| | Heat | Dash | B Feature | A Feature |
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| 5/4/2019 | Miami County Raceway - Peru, IN Points Race #1. $1000 to Win NW Outlaw! Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, Sportsman Micros, Senior Micros | Results | | Tony Clifton (Winged Outlaw) | 1st | - | - | 5th |
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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 |
| 5/17/2019 | Belle-Clair Speedway - Belleville, IL Southern Illinois Shootout DIRTcar Late Models, DIRTcar UMP Modifieds, DIRTcar Factory Stock, DIRTcar Sport Compact, Winged Outlaw, B Modifieds | Results | | Tony Clifton (Winged Outlaw) | 1st | - | - | 10th |
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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 | | Tony Clifton (Winged Outlaw) | 7th | - | - | - |
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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 | | Tony Clifton (Winged A-Class) | 4th | - | - | 14th |
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| 7/6/2019 | 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 | | Tony Clifton (Non-Wing Outlaw) | 2nd | - | - | - |
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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 | | Tony Clifton (Non-Wing Outlaw) | 3rd | - | - | 22nd (DNF) |
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| 8/16/2019 | Coles County Speedway - Mattoon, IL AMSA $2500 to win Outlaw Non-Wing Night 1 Winged Outlaw: American Micro Sprint Association Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints | Results | | Tony Clifton (Non-Wing Outlaw) | 3rd | - | - | - |
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| 8/17/2019 | Coles County Speedway - Mattoon, IL AMSA $2500 to win Outlaw Non-Wing Night 2 Winged Outlaw: American Micro Sprint Association Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints | Results | | Tony Clifton (Non-Wing Outlaw) | - | - | - | - |
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| 8/31/2019 | Wayne County Speedway - Wayne City, IL HART Non-Wing/MMSA Labor Day Special Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, Lightning Sprints, 600cc Modifieds | Results | | Tony Clifton (Non-Wing Outlaw) | 2nd | - | - | 3rd |
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| 9/14/2019 | Wayne County Speedway - Wayne City, IL Vintage Special Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, Lightning Sprints | Results | | Tony Clifton (Non-Wing Outlaw) | 5th | - | - | 6th |
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