Milwaukee acquired Lillard from the Portland Trail Blazers in 2023. Lillard is averaging 24.6 points, 4.5 rebounds and 7.0 assists in 131 games with the Bucks, who won the championship in 2021 but haven't even gotten back to the Eastern Conference Finals since then.

Milwaukee Bucks guard Damian Lillard isn’t sure exactly when he will be playing again. He’s just grateful that moment will come sooner than anyone could have reasonably expected.

On March 25, 2025, the Bucks announced Lillard was diagnosed with deep vein thrombosis in his right calf, sidelining the seven-time All-NBA point guard indefinitely. The Bucks were in the midst of battling for playoff positioning in the Eastern Conference, entering the postseason as the fifth seed with a 48-34 regular season record.