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| 3/23/2019 | Arizona Speedway - Queen Creek, AZ 5th Annual San Tan Ford Spring Fling 360 Sprints - Winged: ASCS Southwest Region Non-Winged Sprints: San Tan Ford ASCS Desert Sprint Car Series Stock Cars, A Modifieds, 600cc Modifieds | Results | | Billy Chester III (360 Sprints - Winged) | 4th | - | - | 5th |
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| 4/13/2019 | Central Arizona Raceway - Casa Grande, AZ 360 Sprints - Winged: ASCS Southwest Region Stock Cars, A Modifieds, Restricted 'A' Class, Winged A-Class, B Modifieds | Results | | Billy Chester III (360 Sprints - Winged) | 2nd | - | - | 4th |
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| 4/27/2019 | CS Raceway - Tucson, AZ 360 Sprints - Winged: ASCS Southwest Region Non-Winged Sprints: San Tan Ford ASCS Desert Sprint Car Series Street Stocks, Sport Compact | Results | | Billy Chester III (360 Sprints - Winged) | 5th | - | - | 13th (DNF) |
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| 5/11/2019 | Arizona Speedway - Queen Creek, AZ Rose's for Mom Night 360 Sprints - Winged: ASCS Southwest Region Hobby Stocks, Stock Cars, A Modifieds, 600cc Modifieds | Results | | Billy Chester III (360 Sprints - Winged) | 5th | - | - | 11th (DNF) |
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| 5/25/2019 | Canyon Speedway Park - Peoria, AZ 360 Sprints - Winged: ASCS Southwest Region Non-Winged Sprints: San Tan Ford ASCS Desert Sprint Car Series Hobby Stocks, Winged A-Class, 600cc Modifieds, Sport Compact | Results | | Billy Chester III (360 Sprints - Winged) | 2nd | - | - | 6th |
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| 5/26/2019 | Canyon Speedway Park - Peoria, AZ 360 Sprints - Winged: ASCS Southwest Region Non-Winged Sprints: San Tan Ford ASCS Desert Sprint Car Series Hobby Stocks, Winged A-Class, 600cc Modifieds, Sport Compact | Results | | Billy Chester III (360 Sprints - Winged) | 2nd | - | - | 8th |
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| 6/22/2019 | Central Arizona Raceway - Casa Grande, AZ 360 Sprints - Winged: ASCS Southwest Region Stock Cars, A Modifieds, B Modifieds, Pure Stock, Pro Dwarf | Results | | Billy Chester III (360 Sprints - Winged) | 1st | - | - | 2nd |
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| 6/29/2019 | Arizona Speedway - Queen Creek, AZ Summer Explosion - Fireworks Show 360 Sprints - Winged: ASCS Southwest Region Hobby Stocks, Stock Cars, B Modifieds, Ladies - Pure Stocks, Ladies - Bombers | Results | | Billy Chester III (360 Sprints - Winged) | 2nd | - | - | 3rd |
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| 8/31/2019 | Vado Speedway Park - Vado, NM 360 Sprints - Winged: ASCS Southwest Region Hobby Stocks, Super Truck, USRA Stock Cars | Results | | Billy Chester III (360 Sprints - Winged) | 2nd | - | - | 11th |
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| 9/1/2019 | Vado Speedway Park - Vado, NM 360 Sprints - Winged: ASCS Southwest Region Hobby Stocks, Super Truck, USRA Stock Cars | Results | | Billy Chester III (360 Sprints - Winged) | 1st | - | - | 22nd |
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| 10/12/2019 | Canyon Speedway Park - Peoria, AZ 360 Sprints - Winged: ASCS Southwest Region Winged A-Class, Dirt Late Models, Dwarf | Results | | Billy Chester III (360 Sprints - Winged) | 1st | - | - | 1st |
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| 11/30/2019 | Arizona Speedway - Queen Creek, AZ 4th Annual Copper Classic 360 Sprints - Winged: ASCS Southwest Region Non-Winged Sprints: San Tan Ford ASCS Desert Sprint Car Series Dirt Late Models | Results | | Billy Chester III (360 Sprints - Winged) | 5th | - | - | 20th (DNF) |
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| 12/1/2019 | Arizona Speedway - Queen Creek, AZ 4th Annual Copper Classic 360 Sprints - Winged: ASCS Southwest Region Non-Winged Sprints: San Tan Ford ASCS Desert Sprint Car Series Dirt Late Models | Results | | Billy Chester III (360 Sprints - Winged) | 5th (DNF) | - | - | 5th |
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