In both cases, the offenders tied up women while they ransacked their homes.
The first home invasion occurred Friday night in the 5200-block of North Mobile Avenue in the Jefferson Park neighborhood. The second occurred Monday night in the 3700-block of North Oconto Avenue in the Belmont Heights neighborhood.
The women who were tied up in the home invasions were not injured seriously.
As many prepare a New Year's Eve celebration, some residents on the Northwest Side of Chicago are taking more care with anyone who may be coming to their doors.
On Monday evening, a resident in Belmont Heights was tied up and robbed after answering the door.
"She was very shaken up initially. They hit her with a gun 'cause she tried to get away. And they hit her and told her, 'We'll kill you if you try to do that again.' She told me tonight, 'I thought I was going to die,'" said Ed Stare, neighbor.
The victim's neighbor called police. He says the robbers ransacked her home leaving the woman tied up for about a half hour.
"It was really shocking and upsetting. And to be next door and not know anything is going on and to think boy, if I had just looked out the window or something," said Stare.
Longtime residents say this incident is forcing them to be more cautious with strangers coming through the neighborhood.
"I feel mad that people come by an bother you at your own house. It's a shame. She's nice, very nice," said Dominica Nitti, neighbor.
On Friday night, in the Jefferson Park neighborhood, there was a similar incident. A woman answered the door and was met by two robbers who also tied her up.
Detectives from Chicago Police Department's Area North are investigating both incidents. While they are both in their jurisdiction, it is unclear if the two incidents are related.