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| 6/5/2021 | Charleston Speedway - Charleston, IL WEEKLY RACING DIRTcar UMP Modifieds, DIRTcar Factory Stock, Street Stocks, Hornets, DIRTcar Pro Modifieds | Results | | Matt Dillon (DIRTcar UMP Modifieds) | 6th | - | - | 9th |
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| 6/12/2021 | Charleston Speedway - Charleston, IL WEEKLY RACING DIRTcar UMP Modifieds, Street Stocks, Dirt Late Models, Hornets, DIRTcar Pro Modifieds | Rain Out |
| 7/2/2021 | Farmer City Raceway - Farmer City, IL Fan Appreciation/Full Show DIRTcar UMP Modifieds, Street Stocks, Dirt Late Models, Pro Late Model | Results | | Matt Dillon (DIRTcar UMP Modifieds) | 6th | - | 12th | - |
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| 7/24/2021 | Charleston Speedway - Charleston, IL WEEKLY RACING DIRTcar UMP Modifieds, DIRTcar Factory Stock, Street Stocks, Dirt Late Models, Hornets, DIRTcar Pro Modifieds | Results | | Matt Dillon (DIRTcar UMP Modifieds) | 11th | - | 4th | - |
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| 8/7/2021 | Charleston Speedway - Charleston, IL DRIVERS AUTOGRAPH NIGHT DIRTcar UMP Modifieds, DIRTcar Factory Stock, Street Stocks, Dirt Late Models, Hornets, DIRTcar Pro Modifieds | Results | | Matt Dillon (DIRTcar UMP Modifieds) | 5th | - | - | 15th |
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| 8/21/2021 | Charleston Speedway - Charleston, IL WEEKLY RACING DIRTcar UMP Modifieds, Street Stocks, Dirt Late Models, Hornets, 600cc Modifieds, DIRTcar Pro Modifieds | Results | | Matt Dillon (DIRTcar UMP Modifieds) | DNS | - | 7th (DNF) | - |
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| 8/28/2021 | Charleston Speedway - Charleston, IL Leaf Tree Service presents The .38 SPECIAL for UMP MODIFIEDS!! DIRTcar UMP Modifieds, DIRTcar Factory Stock, Hornets | Results | | Matt Dillon (DIRTcar UMP Modifieds) | 4th | - | - | 14th (DNF) |
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| 9/25/2021 | Charleston Speedway - Charleston, IL DOUBLE POINTS -and- CHAMPIONSHIP NIGHT DIRTcar UMP Modifieds, DIRTcar Factory Stock, Street Stocks, Dirt Late Models, Hornets, DIRTcar Pro Modifieds | Results | | Matt Dillon (DIRTcar UMP Modifieds) | 6th | - | - | 6th |
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| 10/23/2021 | Charleston Speedway - Charleston, IL TRUNK or TREAT Night + Powder Puff & Mechanics Race DIRTcar UMP Modifieds, DIRTcar Factory Stock, Street Stocks, Dirt Late Models, Hornets, DIRTcar Pro Modifieds | Results | | Matt Dillon (DIRTcar UMP Modifieds) | 2nd | - | - | 2nd |
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