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| 3/3/2023 | Wayne County Speedway - Wayne City, IL Midwest Winter Nationals Winged Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, 600cc Modifieds, HART Non-Wing Micros | Results | | Alex Midkiff (Winged Outlaw) | 6th | - | - | 12th |
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| 3/4/2023 | Wayne County Speedway - Wayne City, IL Midwest Winter Nationals Winged Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, 600cc Modifieds, HART Non-Wing Micros | Results | | Alex Midkiff (Winged Outlaw) | 4th | - | - | 14th |
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| 3/10/2023 | Wayne County Speedway - Wayne City, IL Season Opener Non-Wing Outlaw, Junior Sprints | Results | | Alex Midkiff (Non-Wing Outlaw) | 6th | - | - | 9th |
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| 3/11/2023 | Wayne County Speedway - Wayne City, IL Xtreme Outlaw Series National Midgets Non-Wing Outlaw, Junior Sprints | Results | | Alex Midkiff (Non-Wing Outlaw) | 4th | - | - | 18th |
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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 | | Alex Midkiff (Winged Outlaw) | 3rd | - | - | 18th |
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| 4/7/2023 | Doe Run Raceway - Doe Run, MO Reg. night all classes {if not small tire rain date Stock Cars, Winged Outlaw, Restricted 'A' Class, B Modifieds, Junior Sprints, Restricted Box Stock, LO 206 Dirt Karts, Sport Compact, Mod Lites | Results | | Alex Midkiff (Winged Outlaw) | 3rd | - | - | 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 | | Alex Midkiff (Winged Outlaw) | 1st | - | - | 2nd |
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| 4/14/2023 | Doe Run Raceway - Doe Run, MO Regular Night of Races Stock Cars, Winged Outlaw, Restricted 'A' Class, B Modifieds, Junior Sprints, Restricted Box Stock, LO 206 Dirt Karts, Sport Compact, Mod Lites | Results | | Alex Midkiff (Winged Outlaw) | 1st | - | - | 3rd |
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| 4/15/2023 | Macon Speedway - Macon, IL POWRi Micros at Macon Speedway DIRTcar Sportsmans, Winged Outlaw, B Modifieds, Street Stocks, Hornets, Pro Late Model | Results | | Alex Midkiff (Winged Outlaw) | 1st | - | - | 3rd |
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| 4/21/2023 | Jacksonville Speedway - Jacksonville, IL Opening Night 410 Sprints - Winged, 305 Sprints - Winged, DIRTcar UMP Modifieds, Winged Outlaw, Street Stocks | Results | | Alex Midkiff (Winged Outlaw) | 2nd | - | - | 2nd |
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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 | | Alex Midkiff (Winged Outlaw) | 6th | - | - | 10th |
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| 4/28/2023 | Doe Run Raceway - Doe Run, MO Non Winged Micro $500 to win plus Kids Nickel Races Stock Cars, Winged Outlaw, Non-Wing Outlaw, Stock Non-Wing, B Modifieds, Junior Sprints, Restricted Box Stock, LO 206 Dirt Karts, Sport Compact, Mod Lites | Results | | Alex Midkiff (Stock Non-Wing) | 2nd | - | - | 1st |
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| 4/29/2023 | Macon Speedway - Macon, IL $1 Dogs / $2 Beers / Vintage Racing of Illinois DIRTcar UMP Modifieds, B Modifieds, Vintage Full Body Stock Cars, Hornets, Pro Late Model, HART Non-Wing Micros | Results | | Alex Midkiff (HART Non-Wing Micros) | 2nd | - | - | 5th |
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| 5/5/2023 | Sweet Springs Motorsports Complex - Sweet Springs, MO Midgets: POWRi National Midgets with POWRi West Midgets Non-Winged Sprints: POWRi WAR Sprints Winged Outlaw | Results | | Alex Midkiff (Midgets) | 8th | - | - | 21st | | Alex Midkiff (Winged Outlaw) | 1st | - | - | 1st |
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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 | | Alex Midkiff (Winged Outlaw) | 4th | - | - | 4th |
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| 5/19/2023 | Doe Run Raceway - Doe Run, MO Regular Night of Races all classes" rained out before features" Stock Cars, Winged Outlaw, Restricted 'A' Class, B Modifieds, Junior Sprints, Restricted Box Stock, LO 206 Dirt Karts, Sport Compact, Mod Lites | Results | | Alex Midkiff (Winged Outlaw) | 2nd | - | - | DNS |
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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 | | Alex Midkiff (Winged Outlaw) | 3rd | - | - | 8th |
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| 5/26/2023 | Macon Speedway - Macon, IL Cornfield Combat Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Junior Sprints, HART Non-Wing Micros | Results | | Alex Midkiff (HART Non-Wing Micros) | 1st | - | - | 6th |
