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| 4/13/2019 | Macon Speedway - Macon, IL 74th Season Opener / Driver - Sponsor Appreciation Photos and Autographs DIRTcar UMP Modifieds, Winged A-Class, B Modifieds, Street Stocks, Hornets, Pro Late Model | Results | | Aaron Andruskevitch (Winged A-Class) | 1st | - | - | 1st |
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| 4/20/2019 | Macon Speedway - Macon, IL Dollar Dog / $2.00 Beer Night & Spectator Drags DIRTcar UMP Modifieds, DIRTcar Sportsmans, Winged A-Class, B Modifieds, Street Stocks, Hornets, Pro Late Model | Results | | Aaron Andruskevitch (Winged A-Class) | 1st | - | - | 1st |
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| 5/18/2019 | Southern Illinois Raceway - Marion, IL Southern Illinois Shootout Winged Outlaw, Restricted 'A' Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros | Results | | Aaron Andruskevitch (Winged Outlaw) | 3rd | - | - | 2nd |
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| 5/25/2019 | Southern Illinois Raceway - Marion, IL Race/Armed Forces Night/Restrictor Special Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros | Results | | Aaron Andruskevitch (Winged Outlaw) | 6th | - | - | 6th |
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| 6/8/2019 | Macon Speedway - Macon, IL Caterpillar & Pabst Blue Ribbon Diesel Truck & Little League Night / $1,000 to Win Hornet Challenge DIRTcar UMP Modifieds, Winged A-Class, B Modifieds, Street Stocks, Hornets, Pro Late Model | Results | | Aaron Andruskevitch (Winged A-Class) | 1st | - | - | 2nd |
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| 6/13/2019 | Brownstown Bullring - Brownstown, IL Illinois SPEED Week Midgets: POWRi National Midgets Winged Outlaw | Results | | Aaron Andruskevitch (Winged Outlaw) | 1st | - | - | 1st |
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| 6/14/2019 | Jacksonville Speedway - Jacksonville, IL Illinois SPEED Week Midgets: POWRi National Midgets Winged Outlaw | Results | | Aaron Andruskevitch (Winged Outlaw) | 2nd | - | - | - |
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| 8/3/2019 | Southern Illinois Raceway - Marion, IL Race Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros | Results | | Aaron Andruskevitch (Winged Outlaw) | 4th | - | - | 3rd |
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| 8/10/2019 | Southern Illinois Raceway - Marion, IL Race/Dwarf special Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros | Results | | Aaron Andruskevitch (Winged Outlaw) | 4th | - | - | 2nd |
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| 9/6/2019 | Jacksonville Speedway - Jacksonville, IL Herb Barlow Memorial 410 Sprints - Winged: MOWA-Midwest Open Wheel Association Midgets: POWRi National Midgets Winged Outlaw | Results | | Aaron Andruskevitch (Winged Outlaw) | 4th | - | - | 1st |
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