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| 6/7/2019 | Fiesta City Speedway - Montevideo, MN Season Opener Factory Stocks, B Modifieds, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Chris Winter (WISSOTA Late Model) | 4th | - | - | 5th |
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| 6/14/2019 | Fiesta City Speedway - Montevideo, MN Race Night Factory Stocks, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Chris Winter (WISSOTA Late Model) | 5th | - | - | 8th |
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| 6/21/2019 | Fiesta City Speedway - Montevideo, MN Meet the Drivers Night-Street Stock Special Factory Stocks, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Chris Winter (WISSOTA Late Model) | 6th | - | - | 8th |
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| 6/28/2019 | Fiesta City Speedway - Montevideo, MN Race of Champions Qualifier Night-Pure Stock Special Factory Stocks, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Chris Winter (WISSOTA Late Model) | 4th | - | - | 12th (DNF) |
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| 7/13/2019 | Viking Speedway - Alexandria, MN BOB GIERKE MEMORIAL RACE - MODIFEDS, MWM & LATE MODELS Dirt Super Late Models, Street Stocks, Super Stocks, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model | Results | | Chris Winter (WISSOTA Late Model) | 4th | - | - | 10th |
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| 7/21/2019 | Casino Speedway - Watertown, SD AFCO Race of Champions Qualifier Race Night WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Chris Winter (WISSOTA Late Model) | 6th | - | - | 10th |
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| 7/26/2019 | Fiesta City Speedway - Montevideo, MN Vintage Car Night Factory Stocks, Vintage Full Body Stock Cars, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Chris Winter (WISSOTA Late Model) | 6th | - | - | 11th |
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| 8/2/2019 | I-94 Speedway - Fergus Falls, MN Fan Appreciation Night $5 admission- PIZZA RANCH and Collegeway Auto Hornets, Economy Late Models, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock | Results | | Chris Winter (WISSOTA Late Model) | 7th | - | - | 12th |
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| 8/23/2019 | Fiesta City Speedway - Montevideo, MN Modified Special Factory Stocks, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Chris Winter (WISSOTA Late Model) | 4th | - | - | 6th |
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| 8/30/2019 | Fiesta City Speedway - Montevideo, MN Season Championship Night Factory Stocks, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Chris Winter (WISSOTA Late Model) | 2nd | - | - | 7th |
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| 8/31/2019 | Viking Speedway - Alexandria, MN NLRA Late Model & Modified Labor Day Weekend Special Dirt Super Late Models, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Chris Winter (WISSOTA Late Model) | 7th | - | 8th | - |
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| 9/1/2019 | Viking Speedway - Alexandria, MN NLRA Late Model Labor Day Weekend Special Dirt Super Late Models, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Chris Winter (WISSOTA Late Model) | 7th | - | 4th | 26th |
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| 9/20/2019 | Viking Speedway - Alexandria, MN FALL CLASSIC Dirt Super Late Models, Pure Stock, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Chris Winter (WISSOTA Late Model) | 7th | - | - | 18th |
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| 9/21/2019 | Viking Speedway - Alexandria, MN FALL CLASSIC Dirt Super Late Models, Pure Stock, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Chris Winter (WISSOTA Late Model) | 7th | - | - | 17th |
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