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| 5/27/2023 | Macon Speedway - Macon, IL Cornfield Combat with $5,000 to win Non Wing Micros Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Junior Sprints, HART Non-Wing Micros | Results | | Alex Midkiff (HART Non-Wing Micros) | 3rd | - | - | 18th (DNF) |
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| 5/28/2023 | Brownstown Bullring - Brownstown, IL Willy's Carburetor Night at the Races DIRTcar UMP Modifieds, Factory Stocks, Limited Modified, DIRTcar 4 Cylinders, HART Non-Wing Micros | Results | | Alex Midkiff (HART Non-Wing Micros) | 5th | - | - | 11th |
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| 6/1/2023 | Tri City Speedway - Granite City, IL Xtreme Outlaw Midgets Midgets: Xtreme Outlaw Midgets DIRTcar UMP Modifieds, Junior Sprints, Restricted Box Stock, HART Non-Wing Micros, LO 206 Cage Junior 1 Winged | Results | | Alex Midkiff (Midgets) | 6th | - | - | 15th |
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| 6/23/2023 | Jacksonville Speedway - Jacksonville, IL Illinois SPEED Week Midgets: POWRi National Midgets 410 Sprints - Winged, Winged Outlaw, Street Stocks | Results | | Alex Midkiff (Winged Outlaw) | 5th | - | - | 6th |
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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 | | Alex Midkiff (Winged Outlaw) | 7th | - | - | 7th |
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| 7/1/2023 | Sweet Springs Motorsports Complex - Sweet Springs, MO Small Town Throwdown Prelim Non-Wing Outlaw: POWRi 600cc Outlaw Micro Sprints Winged Outlaw, Restricted 'A' Class, Stock Non-Wing, Junior Sprints | Results | | Alex Midkiff (Non-Wing Outlaw) | 5th | - | DNS | - |
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| 7/2/2023 | Sweet Springs Motorsports Complex - Sweet Springs, MO Small Town Throwdown Championship Night Non-Wing Outlaw: POWRi 600cc Outlaw Micro Sprints Winged Outlaw, Restricted 'A' Class, Stock Non-Wing, Junior Sprints | Results | | Alex Midkiff (Non-Wing Outlaw) | 1st | - | 9th | - |
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| 7/14/2023 | Doe Run Raceway - Doe Run, MO all regular classes Stock Cars, Winged Outlaw, Restricted 'A' Class, B Modifieds, Junior Sprints, Restricted Box Stock, LO 206 Dirt Karts, Sport Compact, Mod Lites | Results | | Alex Midkiff (Winged Outlaw) | 2nd | - | - | 2nd |
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| 7/15/2023 | Macon Speedway - Macon, IL POWRi Micros at Macon Speedway DIRTcar UMP Modifieds, DIRTcar Sportsmans, Winged Outlaw, B Modifieds, Street Stocks, Pro Late Model | Results | | Alex Midkiff (Winged Outlaw) | 1st | - | - | 3rd |
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| 7/21/2023 | Doe Run Raceway - Doe Run, MO POWRi Midgets at Doe Run Raceway Midgets: POWRi National Midgets with Xtreme Outlaw Midgets Non-Wing Outlaw, Stock Non-Wing, Mod Lites, Hybrid 600cc Micros | Results | | Alex Midkiff (Stock Non-Wing) | 4th | - | 2nd | 12th |
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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 | | Alex Midkiff (Winged Outlaw) | 1st | - | - | 2nd |
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| 8/11/2023 | Doe Run Raceway - Doe Run, MO Fan Appreciation night $7 grandstands plus meet the drivers. Regular Night of Races all classes Stock Cars, Winged Outlaw, Restricted 'A' Class, B Modifieds, Junior Sprints, Restricted Box Stock, LO 206 Dirt Karts, Sport Compact, Mod Lites | Results | | Alex Midkiff (Winged Outlaw) | 8th | - | - | 4th |
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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 | | Alex Midkiff (Winged Outlaw) | 5th | - | - | 4th |
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| 8/18/2023 | Doe Run Raceway - Doe Run, MO 30 lap spectator race $300 to win plus all regular classes. Stock Cars, Winged Outlaw, Restricted 'A' Class, B Modifieds, Junior Sprints, Restricted Box Stock, LO 206 Dirt Karts, Sport Compact, Mod Lites | Results | | Alex Midkiff (Winged Outlaw) | 3rd | - | - | 2nd |
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| 8/25/2023 | Doe Run Raceway - Doe Run, MO 30 lap pro4/Mini Stock $350 to win Plus all regular classes Stock Cars, Winged Outlaw, Restricted 'A' Class, B Modifieds, Junior Sprints, Restricted Box Stock, LO 206 Dirt Karts, Sport Compact, Mod Lites | Results | | Alex Midkiff (Winged Outlaw) | 2nd | - | - | 3rd |
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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 | | Alex Midkiff (Winged Outlaw) | 7th | - | 4th | - |
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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 | | Alex Midkiff (Winged Outlaw) | 7th | - | 7th | - |
