park’s DIRTcar Nationals |
| Friday, April 12, 2019 | WoO | Devils Bowl,TX | Texas Outlaw Nationals | 27 | Logan Schuchart | Schuchart charges to Texas Outlaw Nationals victory |
| Friday, May 31, 2019 | WoO | Nashville,TN | Music City Outlaw Nationals | 40 | Donny Schatz | Schatz makes late race pass on Bill Balog to be first World of Outlaws winner in Nashville |
| Friday, June 14, 2019 | WoO | Knoxville,IA | | 42 | Brian Brown | Brian Brown dominates World of Outlaws field to win at Knoxville Raceway |
| Saturday, July 27, 2019 | WoO | Williams Grove,PA | Summer Nationals | 32 | Donny Schatz | 20/20 at the Grove: Donny Schatz earns 20th Williams Grove victory, $20K payday |
| Friday, August 2, 2019 | WoO | Federated Auto Parts I-55,MO | Night Before the Ironman | 26 | Brad Sweet | NEW FIRST: Brad Sweet earns first Federated Auto Parts Raceway win |
| Friday, September 13, 2019 | WoO | Stockton,CA | | 22 | Logan Schuchart | Logan Schuchart wins NOS Energy Drink Showdown at Stockton |
| Sunday, October 13, 2019 | WoO | Tri-State,IN | | 28 | Christopher Bell | Christopher Bell wins at Tri-State Speedway as driver, owner |
