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| 1/3/2020 | Western Springs Speedway - Auckland, NZ NZ TQ Championship & King of the Sprints 410 Sprints - Winged, Midgets, TQ Midgets | Results | | Chris Windom (Midgets) | 6th | - | - | 4th |
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| 1/5/2020 | Western Springs Speedway - Auckland, NZ World 50 Lapper 410 Sprints - Winged, Midgets, TQ Midgets | Results | | Chris Windom (Midgets) | - | - | 17th (DNF) | - |
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| 1/17/2020 | Tulsa Expo Raceway - Tulsa, OK Vacuworx Global Qualifying Night Midgets: Chili Bowl Nationals | Results | | Chris Windom (Midgets) | 1st | 1st | - | 3rd |
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| 1/18/2020 | Tulsa Expo Raceway - Tulsa, OK Lucas Oil Championship Night Midgets: Chili Bowl Nationals | Results | | Chris Windom (Midgets) | - | - | 6th | 14th |
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| 2/7/2020 | Ocala Speedway - Ocala, FL Winter Dirt Games XI Midgets: USAC National Midgets Stock Cars | Results | | Chris Windom (Midgets) | 1st | - | - | 2nd |
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| 2/8/2020 | Ocala Speedway - Ocala, FL Winter Dirt Games XI Midgets: USAC National Midgets Stock Cars | Results | | Chris Windom (Midgets) | 2nd | - | - | 1st |
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| 2/14/2020 | Ocala Speedway - Ocala, FL 410 Sprints - Non-Winged: USAC National Sprint Cars | Results | | Chris Windom (410 Sprints - Non-Winged) | 3rd | - | - | 5th |
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| 2/15/2020 | Ocala Speedway - Ocala, FL 410 Sprints - Non-Winged: USAC National Sprint Cars | Results | | Chris Windom (410 Sprints - Non-Winged) | - | - | - | 2nd |
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| 3/7/2020 | Southern Illinois Center - DuQuoin, IL Shamrock Classic Midgets: USAC National Midgets Winged Outlaw, Winged A-Class | Results | | Chris Windom (Midgets) | 2nd | - | - | 3rd |
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| 5/15/2020 | Port City Raceway - Tulsa, OK Spring Fling - First Points Race Midgets: USAC National Midgets Winged Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, Sportsman Micros, Senior Micros | Postponed |
| 5/29/2020 | I-44 Riverside Speedway - Oklahoma City, OK Seventh Annual Turnpike Challenge Midgets: POWRi National Midgets with POWRi West Midgets, POWRi Winged Outlaw, Stock Non-Wing | Canceled |
| 5/30/2020 | I-44 Riverside Speedway - Oklahoma City, OK 7th Annual Turnpike Challenge Midgets: POWRi National Midgets with POWRi West Midgets, POWRi Non-Wing Outlaw: POWRi 600cc Outlaw Micro Sprints Winged Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, Sportsman Micros | Canceled |
| 5/31/2020 | Port City Raceway - Tulsa, OK Seventh Annual Turnpike Challenge (Port City Raceway) Midgets: POWRi National Midgets with POWRi West Midgets, POWRi Winged Outlaw | Results | | Chris Windom (Midgets) | 7th | - | 16th | - |
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| 6/5/2020 | Lee County Speedway - Donnellson, IA Non-Winged Sprints: POWRi WAR Sprints with Iowa Sprint Car League Midgets, IMCA Modified, IMCA Northern SportMod | Results | | Chris Windom (Non-Winged Sprints) | 2nd | - | - | 1st |
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| 6/6/2020 | 34 Raceway - West Burlington, IA Sonny's Market Night featuring USAC Sprints 410 Sprints - Non-Winged: USAC National Sprint Cars 305 Sprints - Winged, Stock Cars, A Modifieds, Limited Sport Mod, Sport Compact | Results | | Chris Windom (410 Sprints - Non-Winged) | 4th | - | - | 5th |
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| 6/7/2020 | Federated Auto Parts I-55 Raceway - Pevely, MO 410 Sprints - Non-Winged: USAC National Sprint Cars Asphalt Stock Cars: Track Enterprises DIRTcar UMP Modifieds | Results | | Chris Windom (410 Sprints - Non-Winged) | 4th | - | - | 2nd |