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| 9/8/2023 | Doe Run Raceway - Doe Run, MO Twin 20 lap Winged Outlaw Micros $750 to win, Plus all regular classes Stock Cars, Winged Outlaw, Restricted 'A' Class, B Modifieds, Junior Sprints, Restricted Box Stock, LO 206 Dirt Karts, Sport Compact, Mod Lites | Results | | Alex Midkiff (Winged Outlaw) | DNS | - | - | 1st |
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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 | | Alex Midkiff (Winged Outlaw) | 1st | - | - | 4th |
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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 | | Alex Midkiff (Midgets) | 7th | - | 6th | 17th | | Alex Midkiff (Winged Outlaw) | 4th | - | 4th | 17th |
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| 9/17/2023 | Red Hill Raceway - Sumner, IL Xtreme Outlaw Midgets Midgets: Xtreme Outlaw Midgets DIRTcar UMP Modifieds, Stock Cars, B Modifieds | Results | | Alex Midkiff (Midgets) | 6th | - | - | 12th |
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| 9/22/2023 | Doe Run Raceway - Doe Run, MO Twin 20 lap Pro 4/Mini Stock $500 to win, Plus all regular classes Stock Cars, Winged Outlaw, Restricted 'A' Class, B Modifieds, Junior Sprints, Restricted Box Stock, LO 206 Dirt Karts, Sport Compact, Mod Lites | Results | | Alex Midkiff (Winged Outlaw) | DNS | - | - | DNS |
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| 9/29/2023 | Doe Run Raceway - Doe Run, MO Twin 20 lap Mod Lite $750 to win, Plus all regular classes Stock Cars, Winged Outlaw, Restricted 'A' Class, B Modifieds, Junior Sprints, Restricted Box Stock, LO 206 Dirt Karts, Sport Compact, Mod Lites | Results | | Alex Midkiff (Winged Outlaw) | 1st | - | - | 2nd |
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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 | | Alex Midkiff (Winged Outlaw) | 1st | - | - | 13th |
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| 10/11/2023 | Creek County Speedway - Sapulpa, OK Sooner State Showdown Midgets: POWRi National Midgets with POWRi West Midgets Champ 360 Sprints - Winged, Winged Outlaw, Winged A-Class | Results | | Alex Midkiff (Winged Outlaw) | 2nd | - | - | 1st |
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| 10/12/2023 | Port City Raceway - Tulsa, OK 4th Annual DRC Sooner State 55 Midgets: POWRi National Midgets with POWRi West Midgets, Xtreme Outlaw Midgets Winged Outlaw | Results | | Alex Midkiff (Winged Outlaw) | 5th | - | - | 16th |
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| 10/13/2023 | I-44 Speedway Park - Oklahoma City, OK Xtreme Outlaw Midgets Midgets: POWRi National Midgets with POWRi West Midgets, Xtreme Outlaw Midgets Winged Outlaw, Junior Sprints | Results | | Alex Midkiff (Winged Outlaw) | 2nd | - | - | 2nd |
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| 10/14/2023 | I-44 Speedway Park - Oklahoma City, OK Xtreme Outlaw Midgets Midgets: POWRi National Midgets with POWRi West Midgets, Xtreme Outlaw Midgets Winged Outlaw, Junior Sprints | Results | | Alex Midkiff (Winged Outlaw) | 1st | - | - | 3rd |
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| 10/21/2023 | Riverside International Speedway - West Memphis, AR Mid South Micro Nationals 305 Sprints - Winged, Stock Cars, A Modifieds, Winged A-Class | Results | | Alex Midkiff (Winged A-Class) | 3rd | - | - | 5th |
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| 11/4/2023 | Wayne County Speedway - Wayne City, IL Fall Spectacular Winged Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, Lightning Sprints, 600cc Modifieds, HART Non-Wing Micros | Results | | Alex Midkiff (HART Non-Wing Micros) | 8th | - | - | 14th |
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| 12/26/2023 | Tulsa Expo Raceway - Tulsa, OK Shootout Parking / Check-In Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints | Results | | Alex Midkiff (Winged Outlaw) | - | - | - | - | | Alex Midkiff (Non-Wing Outlaw) | - | - | - | - |
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| 12/27/2023 | Tulsa Expo Raceway - Tulsa, OK Morning Practice Then Racing Winged Outlaw: Tulsa Shootout | Results | | Alex Midkiff (Winged Outlaw) | 8th | - | - | - |
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| 12/28/2023 | Tulsa Expo Raceway - Tulsa, OK Racing - Day 2 Winged Outlaw: Tulsa Shootout Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints | Results | | Alex Midkiff (Winged Outlaw) | - | - | - | - | | Alex Midkiff (Non-Wing Outlaw) | 6th | - | - | - |
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| 12/29/2023 | Tulsa Expo Raceway - Tulsa, OK Racing - Day 3 Non-Wing Outlaw, Winged A-Class, Stock Non-Wing, Junior Sprints | Results | | Alex Midkiff (Non-Wing Outlaw) | - | - | - | - |
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