Tragedy Strikes Republican Gubernatorial Candidate's Family: Four Killed in Montana Helicopter Crash

Strategic Insights -

A devastating loss has struck the family of Republican gubernatorial candidate Darren Bailey, as four of his relatives were killed in a helicopter crash in Montana. The victims include his son, Zachary; his daughter-in-law, Kelsey; and their two young children, Vada Rose and Samuel. The family was on a business trip in Montana, where Zachary was expanding their use of helicopters as part of their farm business.

Key Takeaways:

  • The victims were killed in a helicopter crash in a remote area of eastern Montana, near the town of Ekalaka.
  • Zachary Bailey, the pilot, had obtained his helicopter license years ago to deliver medical supplies and aid to people in third-world countries.
  • The cause of the crash is unknown, and the National Transportation Safety Board is investigating.
  • Darren Bailey, the gubernatorial candidate, and his wife, Cindy, are "heartbroken" by the loss and are finding comfort in their faith, family, and prayers.
  • Zachary's license was a driving force for him to deliver medical aid to those in need.
  • The crash occurred in the hilly Chalk Butte area, where the helicopter went down southwest of the town of Ekalaka.
  • Bailey's campaign announced his candidacy for governor in September, with the primary election set for 2026.

Statistics:

  • Four family members of gubernatorial candidate Darren Bailey were killed in the helicopter crash.
  • Zachary Bailey was 7 years old.
  • Kelsey Bailey was the wife of Zachary and the daughter-in-law of Darren Bailey.
  • Vada Rose and Samuel were the two young children of Zachary and Kelsey.
  • The helicopter was piloted by Zachary Bailey at the time of the crash.
  • The National Transportation Safety Board is investigating the crash.

Sources:

  • Associated Press, "Tragedy strikes Illinois gubernatorial hopeful's family in a Montana helicopter crash" (September 2025)
  • Associated Press, "Darren Bailey running for governor in Illinois" (September 2025)
  • Illinois State Journal, "Bailey Family in Grief" (September 2025)