| | Heat | Dash | B Feature | A Feature |
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| 7/6/2019 | Macon Speedway - Macon, IL Dean Garland Classic Street Stocks: Midwest Stock Car Tour DIRTcar UMP Modifieds, DIRTcar Sportsmans, Winged A-Class, B Modifieds, Hornets, Pro Late Model | Results | | James Koenigseein (Winged A-Class) | 6th | - | - | 8th |
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| 7/13/2019 | Macon Speedway - Macon, IL Miles Chevrolet & Fireman's Ball and First Responders Night DIRTcar UMP Modifieds, Winged A-Class, B Modifieds, Street Stocks, Hornets, Pro Late Model | Results | | James Koenigseein (Winged A-Class) | 6th | - | - | 12th |
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| 7/19/2019 | Wayne County Speedway - Wayne City, IL Showdown in Bean Town Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Junior Sprints | Results | | James Koenigseein (Winged Outlaw) | 7th (DNF) | - | DNS | - |
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| 7/20/2019 | Wayne County Speedway - Wayne City, IL Showdown in Bean Town Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Junior Sprints | Results | | James Koenigseein (Winged Outlaw) | 7th (DNF) | - | 7th | - |
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| 7/26/2019 | Belle-Clair Speedway - Belleville, IL Border WARS Midgets: POWRi National Midgets with POWRi Non-Winged Sprints: POWRi WAR Sprints Winged A-Class, B Modifieds | Results | | James Koenigseein (Winged A-Class) | 7th | - | 5th | 18th |
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| 7/27/2019 | Macon Speedway - Macon, IL 410 Sprints - Winged: MOWA-Midwest Open Wheel Association Midgets: POWRi National Midgets with POWRi Winged A-Class, B Modifieds, Pro Late Model | Results | | James Koenigseein (Winged A-Class) | 3rd | - | - | 5th |
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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 | | James Koenigseein (Winged Outlaw) | 4th | - | - | 9th |
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| 9/6/2019 | Tri City Speedway - Granite City, IL Brad Yotter Memorial - UMP Late Models/UMP Mods/B-Mods/UMP Crate LM/Street Stock/Wing Micros DIRTcar Late Models, DIRTcar UMP Modifieds, Winged Outlaw, B Modifieds, Street Stocks, Pro Late Model | Results | | James Koenigseein (Winged Outlaw) | 3rd | - | - | 13th |
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| 9/7/2019 | Macon Speedway - Macon, IL Skeff Distributing Presents Taylorville Night with Spectator Drags / Hornet World Championship DIRTcar UMP Modifieds, DIRTcar Sportsmans, Winged A-Class, B Modifieds, Street Stocks, Hornets, Pro Late Model | Results | | James Koenigseein (Winged A-Class) | 5th | - | - | 10th |
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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 | | James Koenigseein (Winged Outlaw) | 3rd | - | - | 11th |
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| 9/21/2019 | Macon Speedway - Macon, IL Midgets: POWRi National Midgets DIRTcar UMP Modifieds, Winged Outlaw, Winged A-Class, B Modifieds, Street Stocks, Hornets, Pro Late Model | Results | | James Koenigseein (Winged A-Class) | 5th | - | - | 7th |
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| 9/28/2019 | Macon Speedway - Macon, IL 2019 Season Championships Racing for the Cup plus Fan Giveways DIRTcar UMP Modifieds, DIRTcar Sportsmans, Winged A-Class, B Modifieds, Street Stocks, Hornets | Results | | James Koenigseein (Winged A-Class) | 5th | - | - | DNS |
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| 10/5/2019 | Wayne County Speedway - Wayne City, IL Fall Non-Wing Brawl w/ HART Non-Wing Micros Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, Lightning Sprints, 600cc Modifieds | Results | | James Koenigseein (Winged Outlaw) | 5th | - | - | 9th |
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| 11/2/2019 | Wayne County Speedway - Wayne City, IL Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, Lightning Sprints, 600cc Modifieds | Results | | James Koenigseein (Winged Outlaw) | 7th | - | - | 7th |
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