Michael Vigna, a competitive bike rider hassled about 9:05 p.m. by the group, one of whom tried to punch him. Antonio Diaz, a 52-year-old man walking in the park near 105th Street, was knocked to the ground by teenagers about 9:15 p.m., who stole his bag of food and bottle of beer. He was left unconscious but soon found by a policeman. Gerald Malone and Patricia Dean, riding on a tandem bike, were attacked on East Drive south of 102nd Street about 9:15 p.m. by boys who tried to stop them and grab Dean; the couple called police after reaching a call box.
David Lewis, the banker, attacked and robbed about 9:25–9:40 Robert Garner, attacked about 9:30 p.m. David Good, attacked about 9:47 p.m. John Loughlin, the 40-year-old teacher, severely beaten and kicked about 9:40–9:50 p.m. near the reservoir and left unconscious. He was also robbed of a Walkman and other items.
At 9 p.m. on April 19, 1989, a group of an estimated 30 – 32 teenagers who lived in East Harlem entered Manhattan's Central Park at an entrance in Harlem, near Central Park North. Some of the group committed several attacks, assaults, and robberies against persons walking, biking, or jogging in the northernmost part of the park and near the reservoir, and victims began to report the incidents to police. Within the North Woods, between 105th and 102nd streets, they were reported as attacking several bicyclists, hurling rocks at a cab, and attacking a pedestrian, whom they robbed of his food and beer, and left unconscious. The teenagers roamed south along the park's East Drive and the 97th Street transverse, between 9 and 10 p.m.
At least some of the group traveled further south to the area around the reservoir, where four men jogging were attacked by several youths. Among the victims was John Loughlin, a 40-year-old schoolteacher, who was severely beaten and robbed between 9:40 and 9:50. He was hit in the head with a pipe and stick, knocking him briefly unconscious. At a pre-trial hearing in October 1989, a police officer testified that when Loughlin was found, he was bleeding so badly that he "looked like he was dunked in a bucket of blood".
After her discovery, the police increased the intensity of their effort to identify suspects in this attack and took more teenagers into custody. The jogger was not identified for about 24 hours, and it took days for the police to retrace her movements of that night. By the time of the trial of the first three suspects in June 1990, The New York Times characterized the attack on the jogger as "one of the most widely publicized crimes of the 1980s".
On April 21, senior police investigators held a press conference to announce having apprehended about 20 suspects in the attacks of a total of nine people in Central Park two nights before, and began to offer their theory of the attack and rape of the female jogger. Her name was withheld as a victim of a sex crime. The police said up to 12 youths were believed to have attacked the jogger.