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| 2/26/2021 | Wayne County Speedway - Wayne City, IL DuQuoin Winter Nationals - Week 1 - Night 1 Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, Lightning Sprints | Results | | Will Armitage (Lightning Sprints) | 5th | - | - | 5th |
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| 2/27/2021 | Wayne County Speedway - Wayne City, IL DuQuoin Winter Nationals - Week 1 - Night 2 Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, Lightning Sprints | Results | | Will Armitage (Lightning Sprints) | 3rd | - | - | 4th |
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| 3/6/2021 | Wayne County Speedway - Wayne City, IL DuQuoin Winter Nationals - Week 2 - Night 2 Midgets, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints | Results | | Will Armitage (Midgets) | 1st | - | - | 8th |
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| 4/16/2021 | Lincoln Speedway - Lincoln, IL 2021 Door Buster Part 2 305 Sprints - Winged, Economy Midgets, DIRTcar UMP Modifieds, Hornets, Pro Late Model | Results | | Will Armitage (Economy Midgets) | DNS | - | - | 5th |
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| 4/30/2021 | Lincoln Speedway - Lincoln, IL $1 Dogs & $2 Beers Economy Midgets, DIRTcar UMP Modifieds, Street Stocks, Hornets, Pro Late Model | Results | | Will Armitage (Economy Midgets) | 4th | - | - | 2nd |
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| 5/7/2021 | Lincoln Speedway - Lincoln, IL USAC Engler IMRA SpeeD2 Midgets Midgets, Economy Midgets, DIRTcar UMP Modifieds, Sportsmans, Hornets, Pro Late Model | Results | | Will Armitage (Midgets) | DNS | - | - | 17th (DNF) | | Will Armitage (Economy Midgets) | 8th (DNF) | - | - | 4th |
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| 5/21/2021 | Lincoln Speedway - Lincoln, IL Vintage Racing of Illinois Economy Midgets, DIRTcar UMP Modifieds, Street Stocks, Vintage Full Body Stock Cars, Hornets, Pro Late Model | Results | | Will Armitage (Economy Midgets) | 7th (DNF) | - | - | 14th (DNF) |
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| 6/5/2021 | Macon Speedway - Macon, IL Caterpillar Night at the Races / Ed Cain Hornet Challenge DIRTcar UMP Modifieds, B Modifieds, Street Stocks, Non-Winged Sprints, Hornets, Pro Late Model | Results | | Will Armitage (Non-Winged Sprints) | 5th | - | - | 11th |
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| 6/12/2021 | Spoon River Speedway - Canton, IL POWRi Lucas Oil WAR Sprints at Spoon River Speedway Non-Winged Sprints: POWRi WAR Sprints Midgets | Results | | Will Armitage (Non-Winged Sprints) | 8th | - | - | 13th |
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| 7/25/2021 | Lincoln Speedway - Lincoln, IL USAC Engler IMRA SpeeD2 Midgets 410 Sprints - Winged, Economy Midgets, DIRTcar UMP Modifieds, Street Stocks, Hornets, Pro Late Model | Results | | Will Armitage (Economy Midgets) | 1st | - | - | 5th |
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| 8/20/2021 | Lincoln Speedway - Lincoln, IL Night Before State Fair Race 410 Sprints - Winged: MOWA-Midwest Open Wheel Association Economy Midgets, DIRTcar UMP Modifieds, Hornets, 600cc Modifieds, Pro Late Model | Results | | Will Armitage (Economy Midgets) | 4th | - | - | 4th |
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| 8/27/2021 | Lincoln Speedway - Lincoln, IL Brandt Season Championships Food & Drink Specials Economy Midgets, DIRTcar UMP Modifieds, Sportsmans, Street Stocks, Hornets, Pro Late Model | Results | | Will Armitage (Economy Midgets) | 1st | - | - | 4th |
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| 8/28/2021 | Macon Speedway - Macon, IL Skeff Distributing presents IMRA Midgets / Hornet World Championships Economy Midgets, DIRTcar UMP Modifieds, Winged Outlaw, Winged A-Class, B Modifieds, Street Stocks, Hornets, Pro Late Model | Results | | Will Armitage (Economy Midgets) | 1st | 4th | - | 2nd |
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| 9/1/2021 | Wayne County Speedway - Wayne City, IL DuQuoin State Fair Midgets, Non-Wing Outlaw, Restricted 'A' Class | Results | | Will Armitage (Midgets) | 5th | - | - | 11th |
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| 9/10/2021 | Jacksonville Speedway - Jacksonville, IL Herb Barlow Memorial 410 Sprints - Winged: MOWA-Midwest Open Wheel Association Midgets: POWRi National Midgets with POWRi Winged Outlaw | Results | | Will Armitage (410 Sprints - Winged) | 5th | - | 11th | - |
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| 9/11/2021 | Spoon River Speedway - Canton, IL Tom Knowles Memorial 410 Sprints - Winged: MOWA-Midwest Open Wheel Association Midgets: POWRi National Midgets with POWRi | Results | | Will Armitage (Midgets) | 6th | - | - | 18th |
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| 9/24/2021 | Jacksonville Speedway - Jacksonville, IL | Results | | Will Armitage (410 Sprints - Winged) | 4th | - | - | 13th (DNF) |
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| 9/26/2021 | East Moline Speedway - East Moline, IL Open Wheel Madness plus IMRA Midgets 360 Sprints - Winged, Midgets, Street Stocks, Sport Compact, IMCA Modified, IMCA Northern SportMod | Results | | Will Armitage (Midgets) | 1st | - | - | 4th |
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