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| 4/1/2023 | Doe Run Raceway - Doe Run, MO 3rd Annual Small Tire Shootout Winged Outlaw, Restricted 'A' Class, Junior Sprints, Restricted Box Stock, LO 206 Dirt Karts, Sport Compact, Mod Lites | Results | | Chad Elliott (Winged Outlaw) | 1st | - | - | 3rd |
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| 4/8/2023 | Highland Speedway - Highland, IL Points Night DIRTcar UMP Modifieds, Winged Outlaw, B Modifieds, Street Stocks, Young Guns | Results | | Chad Elliott (Winged Outlaw) | 2nd | - | - | 1st |
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| 4/22/2023 | Highland Speedway - Highland, IL Points Night DIRTcar UMP Modifieds, Winged Outlaw, B Modifieds, Street Stocks, Young Guns | Results | | Chad Elliott (Winged Outlaw) | 1st | - | - | 1st |
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| 5/5/2023 | Jacksonville Speedway - Jacksonville, IL 410 Sprints - Winged: MOWA-Midwest Open Wheel Association 305 Sprints - Winged, DIRTcar UMP Modifieds, Winged Outlaw, Street Stocks | Results | | Chad Elliott (Winged Outlaw) | 1st | - | - | 6th |
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| 5/6/2023 | Highland Speedway - Highland, IL Mowa Sprint Cars 410 Sprints - Winged: MOWA-Midwest Open Wheel Association DIRTcar UMP Modifieds, Winged Outlaw, B Modifieds, Street Stocks | Results | | Chad Elliott (Winged Outlaw) | 2nd | - | - | 2nd |
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| 5/12/2023 | Jacksonville Speedway - Jacksonville, IL $6,000 to win 410 Sprints - Winged: All Star Circuit of Champions 305 Sprints - Winged, Winged Outlaw | Results | | Chad Elliott (Winged Outlaw) | 2nd | - | - | 2nd |
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| 5/20/2023 | Highland Speedway - Highland, IL Points Night DIRTcar UMP Modifieds, Winged Outlaw, B Modifieds, Street Stocks, Young Guns, Sport Compact | Results | | Chad Elliott (Winged Outlaw) | 7th | - | - | 7th |
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| 5/27/2023 | Southern Illinois Raceway - Marion, IL Maier's Tidy Bowl Dwarf Special Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros, HART Non-Wing Micros | Results | | Chad Elliott (Winged Outlaw) | 6th | - | - | 13th (DNF) |
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| 6/16/2023 | Southern Illinois Raceway - Marion, IL Highbanks Hustle Winged Outlaw, Winged A-Class | Results | | Chad Elliott (Winged A-Class) | 1st | - | 7th | - |
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| 6/17/2023 | Southern Illinois Raceway - Marion, IL Highbanks Hustle Winged Outlaw, Winged A-Class, Sportsman Micros | Results | | Chad Elliott (Winged A-Class) | 4th | - | 17th (DNF) | - |
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| 7/22/2023 | Highland Speedway - Highland, IL Points Night DIRTcar UMP Modifieds, Winged Outlaw, B Modifieds, Street Stocks, Young Guns | Results | | Chad Elliott (Winged Outlaw) | 2nd | - | - | 1st |
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| 8/11/2023 | Jacksonville Speedway - Jacksonville, IL 410 Sprints - Winged, 305 Sprints - Winged, DIRTcar UMP Modifieds, DIRTcar Sportsmans, Winged Outlaw, Street Stocks | Results | | Chad Elliott (Winged Outlaw) | 2nd | - | - | 2nd |
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| 8/12/2023 | Macon Speedway - Macon, IL Throwback Sprint Cars / CEFCU Kids Club Winged Outlaw, Winged A-Class, B Modifieds, Street Stocks, Non-Winged Sprints, Pro Late Model, Limited Modified, Dirt 6-cyl Stock Cars | Results | | Chad Elliott (Winged Outlaw) | 1st | - | - | 2nd |
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| 9/1/2023 | Doe Run Raceway - Doe Run, MO Spartan Transportation Outlaw Winged Nationals Winged Outlaw, Restricted 'A' Class, Junior Sprints, Restricted Box Stock, LO 206 Dirt Karts | Results | | Chad Elliott (Winged Outlaw) | 1st | - | - | - |
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| 9/2/2023 | Doe Run Raceway - Doe Run, MO Spartan Transportation Outlaw Winged Nationals Winged Outlaw, Restricted 'A' Class, Junior Sprints, Restricted Box Stock, LO 206 Dirt Karts | Results | | Chad Elliott (Winged Outlaw) | - | 2nd | - | 5th |
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| 9/16/2023 | Highland Speedway - Highland, IL Xtreme Outlaw Midgets Midgets: Xtreme Outlaw Midgets DIRTcar UMP Modifieds, Winged Outlaw, B Modifieds, Street Stocks | Results | | Chad Elliott (Winged Outlaw) | 2nd | - | - | 1st |
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| 9/23/2023 | Macon Speedway - Macon, IL Brandt Season Championship "Racing for the Cup" DIRTcar UMP Modifieds, DIRTcar Sportsmans, B Modifieds, Street Stocks, Hornets, Pro Late Model, Hybrid 600cc Micros | Results | | Chad Elliott (Hybrid 600cc Micros) | 1st | - | - | 4th |
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| 10/6/2023 | Jacksonville Speedway - Jacksonville, IL Ron Milton Race of Champions 410 Sprints - Winged: MOWA-Midwest Open Wheel Association 305 Sprints - Winged, DIRTcar UMP Modifieds, Winged Outlaw, Street Stocks | Results | | Chad Elliott (Winged Outlaw) | 3rd | - | - | 1st |
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| 10/7/2023 | Wayne County Speedway - Wayne City, IL Columbus Day Weekend presented Aggressive Fire Prevention Winged Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, 600cc Modifieds, Sportsman Micros, HART Non-Wing Micros | Results | | Chad Elliott (Winged Outlaw) | 1st | - | - | 2nd |
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| 10/21/2023 | Coles County Speedway - Mattoon, IL Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints | Results | | Chad Elliott (Winged Outlaw) | 2nd | - | - | 4th |
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