The Kansas City Chiefs' offensive tackle situation has been a revolving door for the last decade, and 2026 seems no different. Starting left tackle Josh Simmons has dealt with a back injury, and starting right tackle Jaylon Moore will head to free agency this offseason. The Chiefs need stability at offensive tackle, and adding a tackle will be their top priority.
Offensive tackle is the second-most expensive position in football, and it is incredibly rare to land a quality starter in free agency. Kansas City will have limited options to add a tackle this offseason, so getting ahead of the market at the trade deadline could help. The Chiefs could use either a stopgap starter or a long-term investment. So who might Brett Veach and the rest of the Chiefs' staff be targeting at the deadline?
Andrew Wylie, Washington Commanders
Anyone who follows the Chiefs knows Brett Veach and the rest of the staff can be questionable about their loyalty to former players. Andrew Wylie could be a guy Brett Veach looks to bring back because of his relationship with Andy Reid and other members of the Chiefs organization. Wylie has been a rotational player on the Commanders' offensive line for the last three years, and Washington's struggles could make him available. He has experience at left and right tackle and guard, depth that would be valuable in Kansas City.
Andrew. Wylie. pic.twitter.com/HWr0O386dT
— Josh Cohen (@JCohen_NFL) February 13, 2023
Dylan Cook, Pittsburgh Steelers
Heading into the 2026 season, Cook won the starting right tackle job for the Steelers after starting at left tackle in 2025. His experience on both sides of the line will be valuable for the Chiefs, especially as Jaylon Moore recovers from his concussion. Cook is an impending free agent and could be acquired cheaply, but he could also be extended for future value if he plays well this season.
Walker Little, Jacksonville Jaguars
Once seen as the nation's best high school football player and an elite NFL tackle prospect at Stanford, Little has struggled to find a consistent spot on the Jaguars' offensive line. Like Cook, Little has experience at both left and right tackle, and Kansas City is thin at offensive tackle. Little has experience playing outside and potential and, with an extension, could be a major investment for the Chiefs at tackle going forward.
Walker Little final drive...
— Ben Fennell (@BenFennell_NFL) January 15, 2023
That's a 1-on-1 whooping against Khalil Mack 3 plays in a row with the season on the line pic.twitter.com/tYv6zgNOjn
Dawand Jones, Cleveland Browns
One of the biggest players in the NFL, Jones has been pushed out of his role in Cleveland after the Browns drafted Spencer Fano ninth overall this offseason. Jones has played on both sides of the line and brings a unique size that very few NFL players have. On a one-year deal, Jones could be acquired for a lower price, especially if the Browns' season starts to go downhill.
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