Prosecutors say Shaun Wild was stabbed to death as he tried to help his friend, who had also been stabbed.
Prosecutors revealed new details Sunday about the stabbing, the suspect and the victim.
They say the incident may have started when victim Willie Hayes made fun of a glass the suspect was drinking beer out of.
The stabbing happened early Saturday morning at Frankie's Blue Room bar in downtown Naperville.
"There is no way to make sense of what happened," said Naperville Police Chief David Dial. "I've had a lengthy police career and I have never heard of anything that made less sense than this particular stabbing."
Authorities say the stabbing that killed Wild was the result of a verbal altercation between one of his former football teammates and Olaska.
"Our investigation has shown so far that words were exchanged regarding the defendant drinking beer out a wineglass, and that may have been what escalated this verbal disagreement," said DuPage County State's Attorney Robert Berlin.
Officials talked about the incident just moments after a judge set a $3 million bond for the 27-year-old Naperville resident.
Olaska's parents, along with members of the church they attend, left court without comment.
Olaska has been charged with one count of first degree murder and two counts of attempted first degree murder for the stabbing.
The two men were sitting at the same table inside the bar but did not know each other.
Witnesses say the trouble began after Wild's friend, William Hayes III, a senior at North Central College and a defensive end on its football team, exchanged words with Olaska.
"Wild came over to see what was going on and it was at that time the defendant pulled out the knife and launched it at both Wild and Hayes," Berlin said.
Striking Hayes in the stomach and Wild fatally in the heart, a third man, a bar bouncer was also injured.
Olaska was arrested at the scene by Naperville police.
"There is simply no way to make any sense out of this. I know the community wants to try to make sense of it. It is a tragic loss for the entire Naperville community," Dial said.
Meanwhile, Wild, a second grade teacher, was remembered at a vigil by those who knew him.
He started teaching in Spring Brook Elementary this year after graduating in December.
"I know you guys lost a son, but I promise that you guys just gained an entire campus of family that is going to back you up," said former teammate Manny Juarez
Hayes remains hospitalized in an area hospital in ICU in fair condition. The third individual injured was treated and released.
Wild grew up and went to school in a suburb north of Milwaukee. Saturday night, friends, former teachers and coaches gathered on the field where he used to play football at Brown Deer High School.
They lit candles, prayed and remembered the young man who had such an impact on their lives.
"Shaun Wild was a great person," said David Lucre, Wild's former teacher and coach. "He was a great young man."
One coach said he knew wild was going to be a great educator, even back in high school.
Another said he had the ability to gather people to move toward a common goal.
An attorney for Olaska says the Schaumburg Regional Airport employee, who lives with his parents, has no criminal record.
He describes the Illinois State University graduate, who holds a masters degree in aviation administration, as a good kid.
Olaska is due back in court March 5.