Rioters broke into the Justice Center in Downtown Portland and ransacked it before lighting it on fire.
Dozens of other shops and businesses have also been looted, some also lit on fire.
Many were not wearing masks and had their faces visible in livestream footage, but it is unclear if police have attempted to make any arrests.
The city, which is known for their massive Antifa movement, erupted into absolute chaos late Friday evening.
Rioters were looting and vandalizing buildings, including a Chase Bank, which they subsequently lit on fire.
They also broke into and looted the Apple Store and Louis Vuitton.
“Rioters have broken into Portland’s main mall in downtown & began looting the @LouisVuitton . Youths ran out with designer bags. They shouted about expropriation. People online are cheering about how this is targeting wealth inequality,” Portland journalist Andy Ngo tweeted.
“We are witnessing glimpses of the full insurrection the far-left has been working on for decades. Within hours, militant antifa cells across the country mobilized to aid BLM rioters. The first broken window is the blood in the water for looters to move in. The fires come next,” Ngo tweeted.
The Portland Police tweeted for people downtown to flee as it is not safe.
“PPB has declared a riot. The following is closed to all traffic, pedestrians and vehicles: SW Naito Pkwy west to SW 13th Ave is closed from SW Lincoln north to NW Everett St. Disperse now or you will be subject to gas, projectiles, and other means necessary for dispersal,” the Portland Police also tweeted.
Portland Mayor Ted Wheeler sent a tweet after 1 am local time saying that he had left the city because his mother is dying, but that he is coming back. He added that the police will be hearing from him.
“ENOUGH. I had to leave Portland today because my mother is dying. I am with family to prepare for her final moments. This is hard, this is personal, but so is watching my city get destroyed. I’m coming back NOW. You will be hearing from me, @PortlandPolice, community leaders,” Wheeler wrote.