| | Heat | Dash | B Feature | A Feature |
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| 5/11/2019 | Southern Illinois Raceway - Marion, IL Race Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros | Rain Out |
| 5/18/2019 | Southern Illinois Raceway - Marion, IL Southern Illinois Shootout Winged Outlaw, Restricted 'A' Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros | Results | | James Kelly (Winged Outlaw) | 8th | - | - | - |
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| 6/1/2019 | Southern Illinois Raceway - Marion, IL Race Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros | Results | | James Kelly (Non-Wing Outlaw) | 4th | - | - | 6th |
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| 6/15/2019 | Southern Illinois Raceway - Marion, IL Race Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros | Results | | James Kelly (Non-Wing Outlaw) | 3rd | - | - | 9th |
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| 6/29/2019 | Southern Illinois Raceway - Marion, IL Race Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros | Results | | James Kelly (Non-Wing Outlaw) | 7th | - | - | 16th (DNF) |
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| 7/13/2019 | Southern Illinois Raceway - Marion, IL Race/Gage Besing Memorial Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros | Results | | James Kelly (Non-Wing Outlaw) | 9th | - | 6th | - |
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| 7/20/2019 | Southern Illinois Raceway - Marion, IL Southern Illinois Shootout Non-Wing Outlaw: POWRi 600cc Outlaw Micro Sprints Winged Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros | Results | | James Kelly (Winged Outlaw) | - | - | - | 8th (DNF) | | James Kelly (Non-Wing Outlaw) | 1st | - | - | 11th (DNF) |
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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 | | James Kelly (Non-Wing Outlaw) | 9th | - | - | 7th |
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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 | | James Kelly (Winged Outlaw) | DNS | - | - | 13th | | James Kelly (Non-Wing Outlaw) | 4th | - | - | 7th |
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| 8/17/2019 | Southern Illinois Raceway - Marion, IL Race Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros | Results | | James Kelly (Winged Outlaw) | 6th | - | - | 19th (DNF) | | James Kelly (Non-Wing Outlaw) | 5th | - | - | 5th |
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| 9/7/2019 | Southern Illinois Raceway - Marion, IL Race/Chase night 1 Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros | Results | | James Kelly (Non-Wing Outlaw) | 2nd | - | - | 7th |
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| 9/14/2019 | Southern Illinois Raceway - Marion, IL Race/Chase night 2/Jerry Holder Memorial Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros | Results | | James Kelly (Winged Outlaw) | 4th | - | - | 11th (DNF) | | James Kelly (Non-Wing Outlaw) | 3rd | - | - | 7th |
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| 9/21/2019 | Southern Illinois Raceway - Marion, IL Race/Chase night 3 Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros | Results | | James Kelly (Winged Outlaw) | 7th (DNF) | - | - | DNS | | James Kelly (Non-Wing Outlaw) | 6th | - | - | DNS |
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