 On August 25, 1968, she was arrested during the Democratic National Convention and charged with disorderly conduct and posting handbills on private property without the owners' permission.On May 2, 1969, Wilkerson was arrested and charged with unlawful entry and destroying property during a takeover of Maury Hall at George Washington University in Washington, D.C. On September 4, 1969, she was arrested in Chicago on charges of disorderly conduct.On September 4, 1969, Wilkerson was arrested in Pittsburgh, Pennsylvania with 25 other female members of SDS, who were trying to recruit students to the anti-war movement by staging a high school "jailbreak".