| | Heat | Dash | B Feature | A Feature |
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| 4/23/2016 | Macon Speedway - Macon, IL Midgets: POWRi National Midgets Economy Midgets: POWRi Division II Midgets Winged Outlaw, Street Stocks | Results | | Tyler Duff (Winged Outlaw) | 4th | - | 1st | 17th |
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| 5/14/2016 | Southern Illinois Raceway - Marion, IL Non-Wing Outlaw: POWRi 600cc Outlaw Micro Sprints Winged Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, Dwarf, 600cc Modifieds | Results | | Tyler Duff (Winged Outlaw) | 5th | - | 9th | - |
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| 5/30/2016 | Macon Speedway - Macon, IL Night of NASCAR Stars Economy Midgets: POWRi Division II Midgets Midgets, DIRTcar UMP Modifieds, Winged A-Class, B Modifieds, Street Stocks, Hornets, Pro Late Model | Results | | Tyler Duff (Winged A-Class) | 6th | - | - | 7th |
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| 6/11/2016 | Macon Speedway - Macon, IL Speed Week Midgets: POWRi National Midgets Economy Midgets: POWRi Division II Midgets Stock Cars, Winged Outlaw, Pro Late Model | Results | | Tyler Duff (Winged Outlaw) | 3rd | - | - | 8th |
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| 6/17/2016 | Southern Illinois Raceway - Marion, IL High Banks Hustle IV - Night 1 Winged Outlaw | Results | | Tyler Duff (Winged Outlaw) | 7th | - | - | - |
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| 6/18/2016 | Southern Illinois Raceway - Marion, IL High Banks Hustle IV - Finale Winged Outlaw | Results | | Tyler Duff (Winged Outlaw) | 7th | - | - | - |
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| 7/9/2016 | Southern Illinois Raceway - Marion, IL Non-Wing Outlaw: POWRi 600cc Outlaw Micro Sprints Winged Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, Dwarf, 600cc Modifieds | Results | | Tyler Duff (Winged Outlaw) | 6th | - | 3rd | 11th |
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| 7/16/2016 | Southern Illinois Raceway - Marion, IL Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, Dwarf, 600cc Modifieds | Results | | Tyler Duff (Winged Outlaw) | 4th | - | - | 5th |
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| 8/13/2016 | Macon Speedway - Macon, IL Eve of Destruction II FIREWORKS DIRTcar UMP Modifieds, Winged A-Class, B Modifieds, Street Stocks, Hornets, Pro Late Model | Results | | Tyler Duff (Winged A-Class) | 1st | - | - | 6th |
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| 8/20/2016 | Macon Speedway - Macon, IL Camfield Memorial Midgets: POWRi National Midgets Winged Outlaw, Street Stocks, Hornets, Pro Late Model | Results | | Tyler Duff (Winged Outlaw) | 8th | - | 2nd | 20th |
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| 9/17/2016 | Macon Speedway - Macon, IL Skeff Distributing Pro Late Model Big Ten Championship DIRTcar UMP Modifieds, Winged A-Class, B Modifieds, Street Stocks, Hornets, Pro Late Model | Results | | Tyler Duff (Winged A-Class) | 3rd | - | - | 3rd |
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| 9/24/2016 | Macon Speedway - Macon, IL Season Championship Economy Midgets: POWRi Division II Midgets DIRTcar UMP Modifieds, DIRTcar Sportsmans, Winged A-Class, B Modifieds, Street Stocks, Hornets | Results | | Tyler Duff (Winged A-Class) | 4th | - | - | 8th |
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