| | Heat | Dash | B Feature | A Feature |
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| 2/4/1999 | Volusia Speedway Park - De Leon Springs, FL 410 Sprints - Winged: All Star Circuit of Champions | Results | | James Chesson (410 Sprints - Winged) | - | - | - | 19th |
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| 2/5/1999 | Volusia Speedway Park - De Leon Springs, FL 410 Sprints - Winged: All Star Circuit of Champions | Results | | James Chesson (410 Sprints - Winged) | 4th | - | - | - |
|
| 2/6/1999 | Volusia Speedway Park - De Leon Springs, FL 410 Sprints - Winged: All Star Circuit of Champions | Results | | James Chesson (410 Sprints - Winged) | 8th | - | 1st | 4th |
|
| 2/7/1999 | Volusia Speedway Park - De Leon Springs, FL 410 Sprints - Winged: All Star Circuit of Champions | Results | | James Chesson (410 Sprints - Winged) | 2nd | - | - | 9th |
|
| 3/28/1999 | Williams Grove Speedway - Mechanicsburg, PA 410 Sprints - Winged, 358 Sprints - Winged | Results | | James Chesson (410 Sprints - Winged) | - | - | 3rd | 9th |
|
| 4/3/1999 | Lincoln Speedway - Abbottstown, PA | Results | | James Chesson (410 Sprints - Winged) | - | - | - | 10th |
|
| 4/10/1999 | Lincoln Speedway - Abbottstown, PA | Results | | James Chesson (410 Sprints - Winged) | - | - | - | 7th |
|
| 4/16/1999 | Williams Grove Speedway - Mechanicsburg, PA 410 Sprints - Winged, 358 Sprints - Winged | Results | | James Chesson (410 Sprints - Winged) | - | - | - | 20th |
|
| 4/17/1999 | Lincoln Speedway - Abbottstown, PA 410 Sprints - Winged, Midgets | Results | | James Chesson (410 Sprints - Winged) | - | - | - | 4th |
|
| 4/25/1999 | Selinsgrove Speedway - Selinsgrove, PA | Results | | James Chesson (410 Sprints - Winged) | - | - | - | 13th |
|
| 4/30/1999 | Williams Grove Speedway - Mechanicsburg, PA 410 Sprints - Winged, 358 Sprints - Winged | Results | | James Chesson (410 Sprints - Winged) | - | - | - | 12th |
|
| 5/1/1999 | Lincoln Speedway - Abbottstown, PA | Results | | James Chesson (410 Sprints - Winged) | - | - | - | 8th |
|
| 5/7/1999 | Williams Grove Speedway - Mechanicsburg, PA 410 Sprints - Winged: All Star Circuit of Champions | Results | | James Chesson (410 Sprints - Winged) | - | - | 1st | - |
|
| 5/8/1999 | Lincoln Speedway - Abbottstown, PA 410 Sprints - Winged: All Star Circuit of Champions | Results | | James Chesson (410 Sprints - Winged) | - | - | - | - |
|
| 5/14/1999 | Williams Grove Speedway - Mechanicsburg, PA 410 Sprints - Winged, Midgets | Results | | James Chesson (410 Sprints - Winged) | - | - | - | 16th |
|
| 6/18/1999 | Williams Grove Speedway - Mechanicsburg, PA 360 Sprints - Winged: United Racing Club 410 Sprints - Winged | Results | | James Chesson (410 Sprints - Winged) | - | - | - | 16th |
|
| 6/19/1999 | Lincoln Speedway - Abbottstown, PA 360 Sprints - Winged, 410 Sprints - Winged | Results | | James Chesson (410 Sprints - Winged) | - | - | - | 20th |
|
| 6/25/1999 | Williams Grove Speedway - Mechanicsburg, PA 410 Sprints - Winged, 358 Sprints - Winged | Results | | James Chesson (410 Sprints - Winged) | - | - | - | 9th |
|
| 6/27/1999 | Grandview Speedway - Bechtelsville, PA 410 Sprints - Winged, 358 Sprints - Winged | Results | | James Chesson (410 Sprints - Winged) | - | - | - | 11th |
|
| 6/29/1999 | Big Diamond Speedway - Minersville, PA | Results | | James Chesson (410 Sprints - Winged) | - | - | - | 3rd |
|
