It happened around 1 p.m.
The duo was scheduled to perform at the Flying W Airport & Resort Friday night. The show was cancelled before news of Gentry's death broke.
Details surrounding the crash were not immediately known.
According to the duo's Twitter account, the 50-year-old's family "acknowledges the kind thoughts and prayers." They're asking for privacy.
Montgomery Gentry is known for their hit songs "Our Town," "Something to be Proud of," and "Hell Yeah."