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| 5/17/2019 | Tri City Speedway - Granite City, IL Midgets: USAC National Midgets 410 Sprints - Non-Winged: USAC National Sprint Cars B Modifieds, Non-Winged Sprints | Results | | Terry Chester (B Modifieds) | 4th | - | - | 15th |
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| 5/18/2019 | Tri City Speedway - Granite City, IL Rivertown Showdown Night #2 - USAC Sprints & USAC Midgets & B Modifieds Midgets, B Modifieds, 410 Sprints - Non-Winged, Non-Winged Sprints | Results | | Terry Chester (B Modifieds) | 7th | - | - | - |
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| 5/31/2019 | Tri City Speedway - Granite City, IL UMP vs AMS Mods $2000/B-Modifieds $1000/UMP Crate Late Models $1000/UMP St. Stocks $250/Kidz Modz DIRTcar UMP Modifieds, B Modifieds, Street Stocks, Generic 1, Pro Late Model | Results | | Terry Chester (B Modifieds) | 4th | - | - | 15th |
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| 6/7/2019 | Tri City Speedway - Granite City, IL B-Mod Triple 777's B Mods $700/$700/$700/UMP LM/UMP Modifieds/UMP Crate LM/UMP St. Stocks DIRTcar Late Models, DIRTcar UMP Modifieds, B Modifieds, Street Stocks, Pro Late Model | Results | | Terry Chester (B Modifieds) | 8th | - | 11th | 15th |
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| 6/25/2019 | Tri City Speedway - Granite City, IL "Summer Nationals" MAKEUP from 6/21st UMP LM $7,500/UMP Summit Mods $1000/B-Mods $1000 DIRTcar Late Models: DIRTcar Summer Nationals DIRTcar UMP Modifieds: DIRTcar Modified Nationals Dirt Super Late Models, B Modifieds | Results | | Terry Chester (B Modifieds) | 6th | - | 1st | - |
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| 6/28/2019 | Tri City Speedway - Granite City, IL WAR Sprints at Tri-City Speedway Non-Winged Sprints: POWRi WAR Sprints DIRTcar Late Models, DIRTcar UMP Modifieds, B Modifieds, Pro Late Model | Results | | Terry Chester (B Modifieds) | DNS | - | DNS | - |
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| 7/26/2019 | Tri City Speedway - Granite City, IL A-Mods $700/B-Mods $700/Crate LM $700/St. Stocks $300/4-Cylinder $200 (All Classes: Bump & Run $100) DIRTcar UMP Modifieds, DIRTcar Sport Compact, B Modifieds, Street Stocks, Pro Late Model | Results | | Terry Chester (B Modifieds) | 4th | - | - | 9th |
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| 8/2/2019 | Tri City Speedway - Granite City, IL "Marty Kopp Memorial" UMP Mods/B-Mods/UMP CLM/UMP St. Stocks plus $100 Bump & Run for Mods & CLM DIRTcar UMP Modifieds, B Modifieds, Street Stocks, Pro Late Model | Results | | Terry Chester (B Modifieds) | 3rd | - | - | 16th |
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| 8/9/2019 | Tri City Speedway - Granite City, IL "Driver FREE Pit Pass" UMP LM /UMP Mods/B-Mods/UMP CLM/ St. Stocks/600cc Winged Micros/Kidz Modz DIRTcar Late Models, DIRTcar UMP Modifieds, Winged Outlaw, B Modifieds, Street Stocks, Pro Late Model | Results | | Terry Chester (B Modifieds) | 4th | - | - | 19th |
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| 8/16/2019 | Tri City Speedway - Granite City, IL "Russ Wallace Memorial-Topless Night" MARS Late Models $3,000/UMP Modifieds/B-Modifieds/UMP Crate LM DIRTcar Late Models, DIRTcar UMP Modifieds, B Modifieds, Pro Late Model | Results | | Terry Chester (B Modifieds) | 3rd | - | - | 13th |
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| 9/6/2019 | Tri City Speedway - Granite City, IL Brad Yotter Memorial - UMP Late Models/UMP Mods/B-Mods/UMP Crate LM/Street Stock/Wing Micros DIRTcar Late Models, DIRTcar UMP Modifieds, Winged Outlaw, B Modifieds, Street Stocks, Pro Late Model | Results | | Terry Chester (B Modifieds) | 3rd | - | - | 9th |
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| 9/13/2019 | Tri City Speedway - Granite City, IL "Fan Appreciation Night" UMP LM/UMP Mods/B-Mods/UMP Crate LM/UMP St. Stocks/Non-Wing Micros DIRTcar Late Models, DIRTcar UMP Modifieds, Non-Wing Outlaw, B Modifieds, Street Stocks, Pro Late Model | Results | | Terry Chester (B Modifieds) | 7th | - | DNS | - |
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| 9/20/2019 | Tri City Speedway - Granite City, IL Season Championship - UMP Late Models/UMP Modifieds/B-Modifieds/UMP Crate LM/UMP St. Stocks/Micros DIRTcar Late Models, DIRTcar UMP Modifieds, Winged Outlaw, B Modifieds, Street Stocks, Pro Late Model | Results | | Terry Chester (B Modifieds) | 5th | - | - | 11th |
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| 10/18/2019 | Tri City Speedway - Granite City, IL "Willies Tire B-Mod Bash" Night #1 - B-Modifieds $3,000, A-Modifieds $1,000, Winged Micros $500 DIRTcar UMP Modifieds, Winged Outlaw, B Modifieds | Results | | Terry Chester (B Modifieds) | 3rd | - | 12th | - |
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| 10/19/2019 | Tri City Speedway - Granite City, IL "Willies Tire B-Mod Bash" Night #2 - B-Mods $3,000, A-Mods $1,000, Non-Wing Micros $500, 4-cylinders DIRTcar UMP Modifieds, DIRTcar Sport Compact, Non-Wing Outlaw, B Modifieds | Results | | Terry Chester (B Modifieds) | 1st | - | - | 8th |
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