| | Heat | Dash | B Feature | A Feature |
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| 6/24/2023 | Macon Speedway - Macon, IL Illinois SPEED Week Midgets: POWRi National Midgets DIRTcar UMP Modifieds, Winged Outlaw, Street Stocks | Results | | Chad Baldwin (Winged Outlaw) | 2nd | - | - | 8th |
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| 7/7/2023 | Macon Speedway - Macon, IL 410 Sprints - Non-Winged: USAC National Sprint Cars HART Non-Wing Micros | Results | | Chad Baldwin (HART Non-Wing Micros) | 5th | - | - | 16th (DNF) |
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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 Baldwin (Winged Outlaw) | 7th | - | - | 19th (DNF) |
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| 9/8/2023 | Jacksonville Speedway - Jacksonville, IL 410 Sprints - Winged, 305 Sprints - Winged, DIRTcar UMP Modifieds, Winged Outlaw, Street Stocks | Results | | Chad Baldwin (Winged Outlaw) | 3rd | - | - | 5th |
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| 9/15/2023 | Jacksonville Speedway - Jacksonville, IL Xtreme Outlaw Midgets 410 Sprints - Winged: MOWA-Midwest Open Wheel Association Midgets: Xtreme Outlaw Midgets Winged Outlaw, Street Stocks | Results | | Chad Baldwin (Winged Outlaw) | 3rd | - | - | 5th |
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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 Baldwin (Winged Outlaw) | 5th | - | - | 14th |
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