| 7/2/1999 | Williams Grove Speedway - Mechanicsburg, PA | Results | | James Chesson (410 Sprints - Winged) | - | - | 1st | 9th |
|
| 7/14/1999 | Attica Raceway Park - Attica, OH 410 Sprints - Winged: All Star Circuit of Champions | Results | | James Chesson (410 Sprints - Winged) | 7th | - | 6th | - |
|
| 7/20/1999 | Grandview Speedway - Bechtelsville, PA 410 Sprints - Winged, 358 Sprints - Winged, Midgets | Results | | James Chesson (410 Sprints - Winged) | - | - | - | 9th |
|
| 7/25/1999 | Selinsgrove Speedway - Selinsgrove, PA | Results | | James Chesson (410 Sprints - Winged) | - | - | - | 19th |
|
| 7/29/1999 | Williams Grove Speedway - Mechanicsburg, PA 410 Sprints - Winged: World of Outlaws | Results | | James Chesson (410 Sprints - Winged) | - | - | - | 21st |
|
| 7/30/1999 | Williams Grove Speedway - Mechanicsburg, PA 410 Sprints - Winged: World of Outlaws | Results | | James Chesson (410 Sprints - Winged) | - | - | - | 21st |
|
| 8/5/1999 | Eldora Speedway - Rossburg, OH 410 Sprints - Winged: All Star Circuit of Champions | Results | | James Chesson (410 Sprints - Winged) | 1st | - | - | 5th |
|
| 8/7/1999 | Eldora Speedway - Rossburg, OH 360 Sprints - Winged: NRA Sprint Invaders 410 Sprints - Winged | Results | | James Chesson (410 Sprints - Winged) | - | - | - | 4th |
|
| 8/12/1999 | Knoxville Raceway - Knoxville, IA | Results | | James Chesson (410 Sprints - Winged) | - | - | 20th | - |
|
| 8/14/1999 | Knoxville Raceway - Knoxville, IA 410 Sprints - Winged: World of Outlaws | Results | | James Chesson (410 Sprints - Winged) | - | - | - | - |
|
| 8/21/1999 | Lincoln Speedway - Abbottstown, PA 410 Sprints - Winged, Midgets | Results | | James Chesson (410 Sprints - Winged) | - | - | - | 8th |
|
| 8/22/1999 | Selinsgrove Speedway - Selinsgrove, PA | Results | | James Chesson (410 Sprints - Winged) | - | - | - | 6th |
|
| 9/3/1999 | Williams Grove Speedway - Mechanicsburg, PA 410 Sprints - Winged, 358 Sprints - Winged | Results | | James Chesson (410 Sprints - Winged) | - | - | - | 11th |
|
| 9/4/1999 | Sharon Speedway - Hartford, OH Sharon Nationals 410 Sprints - Winged: All Star Circuit of Champions | Results | | James Chesson (410 Sprints - Winged) | 5th | - | 2nd | 4th |
|
| 9/5/1999 | Sharon Speedway - Hartford, OH Sharon Nationals 410 Sprints - Winged: All Star Circuit of Champions | Results | | James Chesson (410 Sprints - Winged) | 3rd | 5th | - | 21st |
|
| 9/18/1999 | Selinsgrove Speedway - Selinsgrove, PA | Results | | James Chesson (410 Sprints - Winged) | - | - | 3rd | 22nd |
|
| 9/24/1999 | Williams Grove Speedway - Mechanicsburg, PA | Results | | James Chesson (410 Sprints - Winged) | - | - | - | 2nd |
|
| 10/2/1999 | Williams Grove Speedway - Mechanicsburg, PA 410 Sprints - Winged: World of Outlaws | Results | | James Chesson (410 Sprints - Winged) | - | - | - | 19th |
|
| 10/15/1999 | Devil's Bowl Speedway - Mesquite, TX | Results | | James Chesson (410 Sprints - Winged) | - | - | - | 19th |
|
| 10/22/1999 | Manzanita Speedway - Phoenix, AZ 410 Sprints - Winged: World of Outlaws | Results | | James Chesson (410 Sprints - Winged) | - | - | 8th | - |
|
| 10/23/1999 | Manzanita Speedway - Phoenix, AZ 410 Sprints - Winged: World of Outlaws | Results | | James Chesson (410 Sprints - Winged) | - | - | - | 20th |
|
| 10/30/1999 | Perris Auto Speedway - Perris, CA 410 Sprints - Winged: World of Outlaws | Results | | James Chesson (410 Sprints - Winged) | - | - | 1st | 18th |
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