Two other teens are recovering from bullet wounds they received while playing basketball on the city's South Side.
The boys were shot in three separate incidents that began on Friday night.
Chicago police said Antonio Davis, 14, was shot and killed Friday night near 69th and Union around 8:40 p.m.
A day later, Tyquan Tyler, 13, was shot and killed in a driveby shooting in the 6200-block of South Rhodes. Neighbors said there was a large party at the home where the boy was shot that spilled into the street.
Also, a 14-year-old and 15-year-old are recovering from being shot while playing basketball near their home Saturday night. Shanetta Johnson says the 14-year-old son is her son, Santiyon Pickett. The shooting happened around 8:43pm in the 2400-block of East 74th Street. The two victims were playing when a gunman approached on foot and opened fire, striking the two.
"As soon as I make it upstairs, I hear gunshots, and then, I hear my baby screaming, 'Mom! Mom!' They just shot me!,' Johnson told ABC7 Chicago.
"We [were] playing basketball, and then gunshots, and we started hearing gunshots," Santiyon Pickett said.
Davis' family said he was an A and B student at Leo High School and had dreams of becoming a basketball player.
"I just know that he was walking to the store to get my niece's baby water and a car pulled up and jumped out at him and shot him" said Davis' aunt, Latrice Strong
On South Rhodes Avenue, Melvin Hunt has lived in the neighborhood for five years and said he's always watching his back.
"You can't sit on your porch, you know you're afraid to come outside because of the shootings and all," Hunt said.
In more weekend violence, authorities said 29-year-old Hansen Jackson was shot several times in the chest in the 3700-block of West Chicago Avenue.
He later died at the hospital and police are questioning a person of interest.
Chicago police say a 23-year old man was shot to death Sunday near 130th and Eberhart.
Officers were called to the scene about 6:30 p.m. There was no word on the circumstances leading up to the shooting.
Chicago police Supt. Garry McCarthy spoke to ABC7 about the violence while attending Chicago's annual Pride Parade Sunday. He said reducing the crime is not an easy process and that he's trying to make it happen step by step.
"We still have an unacceptable level of violence in this city," McCarthy said. "The fact is we are making incremental progress on it and we're going to continue to do that. We can't change it overnight."
The cry for help gets louder everytime more blood is shed.
Ald. Danny Solis told ABC7 Sunday he believes his amended ordinance to reduce the penalty for possession of small amounts of marijuana will free up officers to address more serious crimes such as gang violence.
"I think the ordinance that's about to pass next week is going to help police in our neighborhoods," Solis said.