Weinglass became a well known lawyer after the trial of the Chicago Eight, demonstrators against the Vietnam War who were arrested during protests at the Convention of the Democratic Party in 1968 and were charged with conspiracy, inciting to riot and other charges.
Fue el juicio a los Ocho de Chicago, los manifestantes contra la Guerra de Vietnam arrestados durante las protestas en la convención del Partido Demócrata en 1968, el que lanzó a Weinglass al primer plano legal.