| | Heat | Dash | B Feature | A Feature |
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| 6/27/2020 | Southern Illinois Raceway - Marion, IL Points Race/Hart Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros | Results | | Aaron Andruskevitch (Winged Outlaw) | 1st | - | - | 1st |
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| 7/18/2020 | Southern Illinois Raceway - Marion, IL Points Race Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros | Results | | Aaron Andruskevitch (Winged Outlaw) | 10th | - | - | 17th (DNF) |
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| 8/21/2020 | Lincoln Speedway - Lincoln, IL NIght Before State Fair Race Midgets: POWRi Economy Midgets, DIRTcar UMP Modifieds, Winged Outlaw, Pro Late Model | Results | | Aaron Andruskevitch (Winged Outlaw) | 1st | - | - | 3rd |
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| 8/22/2020 | Macon Speedway - Macon, IL Camfield Memorial Midgets: POWRi DIRTcar UMP Modifieds, Winged Outlaw, Street Stocks, Hornets | Results | | Aaron Andruskevitch (Winged Outlaw) | 2nd | - | - | 21st |
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| 9/11/2020 | Jacksonville Speedway - Jacksonville, IL Herb Barlow Memorial 410 Sprints - Winged: MOWA-Midwest Open Wheel Association Midgets: POWRi Winged Outlaw | Results | | Aaron Andruskevitch (Winged Outlaw) | - | - | - | - |
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| 10/9/2020 | Jacksonville Speedway - Jacksonville, IL Ron Milton Race of Champions Midgets: POWRi 410 Sprints - Winged, Winged Outlaw | Results | | Aaron Andruskevitch (Winged Outlaw) | 4th | - | - | 2nd |
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