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When will Damian Lillard go back to Portland?

Andrew Hanlon
Andrew Hanlon

Rip City Project

Damian Lillard, Portland Trail Blazers; Jrue Holiday, Milwaukee Bucks (Photo by Abbie Parr/Getty Images)

Sept. 27, 2023, will go down as one of the most significant dates in Portland Trail Blazers history as the day general manager Joe Cronin traded Damian Lillard, the franchise’s all-time leading scorer and most beloved figure, to the Milwaukee Bucks.

The Lillard trade put an end to a months-long saga, bringing center Deandre Ayton to Portland by way of the Phoenix Suns, along with guard Jrue Holiday from Milwaukee. It’s only a matter of time until the Blazers reroute Holiday and expand their pool of assets, continuing to build for the future around a core of Scoot Henderson, Shaedon Sharpe, Anfernee Simons and now Ayton.

As Portland fans look back fondly on Lillard’s time as a Blazer, they’ll surely begin to wonder when he’ll come back to Moda Center for what will be an exceptionally emotional return, and that begs the question: Do the Milwaukee Bucks play in Portland this season?

When will Damian Lillard return to Portland as a member of the Milwaukee Bucks?

The Portland Trail Blazers and Milwaukee Bucks play each other twice during the 2023-24 season.

Dame will face his old team for the first time on Nov. 26 at Fiserv Forum in Milwaukee.

He’ll make his return to Portland on Jan. 31, 2024, as the Bucks and Blazers play at Moda Center, with a 7 p.m. PT tip-off.

Dame can surely expect nothing but love from Blazers fans when he arrives back in Portland – even if he’s wearing a different jersey.

Andrew Hanlon

Andrew Hanlon

Andrew is a Site Co-Expert for Pippen Ain't Easy. He earned a degree in Journalism from the University of Wisconsin-Oshkosh and began covering high school sports in 2014. He's covered the NBA since 2021, and his work has been featured on FanSided, SB Nation, Yahoo! Sports, Sportscasting, and GiveMeSport. He’s been in his PAE role since 2024 and previously held the Site Expert position for Rip City Project (Portland Trail Blazers). When he's not writing about, talking about, or watching sports, he can be found playing and coaching them with his five kids.