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| 6/14/2020 | Tri-State Speedway - Haubstadt, IN 410 Sprints - Non-Winged: USAC National Sprint Cars | Results | | Chris Windom (410 Sprints - Non-Winged) | 2nd | - | - | 6th |
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| 6/16/2020 | Paragon Speedway - Paragon, IN Indiana Midget Week night #1 Midgets: USAC National Midgets 410 Sprints - Non-Winged | Results | | Chris Windom (Midgets) | 5th | - | 1st | 4th |
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| 6/17/2020 | Gas City I-69 Speedway - Gas City, IN Indiana Midget Week night #2 Midgets: USAC National Midgets 410 Sprints - Non-Winged | Results | | Chris Windom (Midgets) | 2nd | - | - | 15th |
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| 6/18/2020 | Lincoln Park Speedway - Putnamville, IN USAC INDIANA MIDGET WEEK Midgets: USAC National Midgets 410 Sprints - Non-Winged | Results | | Chris Windom (Midgets) | 2nd | - | - | 4th |
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| 6/19/2020 | Lincoln Park Speedway - Putnamville, IN USAC INDIANA MIDGET WEEK LPS 2nd Night Midgets: USAC National Midgets 410 Sprints - Non-Winged | Results | | Chris Windom (Midgets) | 1st | - | - | 1st |
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| 6/20/2020 | Lawrenceburg Speedway - Lawrenceburg, IN Indiana Midget Week night #5 Midgets: USAC National Midgets 410 Sprints - Non-Winged | Results | | Chris Windom (Midgets) | 5th | - | 1st | 4th |
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| 6/21/2020 | Kokomo Speedway - Kokomo, IN Indiana Midget Week Midgets: USAC National Midgets Hobby Stocks, 410 Sprints - Non-Winged | Results | | Chris Windom (Midgets) | 1st | - | - | 3rd |
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| 6/26/2020 | Plymouth Speedway - Plymouth, IN USAC National Sprint Series 410 Sprints - Non-Winged: USAC National Sprint Cars Asphalt Mini Stocks, Stock Non-Wing | Results | | Chris Windom (410 Sprints - Non-Winged) | 1st | - | - | 11th |
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| 7/1/2020 | Terre Haute Action Track - Terre Haute, IN 410 Sprints - Non-Winged: USAC National Sprint Cars 410 Sprints - Winged | Results | | Chris Windom (410 Sprints - Non-Winged) | 4th | - | - | 1st |
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| 7/3/2020 | Lincoln Park Speedway - Putnamville, IN Bill Gardner Sprintacular Night 1 410 Sprints - Non-Winged: USAC National Sprint Cars DIRTcar UMP Modifieds, Factory Stocks, Super Stocks | Results | | Chris Windom (410 Sprints - Non-Winged) | 2nd | - | - | 3rd |
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| 7/4/2020 | Lincoln Park Speedway - Putnamville, IN Bill Gardner Sprintacular Night 2 410 Sprints - Non-Winged: USAC National Sprint Cars 305 Sprints - Winged, Midgets | Results | | Chris Windom (410 Sprints - Non-Winged) | 14th | - | 4th | 11th |
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| 7/10/2020 | Knoxville Raceway - Knoxville, IA Corn Belt Nationals 410 Sprints - Non-Winged: USAC National Sprint Cars Non-Winged Sprints: POWRi WAR Sprints with Iowa Sprint Car League 360 Sprints - Winged, 410 Sprints - Winged | Results | | Chris Windom (410 Sprints - Non-Winged) | 1st | - | - | 4th | | Chris Windom (Non-Winged Sprints) | 1st | - | - | 4th |
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| 7/11/2020 | Knoxville Raceway - Knoxville, IA Corn Belt Nationals 410 Sprints - Non-Winged: USAC National Sprint Cars Non-Winged Sprints: POWRi WAR Sprints with Iowa Sprint Car League 410 Sprints - Winged | Results | | Chris Windom (410 Sprints - Non-Winged) | 4th | - | - | 4th | | Chris Windom (Non-Winged Sprints) | 4th | - | - | 4th |
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| 7/17/2020 | Jefferson County Speedway - Fairbury, NE 3rd Annual Midwest Midget Championship at Jefferson County Speedway - Night 1 Midgets: USAC National Midgets Stock Non-Wing | Results | | Chris Windom (Midgets) | 2nd | - | - | 1st |
