"They are not happy with Joe Maddon saying what he said where he said and when he said it, and this is a power move by Joe," Bernstein said.
"It's very high, yeah," he said. "Very high. Very, very high. I'm operating in that I believe we'll be together for a couple more years at least."
Maddon is in the final season of the original five-year deal he signed in November 2014.
His contract status has been an ongoing discussion topic since The Athletic's Patrick Mooney reported last November that Cubs president Theo Epstein said the team wouldn't discuss an extension during the offseason and would re-evaluate it later in 2019.
Maddon, 65, has been one of the most successful managers in Cubs history, leading them to the 2016 World Series title. His .589 winning percentage ranks third, behind Frank Chance and Al Spalding, and he recently passed Joe McCarthy for fifth-most wins (451).