Kahne, who is in the final five races of his tenure driving the No. 5 for Hendrick Motorsports, will make his 500th Cup Series start.
DiBenedetto, driver of Go Fas Racing’s No. 32 Ford, will reach the century mark with his 100th Cup start.
The two join the ranks of drivers who have celebrated similar milestones this season.
Brad Keselowski won Sunday at Talladega Superspeedway in his 300th Cup start.
Kahne, 37, made his first Cup start in the 2004 Daytona 500 for Evernham Motorsports. The 24-year-old driver won the Rookie of the Year that season, making him the youngest winner of the award at the time since Jeff Gordon earned it at the age of 22 in 1993.
Since then he has earned 18 wins, 92 top fives, 175 top 10s and 27 poles. He has yet to miss a race in his 14-year career in the Cup Series.
DiBenedetto, 26, made his first Cup start on March 15, 2015 in the CampingWorld.com 500 at Phoenix Raceway. The start, in the No. 83 Toyota for BK Racing, came after he failed to qualify for the previous two races at Atlanta and Las Vegas Motor Speedway.
His career-best finish is sixth in the April 2016 race at Bristol.
Through 31 races this year, DiBenedetto has an average finish of 26.8, an improvement over his totals in 2015 (32nd) and 2016 (30th).
In five Kansas starts, DiBenedetto’s best result is 24th in the fall 2016 race. His average finish is 28.2.
“I really enjoy racing at Kansas Speedway,” DiBenedetto said in a press release. “Our mile-and-a-half program has been very strong this year and (Crew chief) Gene (Nead) has been giving me fast race cars to compete with. We qualified in the second-round here at Kansas earlier in the season, so that gives us a lot of hope.
“I like the racing at Kansas because you can move around a lot groove-wise and find a line that works with the balance of your race car. I’m usually one of the first people to move up into the high-groove and that seems to help find us some speed. If we can get a balance on the race car like we had in the spring, I know we’ll be fast and competitive.”