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| 7/18/2020 | Jefferson County Speedway - Fairbury, NE 3rd Annual Midwest Midget Championship at Jefferson County Speedway - Finale Midgets: USAC National Midgets Stock Non-Wing | Results | | Chris Windom (Midgets) | 2nd | - | - | 4th |
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| 7/19/2020 | Caney Valley Speedway - Caney, KS Midgets: USAC National Midgets Stock Non-Wing: NOW600 Non-Wing Micros | Results | | Chris Windom (Midgets) | 1st | - | - | 2nd |
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| 7/21/2020 | Red Dirt Raceway - Meeker, OK Midgets: USAC National Midgets Stock Non-Wing: NOW600 Non-Wing Micros | Results | | Chris Windom (Midgets) | 2nd | - | - | 5th |
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| 7/24/2020 | Gas City I-69 Speedway - Gas City, IN 410 Sprints - Non-Winged: USAC National Sprint Cars | Results | | Chris Windom (410 Sprints - Non-Winged) | 2nd | - | - | 11th |
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| 7/25/2020 | Kokomo Speedway - Kokomo, IN Indiana Sprint Week 410 Sprints - Non-Winged: USAC National Sprint Cars | Results | | Chris Windom (410 Sprints - Non-Winged) | 2nd | - | - | 9th |
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| 7/26/2020 | Lawrenceburg Speedway - Lawrenceburg, IN 410 Sprints - Non-Winged: USAC National Sprint Cars | Results | | Chris Windom (410 Sprints - Non-Winged) | 3rd | - | - | 2nd |
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| 7/29/2020 | Terre Haute Action Track - Terre Haute, IN 410 Sprints - Non-Winged: USAC National Sprint Cars | Results | | Chris Windom (410 Sprints - Non-Winged) | 1st | - | - | 2nd |
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| 7/31/2020 | Lincoln Park Speedway - Putnamville, IN USAC Sprints 7/30 make up 410 Sprints - Non-Winged | Results | | Chris Windom (410 Sprints - Non-Winged) | - | - | - | - |
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| 8/1/2020 | Tri-State Speedway - Haubstadt, IN 410 Sprints - Non-Winged: USAC National Sprint Cars | Results | | Chris Windom (410 Sprints - Non-Winged) | 4th | - | - | 5th |
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| 8/5/2020 | Action Track USA - Kutztown, PA Midgets: USAC National Midgets Stock Non-Wing | Results | | Chris Windom (Midgets) | 2nd | - | - | 13th |
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| 8/8/2020 | Clyde Martin Mem. Speedway - Schaefferstown, PA Midgets: USAC National Midgets Stock Non-Wing | Results | | Chris Windom (Midgets) | 1st | - | - | 16th |
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| 8/27/2020 | Kokomo Speedway - Kokomo, IN Sprint Car Smackdown 9 410 Sprints - Non-Winged: USAC National Sprint Cars | Results | | Chris Windom (410 Sprints - Non-Winged) | 5th | - | 2nd | 8th |
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| 8/28/2020 | Kokomo Speedway - Kokomo, IN Sprint Car Smackdown 9 410 Sprints - Non-Winged: USAC National Sprint Cars | Results | | Chris Windom (410 Sprints - Non-Winged) | 1st | - | - | 2nd |
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| 8/29/2020 | Kokomo Speedway - Kokomo, IN Sprint Car Smackdown 9 410 Sprints - Non-Winged: USAC National Sprint Cars | Results | | Chris Windom (410 Sprints - Non-Winged) | - | - | - | 6th |
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| 9/4/2020 | Sweet Springs Motorsports Complex - Sweet Springs, MO USAC National Midgets and Winged Outlaw Micros Midgets | Results | | Chris Windom (Midgets) | 1st | - | - | 2nd |
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| 9/5/2020 | Sweet Springs Motorsports Complex - Sweet Springs, MO USAC National Midgets and Winged Outlaw Micros Midgets | Results | | Chris Windom (Midgets) | 3rd | - | - | 3rd |
