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| 4/26/2019 | Lincoln Speedway - Lincoln, IL Fan Appreciation Night / $10 Admission Night / $1 Hot Dogs & $2 Beers 305 Sprints - Winged, Economy Midgets, DIRTcar UMP Modifieds, Hornets, Pro Late Model | Results | | Garrett Duff (305 Sprints - Winged) | 2nd | - | - | 4th |
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| 5/25/2019 | Coles County Speedway - Mattoon, IL Weekly Race Winged Outlaw: American Micro Sprint Association Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints | Results | | Garrett Duff (Winged Outlaw) | 9th (DNF) | - | - | - |
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| 5/27/2019 | Macon Speedway - Macon, IL Mueller Dist. Miller Lite Twin 50s (Super Late Models and Pro Mods) & City of Macon Night DIRTcar Late Models, DIRTcar UMP Modifieds, Winged A-Class, B Modifieds, Street Stocks, Hornets | Results | | Garrett Duff (Winged A-Class) | 7th | - | - | 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 | | Garrett Duff (Winged A-Class) | 4th | - | - | 4th |
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| 6/14/2019 | Jacksonville Speedway - Jacksonville, IL Illinois SPEED Week Midgets: POWRi National Midgets Winged Outlaw | Results | | Garrett Duff (Winged Outlaw) | DNS | - | - | - |
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| 7/4/2019 | 34 Raceway - West Burlington, IA The Patriot Dirt Duel 305 Sprints - Winged, Dirt Late Models | Results | | Garrett Duff (305 Sprints - Winged) | 6th | - | 10th | 7th |
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| 8/9/2019 | Lincoln Speedway - Lincoln, IL All American Night of Speed 305 Sprints - Winged, Economy Midgets, DIRTcar UMP Modifieds, B Modifieds, Hornets, Pro Late Model | Results | | Garrett Duff (305 Sprints - Winged) | 5th | - | - | 3rd |
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| 8/31/2019 | 34 Raceway - West Burlington, IA Lucas Oil POWR-i WAR Sprints Non-Winged Sprints: POWRi WAR Sprints 305 Sprints - Winged, Dirt Late Models, 360 Sprints - Non-Winged | Rain Out |