The 2019–20 CAA men's basketball season will mark the 35th season of Colonial Athletic Association basketball, taking place between November 2019 and March 2020.

Practices will commence in October 2019, and the season will end with the 2020 CAA men's basketball tournament.

Notes: Source[5] () first place votes Source[5] Colonial Athletic Association Preseason Player of the Year: Grant Riller (Charleston) This table summarizes the head-to-head results between teams in conference play.

The 2020 National Invitation Tournament was canceled due to the COVID-19 pandemic.

The 2020 College Basketball Invitational was canceled due to the COVID-19 pandemic.