Damarri Conner and Kenneth Merritt pled guilty earlier this year to the 2023 carjacking, which was caught on camera.
The two men attacked the woman on Nov. 2, 2023 as she arrived home and took her car, Chicago police said.
The victim's surveillance cameras captured the carjacking in the 9300-block of South Pleasant Avenue in the Beverly neighborhood.
The attackers also stole the keys to another vehicle belonging to the family and stole that SUV later, authorities said.
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Conner and Merritt faced charges of felony aggravated vehicular carjacking with a firearm and two felony counts of armed robbery with a firearm, among others.
Conner went before a judge this week and was sentenced to 14.5 years in prison.
Merritt is set to be sentenced in June.