Kyle Busch Winless Streak: 7 Things That Happened in 100-Race Win Drought

Kyle Busch last won a NASCAR Cup Series race on June 4, 2023, in the Enjoy Illinois 300. One of the best NASCAR drivers of the modern era seemed to be on pace to be one of the all-time greats, but he now finds himself in the midst of a three-year drought without a trip to victory lane in the Cup Series. With the winless streak now at 100 consecutive races, we’re going to look at a few of the things that were happening the last time Busch won Cup Series race and noting a few things that have happened during the streak.

24 Different Drivers Won a Cup Series Points Race Scott Kinser-Imagn Images Kyle Busch won three races in the first half of the 2023 NASCAR Cup Series season, with his victory at Gateway seeming to signal that he would be competing for a championship and might, at a minimum, tie his win totals from the 2019 season (five). Instead, he’s had to watch as 24 drivers have gone to victory lane during his 100-race winless streak. That doesn’t just include one-time winners like Bubba Wallace and Josh Berry, but also guys like Tyler Reddick (eight wins), Christopher Bell (nine wins) and Ryan Blaney and Kyle Larson (11 wins) easily outclassing him.

Related: NASCAR Cup Series All-Time Wins List, including Kyle Busch Connor Zilisch, 16, Was Preparing for First ARCA Race Mark J. Rebilas-Imagn Images Connor Zilisch was just 16 years old the last time Kyle Busch won a Cup Series race, and the thought of racing against the future Hall of Famer only seemed like a dream. It wouldn’t even be until two months later that it was announced Zilisch would make his ARCA Menards Series debut, with his first race in NASCAR not coming until the 2024 season.

Fast forward to 2026; Zilisch is coming off a 10-win season in the NASCAR O’Reilly Auto Parts Series, and there’s a chance the road-course maestro could get his first Cup win in 2026 before Busch makes it back to victory lane. Related: Early NASCAR Silly Season Predictions 2026, including Kyle Busch Shane Van Gisbergen Hadn’t Made Cup Series Debut Yet Scott Kinser-Imagn Images Just a few weeks before Kyle Busch’s last Cup win, it was announced that Shane van Gisbergen would make his NASCAR Cup Series debut at the Chicago Street Course. He went on to win that race and won five in 2025, meaning he’s won as many races (six) since June 2023 as Busch has from 2021 through 2026.