- Has five siblings, including fellow actors Matt Dillon and Paul Dillon. Their great-uncle was late cartoonist Alex Raymond, who created Flash Gordon.
- Wife, Jane Stuart, gave birth to the couple's first child, a girl named Ava Dillon on May 17, 2006 in Beverly Hills.
- Before getting the semi-regular role of Officer Neil Baker on NYPD Blue (1993), he read for the role of Danny Sorenson.
- Has a daughter named Amy Dillon (born 1991) from a previous relationship.
- Graduated from Mamaroneck (NY) High School. Classmates with actors Dan Futterman, Matt Dillon, Bronson Picket, Elizabeth Berridge and Jill Novick.
- Does a podcast with Entourage writer and cast member Doug Ellin and Kevin Connelly.
- He is of almost entirely Irish descent, with a small amount of German and Scottish, ancestry.
- Separated from wife Jane Stuart in late 2009.
- Born on the same date as Kyra Sedgwick.
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