The four armed robberies have all taken place since May 30, police said.
Police Supt. Garry McCarthy said, "The entire department will be out, we'll be out in uniform."
"I call [Lincoln Square] Pleasantville," said Meredith Reynolds, 30. "I can't believe it."
This year's Pride Parade and its aftermath resulted in more arrests than 2014.
Surveillance cameras captured the 10:30 a.m. holdup at 1934 W. Chicago Ave.
Mothers Against Senseless Killings is hoping to break the violent cycle of retaliatory violence.
Police pushed post-Pride partiers off Halsted before midnight and closing bars before 1 a.m.
"It's a shame that folks would do this on the weekend of Pride," said a pastor who filed police reports.
CAPS is over in the police district covering Logan Square, Humboldt Park and Wicker Park.
Police responded around 3:20 a.m. Tuesday in the 4400 block of North Drake Street.
Most recently, a 21-year-old was shot in his left leg Monday night in Auburn Gresham.
The 49-year-old woman was found unresponsive early Tuesday.
The three officers injured in the crash were treated at an area hospital and released, police said.
The man was shot four times in his chest, shoulder and left arm, police said.
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