Count: 12
| Date | Series | Track | Race | Car Count | Winner | Start | Story |
| Sunday, February 14, 2016 | WoO | Volusia,FL | DIRTcar Nationals | 30 | Brad Sweet | 2 | Brad Sweet Claims Victory, Big Gator Trophy |
| Friday, March 18, 2016 | WoO | Stockton,CA | | 32 | Donny Schatz | 3 | Schatz Scores Win on Opening Night of FVP Western Spring Shootout |
| Monday, April 18, 2016 | WoO | Saguaro,AZ | | 18 | Daryn Pittman | 1 | Pittman Powers to NAPA Wildcat Shootout Win at USA Raceway |
| Saturday, May 14, 2016 | WoO | Tri-State,IN | | 30 | David Gravel | 2 | Gravel Defeats Non-Outlaws in Barn Burner at Tri-State Speedway |
| Friday, June 24, 2016 | WoO | Jackson,MN | | 36 | Daryn Pittman | 1 | Pittman Returns to Victory Lane at Jackson Motorplex |
| Tuesday, July 19, 2016 | WoO | Lernerville,PA | Don Martin Memorial Silver Cup | 48 | David Gravel | 1 | David Gravel Battles to Don Martin Memorial Silver Cup Victory |
| Friday, July 22, 2016 | WoO | Williams Grove,PA | Summer Nationals | 38 | Daryn Pittman | 1 | Daryn Pittman Pounces on the Posse at Williams Grove Summer Nationals |
| Tuesday, July 26, 2016 | WoO | Ohsweken,ONT,CAN | | 30 | Donny Schatz | 3 | Schatz Comes Out On Top of Three-Way Battle at Ohsweken |
| Sunday, August 21, 2016 | WoO | Angell Park,WI | Corn Fest | 37 | Donny Schatz | 3 | Donny Schatz Wins Inaugural World of Outlaws Craftsman Sprint Car Series Event at Angell Park Speedway |
| Friday, August 26, 2016 | WoO | River Cities,ND | | 40 | Donny Schatz | 1 | Donny Schatz Wins for Eighth Time at River Cities Speedway |
| Saturday, September 3, 2016 | WoO | Skagit,WA | | 22 | David Gravel | 3 | David Gravel Gets Out the Broom & Sweeps the Outlaw Energy Showdown at Skagit Speedway |
| Saturday, September 10, 2016 | WoO | Silver Dollar,CA | Gold Cup Race of Champions | 37 | Rico Abreu | 4 | California Native Rico Abreu Wins a Wild Gold Cup Race of Champions Finale at Silver Dollar Speedway |
