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| 7/24/2020 | Farmer City Raceway - Farmer City, IL 10th Annual Jr. Kimler Memorial $3K Late Models + Full Show DIRTcar UMP Modifieds, Street Stocks, Dirt Late Models, Pro Late Model | Results | | Chase Osterhoff (Pro Late Model) | 3rd | - | - | 3rd |
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| 8/15/2020 | Macon Speedway - Macon, IL Eve of Destruction VI with FIREWORKS & Diane Bennett Memorial DIRTcar UMP Modifieds, Winged A-Class, B Modifieds, Street Stocks, Hornets, Pro Late Model | Results | | Chase Osterhoff (Pro Late Model) | 1st | - | - | 3rd |
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| 9/19/2020 | Fairbury Speedway - Fairbury, IL Fairbury American Legion Speedway DIRTcar Late Models, DIRTcar UMP Modifieds, DIRTcar Sportsmans, Street Stocks, Pro Late Model | Results | | Chase Osterhoff (Pro Late Model) | 1st | - | - | 3rd |
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| 10/9/2020 | Tri City Speedway - Granite City, IL "Rick Heck Mem" CLM $1559, AMods $1000, St.Stk $1000,4-Cyl $1000, BMods $350 & Wing Micros $200 DIRTcar UMP Modifieds, DIRTcar Sport Compact, Winged Outlaw, B Modifieds, Street Stocks, Pro Late Model | Results | | Chase Osterhoff (Pro Late Model) | 1st | - | - | 7th |
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| 10/10/2020 | Fairbury Speedway - Fairbury, IL 10/10/2020 DIRTcar Late Models, DIRTcar UMP Modifieds, Pro Late Model | Results | | Chase Osterhoff (Pro Late Model) | 2nd | - | - | 3rd |
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