After the August race at Michigan International Speedway, the 2019 Playoff field is set for the NASCAR Gander Outdoors Truck Series. Below is the schedule for the playoff season with the winner posted after each event.
2019 Gander Outdoors Truck Series Playoff Schedule
| Date | Track | Wins/Winner |
| Round of 8 Drivers | Brett Moffitt Grant Enfinger* Stewart Friesen Austin Hill Ross Chastain Matt Crafton Johnny Sauter* Tyler Ankrum (ROTY) * Bold=Drivers eliminated this Round | 4 0 1 2 3 0 0 1 – |
| Thursday, August 14th | Bristol Motor Speedway Results (Round of 8 Begins) | Brett Moffitt GMS Racing |
| Sunday, August 24th | Canadian Tire Motorsports Park Results | Brett Moffitt GMS Racing |
| Friday, September 13th | Las Vegas Motor Speedway Results (Top-Six Move to Round of 6) | Austin Hill Hattori Racing |
| Round of 6 Drivers | Brett Moffitt Austin Hill* Ross Chastain Stewart Friesen Matt Crafton Tyler Ankrum (ROTY)* * Bold=Drivers eliminated this Round | 4 3 3 1 0 1 – |
| Saturday, October 12th | Talladega Superspeedway Results (Round of 6 Begins) | Spencer Boyd Young’s Motorsports (non-playoff contender) |
| Saturday, October 26th | Martinsville Speedway Results | Todd Gilliland Kyle Busch Motorsports (non-playoff contender) |
| Friday, November 8th | ISM Raceway at Phoenix Results (Final Four Move on to Championship Round) | Stewart Friesen Halmar-Friesen |
| Championship 4 Round | Brett Moffitt Ross Chastain Stewart Friesen Matt Crafton | 4 3 2 0 |
| Friday, November 15th | Homestead Miami Speedway (Final Four Championship Round) |