| | Heat | Dash | B Feature | A Feature |
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| 5/21/2021 | Charleston Speedway - Charleston, IL ILLIANA Showdown Midgets: POWRi National Midgets with POWRi Non-Winged Sprints: POWRi WAR Sprints Winged Outlaw | Results | | Aaron Andruskevitch (Winged Outlaw) | 2nd | - | - | 15th |
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| 6/16/2021 | Charleston Speedway - Charleston, IL Illinois SPEED Week Midgets: POWRi National Midgets with POWRi Winged Outlaw | Results | | Aaron Andruskevitch (Winged Outlaw) | 1st | - | - | 1st |
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| 6/17/2021 | Lincoln Speedway - Lincoln, IL Illinois SPEED Week Midgets: POWRi National Midgets with POWRi DIRTcar UMP Modifieds, Winged Outlaw, Pro Late Model | Results | | Aaron Andruskevitch (Winged Outlaw) | 5th | - | - | 2nd |
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| 6/18/2021 | Jacksonville Speedway - Jacksonville, IL Illinois SPEED Week Midgets: POWRi National Midgets with POWRi Winged Outlaw | Results | | Aaron Andruskevitch (Winged Outlaw) | 1st | - | - | 1st |
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| 6/19/2021 | Macon Speedway - Macon, IL Illinois SPEED Week Midgets: POWRi National Midgets with POWRi Winged Outlaw, Winged A-Class, Street Stocks, Pro Late Model | Results | | Aaron Andruskevitch (Winged Outlaw) | 3rd | - | - | 7th | | Aaron Andruskevitch (Winged A-Class) | - | - | - | 7th |
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| 6/20/2021 | Brownstown Bullring - Brownstown, IL Illinois SPEED Week Midgets: POWRi National Midgets with POWRi Winged Outlaw | Results | | Aaron Andruskevitch (Winged Outlaw) | 1st | - | - | 2nd |
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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 | | Aaron Andruskevitch (Winged Outlaw) | 6th | - | - | 21st |
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