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| 5/15/2021 | Viking Speedway - Alexandria, MN Regular Night Plus Late Models WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Chris Winter (WISSOTA Super Stock) | 5th | - | - | 15th |
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| 5/29/2021 | Viking Speedway - Alexandria, MN Memorial Day Double Header Steffes Street Stock Tour and Traditional & Winged Sprint Cars Limited Sprints - Winged: Upper Midwest Sprint Car Series 360 Sprints - Non-Winged: UMSS - Traditional Sprint Car Series WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Chris Winter (WISSOTA Super Stock) | 5th | - | - | 18th (DNF) |
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| 5/30/2021 | Viking Speedway - Alexandria, MN Memorial Day Double Header Steffes Street Stock Tour and Traditional & Winged Sprint Cars Limited Sprints - Winged: Upper Midwest Sprint Car Series 360 Sprints - Non-Winged: UMSS - Traditional Sprint Car Series Sprint Cars, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Chris Winter (WISSOTA Super Stock) | 5th | - | - | 17th |
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| 6/3/2021 | KRA Speedway - Willmar, MN Pure Stock, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Chris Winter (WISSOTA Modifieds) | 8th | - | - | 7th |
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| 6/11/2021 | Fiesta City Speedway - Montevideo, MN Race of Champions Night Factory Stocks, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Chris Winter (WISSOTA Modifieds) | 8th | - | - | 5th |
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| 6/17/2021 | KRA Speedway - Willmar, MN Jeff Isdal Memorial Street Stock Special presented by Deering Sales Inc. Pure Stock, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Chris Winter (WISSOTA Modifieds) | 6th | - | - | 6th |
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| 6/19/2021 | Viking Speedway - Alexandria, MN First Responder Night - Regular Race Night WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Chris Winter (WISSOTA Modifieds) | 8th | - | - | 7th |
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| 6/24/2021 | KRA Speedway - Willmar, MN Haug Kubota Night Pure Stock, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Chris Winter (WISSOTA Modifieds) | 6th | - | - | 5th |
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| 7/10/2021 | Viking Speedway - Alexandria, MN Advantage RV Modified Tour - No Street Stocks A Modifieds, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Super Stock | Results | | Chris Winter (WISSOTA Super Stock) | 5th (DNF) | - | - | 10th |
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| 7/22/2021 | Norman County Raceway - Ada, MN Advantage RV Mod Tour IMCA Northern SportMod, IMCA Stock Car, WISSOTA Midwest Mods, WISSOTA Modifieds | Results | | Chris Winter (WISSOTA Modifieds) | 7th | - | - | 16th |
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| 7/25/2021 | Granite City Motor Park - Sauk Rapids, MN Regular Night Races with Super Stock Tour WISSOTA Super Stock: Fast Lane Motorsports Northland Super Stock Series WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Hornet | Results | | Chris Winter (WISSOTA Modifieds) | 6th | - | - | 12th |
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| 8/14/2021 | Viking Speedway - Alexandria, MN Regular Race Night Plus Short Trackers Sport Compact, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Chris Winter (WISSOTA Modifieds) | 8th | - | - | 9th |
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| 9/4/2021 | Viking Speedway - Alexandria, MN Labor Day Double Header Sport Compact, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Chris Winter (WISSOTA Modifieds) | 7th | - | - | 12th |
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| 9/12/2021 | Madison Speedway - Madison, MN Lac Qui Parle County Fair Races Stock Cars, Economy Late Models, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Chris Winter (WISSOTA Modifieds) | 4th | - | - | 11th |
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