| | Heat | Dash | B Feature | A Feature |
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| 2/27/2021 | Southern Illinois Center - DuQuoin, IL Midwest Winter Nationals Non-Wing Outlaw | Results | | Kayla Cleveland (Non-Wing Outlaw) | - | - | - | - |
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| 2/27/2021 | Wayne County Speedway - Wayne City, IL DuQuoin Winter Nationals - Week 1 - Night 2 Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, Lightning Sprints | Results | | Kayla Cleveland (Non-Wing Outlaw) | 6th | - | 7th | - |
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| 5/1/2021 | Plymouth Speedway - Plymouth, IN Cabin Fever - Season Opener DIRTcar UMP Modifieds, Asphalt Mini Stocks, Super Sports, Stock Non-Wing, Street Stocks | Results | | Kayla Cleveland (Stock Non-Wing) | 6th | - | - | 5th |
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| 5/8/2021 | Plymouth Speedway - Plymouth, IN HARF Night DIRTcar UMP Modifieds, Super Sports, Stock Non-Wing, Street Stocks | Results | | Kayla Cleveland (Stock Non-Wing) | 2nd | - | - | 5th |
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| 5/22/2021 | Plymouth Speedway - Plymouth, IN Saturday Night Event DIRTcar UMP Modifieds, Asphalt Mini Stocks, Stock Non-Wing, Street Stocks | Results | | Kayla Cleveland (Stock Non-Wing) | 4th | - | - | 6th |
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| 5/26/2021 | Miami County Raceway - Peru, IN Performance Electronics "Bring the Wing" & Open Practice Winged Outlaw, Hybrid 600cc Micros | Results | | Kayla Cleveland (Winged Outlaw) | - | - | - | - | | Kayla Cleveland (Hybrid 600cc Micros) | - | - | - | - |
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| 5/27/2021 | Miami County Raceway - Peru, IN PE3 Non-Wing World Championship Hybrid 600cc Micros | Results | | Kayla Cleveland (Hybrid 600cc Micros) | 8th | - | 15th | - |
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| 5/28/2021 | Miami County Raceway - Peru, IN PE3 Non-Wing World Championship Hybrid 600cc Micros | Results | | Kayla Cleveland (Hybrid 600cc Micros) | 9th (DNF) | - | 9th | - |
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| 5/29/2021 | Miami County Raceway - Peru, IN PE3 Non-Wing World Championship Hybrid 600cc Micros | Results | | Kayla Cleveland (Hybrid 600cc Micros) | 6th | - | - | - |
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| 6/19/2021 | Plymouth Speedway - Plymouth, IN Saturday Night Event Asphalt Mini Stocks, Super Sports, Stock Non-Wing, Street Stocks | Results | | Kayla Cleveland (Stock Non-Wing) | 4th | - | - | - |
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| 7/1/2021 | Plymouth Speedway - Plymouth, IN USAC Sprints 410 Sprints - Non-Winged: USAC National Sprint Cars Non-Wing Outlaw, Restricted 'A' Class | Results | | Kayla Cleveland (Non-Wing Outlaw) | 10th | - | - | - |
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| 7/2/2021 | US 24 Speedway - Logansport, IN Hart Series Outlaw NW $500 to win $75 to start Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, Senior Micros | Results | | Kayla Cleveland (Non-Wing Outlaw) | 9th | - | DNS | - |
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| 7/3/2021 | US 24 Speedway - Logansport, IN Hart Series Outlaw NW $500 to win $75 to start Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, Senior Micros | Results | | Kayla Cleveland (Stock Non-Wing) | 7th | - | 3rd | - |
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| 7/10/2021 | Plymouth Speedway - Plymouth, IN Saturday Night Event DIRTcar UMP Modifieds, Asphalt Mini Stocks, Super Sports, Stock Non-Wing | Results | | Kayla Cleveland (Stock Non-Wing) | 4th | - | - | 4th |
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| 7/31/2021 | Plymouth Speedway - Plymouth, IN Saturday Night Event plus NRA Sprints 360 Sprints - Winged: NRA Sprint Invaders Super Sports, Stock Non-Wing, Street Stocks | Results | | Kayla Cleveland (Stock Non-Wing) | 5th | - | - | 10th |
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| 8/7/2021 | Plymouth Speedway - Plymouth, IN Saturday Night Event DIRTcar UMP Modifieds, Asphalt Mini Stocks, Stock Non-Wing, Street Stocks | Results | | Kayla Cleveland (Stock Non-Wing) | 3rd | - | - | 16th |
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| 8/14/2021 | Plymouth Speedway - Plymouth, IN Season Championship Night DIRTcar UMP Modifieds, Asphalt Mini Stocks, Super Sports, Stock Non-Wing, Street Stocks | Results | | Kayla Cleveland (Stock Non-Wing) | 2nd | - | - | 4th |
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| 8/27/2021 | US 24 Speedway - Logansport, IN Weekly Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, Senior Micros | Results | | Kayla Cleveland (Non-Wing Outlaw) | 4th | - | - | 5th |
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| 9/4/2021 | US 24 Speedway - Logansport, IN 3rd Annual Paul Moyer Mem. Outlaw NW $1000 to win, Rest. NW $300 to win point night 9 Non-Wing Outlaw, Restricted Non Winged Micros, Winged A-Class, Stock Non-Wing, Junior Sprints, Generic 1, Senior Micros | Results | | Kayla Cleveland (Non-Wing Outlaw) | 8th | - | 11th | - |
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| 9/5/2021 | US 24 Speedway - Logansport, IN Weekly $500 to win any class 20 + cars Jr Sprint run Wing & NW Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, 125cc Non Winged Micros, Junior Sprints, Senior Micros | Results | | Kayla Cleveland (Non-Wing Outlaw) | 8th | - | - | 12th |
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| 9/17/2021 | Miami County Raceway - Peru, IN Non-Wing Outlaw, Restricted 'A' Class, Restricted Non Winged Micros, Winged A-Class, Stock Non-Wing, Non-Winged Sprints, 125cc Winged Micros, 125cc Non Winged Micros, 270 Winged Micros | Results | | Kayla Cleveland (Non-Wing Outlaw) | 4th | - | - | 18th |
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