The Enjoy Illinois 300 is a NASCAR Cup Series race held at World Wide Technology Raceway in Madison, Illinois (near St. Louis). It was first held in 2022. This race replaced the Pocono Organics CBD 325.
| 2024 |
| Austin Cindric Team Penske Ford |
| 2023 |
| Kyle Busch Richard Childress Racing Chevrolet |
| 2022 |
| Joey Logano Team Penske Ford |