The final year of Middleton's contract is reportedly expected to be a player option.
Through six seasons in Milwaukee, Middleton has averaged 16.3 points, 4.6 rebounds, 3.4 assists, and 1.3 steals per game while shooting 39 percent from the 3-point line. He broke through as an All-Star this past season, forming a dynamic tandem with 2018-19 MVP Giannis Antetokounmpo.
In keeping Middleton, the Bucks have retained most of the core that won a league-best 60 games before a run to the Eastern Conference finals. The team previously inked guard Eric Bledsoe to a four-year, $70-million extension in March and will also reportedly re-sign free-agent center Brook Lopez to a four-year, $52-million contract.
Meanwhile, trade deadline acquisition Nikola Mirotic has reportedly left the NBA to sign with EuroLeague powerhouse Barcelona and Malcolm Brogdon has reportedly landed with the Indiana Pacers via a sign-and-trade.