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| 9/11/2020 | Bloomington Speedway - Bloomington, IN 410 Sprints - Non-Winged: USAC National Sprint Cars DIRTcar UMP Modifieds | Results | | Chris Windom (410 Sprints - Non-Winged) | 3rd | - | - | 1st |
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| 9/12/2020 | Lincoln Park Speedway - Putnamville, IN The Gary Rickett's Memorial - Buckeye Bob 33 410 Sprints - Non-Winged: USAC National Sprint Cars DIRTcar UMP Modifieds, Factory Stocks, Super Stocks | Results | | Chris Windom (410 Sprints - Non-Winged) | 3rd | - | - | 5th |
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| 9/18/2020 | Terre Haute Action Track - Terre Haute, IN 410 Sprints - Non-Winged: USAC National Sprint Cars DIRTcar UMP Modifieds | Results | | Chris Windom (410 Sprints - Non-Winged) | 1st | - | - | 1st |
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| 9/19/2020 | Tri-State Speedway - Haubstadt, IN 410 Sprints - Non-Winged: USAC National Sprint Cars | Results | | Chris Windom (410 Sprints - Non-Winged) | 2nd | - | - | 6th |
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| 9/25/2020 | Gas City I-69 Speedway - Gas City, IN Midgets: USAC National Midgets 410 Sprints - Non-Winged: USAC National Sprint Cars | Results | | Chris Windom (Midgets) | 2nd | - | - | 9th | | Chris Windom (410 Sprints - Non-Winged) | 3rd | - | - | 5th |
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| 9/26/2020 | Kokomo Speedway - Kokomo, IN USAC Sprints & USAC Midgets Midgets: USAC National Midgets 410 Sprints - Non-Winged: USAC National Sprint Cars | Results | | Chris Windom (Midgets) | 2nd | - | - | 1st | | Chris Windom (410 Sprints - Non-Winged) | 2nd | - | - | 9th |
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| 10/3/2020 | Lawrenceburg Speedway - Lawrenceburg, IN 410 Sprints - Non-Winged: USAC National Sprint Cars | Results | | Chris Windom (410 Sprints - Non-Winged) | 4th | - | - | 3rd |
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| 10/9/2020 | Wayne County Speedway - Wayne City, IL Jason Leffler Memorial Midgets: USAC National Midgets Non-Wing Outlaw, Restricted 'A' Class, Junior Sprints | Results | | Chris Windom (Midgets) | 1st | - | - | 2nd |
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| 10/10/2020 | Tri-State Speedway - Haubstadt, IN Harvest Cup Midgets: USAC National Midgets 410 Sprints - Non-Winged: Midwest Sprint Car Series MSCS Lightning Sprints | Results | | Chris Windom (Midgets) | 1st | - | - | 16th |
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| 10/24/2020 | Kokomo Speedway - Kokomo, IN World of Outlaw Sprint Cars 410 Sprints - Winged: World of Outlaws | Results | | Chris Windom (410 Sprints - Winged) | 7th | - | 6th | - |
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| 11/13/2020 | Arizona Speedway - Queen Creek, AZ Midgets: USAC National Midgets 410 Sprints - Non-Winged: USAC National Sprint Cars 360 Sprints - Non-Winged | Results | | Chris Windom (Midgets) | 4th | - | - | 8th |
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| 11/14/2020 | Arizona Speedway - Queen Creek, AZ Midgets: USAC National Midgets 410 Sprints - Non-Winged: USAC National Sprint Cars 360 Sprints - Non-Winged | Results | | Chris Windom (Midgets) | 3rd | - | - | 4th |
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| 11/17/2020 | Bakersfield Speedway - Bakersfield, CA USAC National November Classic Midgets: USAC National Midgets Hobby Stocks, Lightning Sprints | Results | | Chris Windom (Midgets) | 4th | - | - | 6th |
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| 11/20/2020 | Merced Speedway - Merced, CA Midgets: USAC National Midgets 360 Sprints - Winged | Results | | Chris Windom (Midgets) | 5th | - | 4th | 15th |
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| 11/21/2020 | Merced Speedway - Merced, CA Midgets: USAC National Midgets Hobby Stocks, TQ Midgets | Results | | Chris Windom (Midgets) | 2nd | - | - | 17th |
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