警方包圍理工大學第二日，學生及網民號召市民上街救救理大。晚上人群湧向尖沙咀 、佐敦、油麻地、旺角以及何文田一帶「反包圍」。逾百名社工在尖東高舉社工證，要求上理大送物資、支援學生。有學生家長在警方封鎖線外哭訴及靜坐，要求入校見子女，均不獲警方理會。
全日尖沙咀麼地道、梳士巴利道、佐敦道、以及彌敦道等一帶，有大批市民聲援理大內的示威者。期間警方狂射催淚彈、防暴彈，多次用水砲車射人群，仍然未能使市民退卻。
晚上6時開始，數萬市民由尖沙咀至旺角佔領道路，組成人鏈將物資送往前線，多處設障堵路。大批防暴警察到場，狂射催淚彈及防暴槍去驅散人群；示威者投擲汽油彈反擊與防暴警對峙，佐敦道、彌敦道一帶煙霧瀰漫，火光處處，猶如戰地。
On the second day of the police siege of Hong Kong Polytechnic University (PolyU), students and netizens called on the public to take to the streets to save the university. As nightfall, crowds flocked to Tsim Sha Tsui, Jordan, Yau Ma Tei, Mong Kok and Ho Man Tin area. More than 100 social workers held up their social work cards in Tsim Sha Tsui, demanding that they send materials to support the students. Parents of the students cried and staged a sit-in outside the police blockade and asked to enter the school to see their children. These demands were ignored by the police.
A large number of citizens expressed their support for the demonstrators in PolyU and took to streets of Tsim Sha Tsui, Mody Road, Salisbury Road, Jordan Road and Nathan Road area. Riot police fired multiple tear gas rounds and shots, and repeatedly shot the crowd with water cannons, yet still failed to disperse the crowds.
Starting at 6 pm, tens of thousands of people occupied the road from Tsim Sha Tsui to Mong Kok. They formed human chain to deliver materials to the front line and blocked roads with barricades on various roads. Massive riot police were deployed, firing tear gas and rubber bullets to disperse the crowd; protesters retaliate with petrol bombs and confronted the riot police, turning Jordan Road and Nathan Road into war zones of smoke and fire everywhere.
