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| 10/10/2020 | Showtime Speedway - Clearwater, FL October 10, 2020 360 Sprints - Winged, Asphalt Late Models, Factory Stocks, Street Stocks, Pro Legends, Asphalt 4-Cylinders, Asphalt Mini Stock, Figure 8 - RWD-Open | Rain Out |
| 11/14/2020 | Showtime Speedway - Clearwater, FL November 14, 2020 Hobby Stocks, Street Stocks, Pro Legends, Asphalt 4-Cylinders, Figure 8 - RWD-Open | Results | | Ashton Chilton (Pro Legends) | 9th | - | - | 6th |
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| 12/12/2020 | Auburndale Motor Speedway - Winter Haven, FL 15th Annual Bristol Family Charity Weekend Night #2 Asphalt Pro Trucks, Masters Legends, Vintage Full Body Stock Cars, Asphalt 4-Cylinders, Super Stocks | Results | | Ashton Chilton (Masters Legends) | 1st | - | - | 17th |
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| 12/13/2020 | Auburndale Motor Speedway - Winter Haven, FL 15th Annual Bristol Family Charity Race Weekend Night #3 Hobby Stocks: Dirts4Racing Street Stocks Asphalt Pro Trucks, Masters Legends | Results | | Ashton Chilton (Masters Legends) | - | - | - | 19th |
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