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| 5/5/2021 | Stuart Speedway - Stuart, IA Bill Davis Memorial 600cc Modifieds, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock, IMCA Sport Compact, IMCA Mod Lite | Results | | Justin Winkler (600cc Modifieds) | 3rd | - | - | 6th |
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| 5/7/2021 | Hancock County Speedway - Britt, IA Midwest Insulation / Central States Agency Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, 600cc Modifieds, Sport Compact | Results | | Justin Winkler (600cc Modifieds) | 5th (DNF) | - | - | DNS |
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| 5/12/2021 | Stuart Speedway - Stuart, IA Jake Durbin Memorial 600cc Modifieds, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock, IMCA Sport Compact, IMCA Mod Lite | Results | | Justin Winkler (600cc Modifieds) | 5th | - | - | 14th |
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| 5/26/2021 | Stuart Speedway - Stuart, IA Weekly Racing 600cc Modifieds, Dirt Pro Trucks, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock, IMCA Sport Compact | Results | | Justin Winkler (600cc Modifieds) | 7th | - | - | 7th |
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| 5/29/2021 | Hibbing Raceway - Hibbing, MN Powder Puff Enduro Night 360 Sprints - Winged, 600cc Modifieds, WISSOTA Late Model, WISSOTA Pure Stock, WISSOTA Hornet | Results | | Justin Winkler (600cc Modifieds) | 6th | - | - | 17th (DNF) |
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| 5/31/2021 | Stuart Speedway - Stuart, IA Whole Hog 50 600cc Modifieds, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock | Results | | Justin Winkler (600cc Modifieds) | 6th | - | - | 12th (DNF) |
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| 6/16/2021 | Stuart Speedway - Stuart, IA Dynamic Drivelines Dirt Duel 600cc Modifieds, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock | Results | | Justin Winkler (600cc Modifieds) | 7th | - | - | 15th |
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| 6/18/2021 | Marshalltown Speedway - Marshalltown, IA RBF Electric $400.00 to Win IMCA Hobby Stocks Dwarf, Dirt Pro Trucks, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock, Sportsman Dwarf | Results | | Justin Winkler (Sportsman Dwarf) | 5th | - | - | 14th |
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| 6/19/2021 | Boone Speedway - Boone, IA Saturday Night Series Weekly #10 Dwarf, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock, IMCA Mod Lite | Results | | Justin Winkler (Dwarf) | 6th | - | - | 7th |
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| 6/23/2021 | Stuart Speedway - Stuart, IA Weekly Racing 600cc Modifieds, Dirt Pro Trucks, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock, IMCA Sport Compact, IMCA Mod Lite | Results | | Justin Winkler (600cc Modifieds) | 4th | - | - | 10th (DNF) |
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