Set against the backdrop of a little known saga in 1930s British-occupied India (now Bangladesh) - where a group of schoolboys and young women, led by a schoolteacher, Masterda Surya Sen (Manoj Bajpai) dared to take on the Empire. Chittagong is the story of a diffident 14 year old boy, Jhunku (Delzad Hiwale). Swept up into this seemingly impossible mission, the reluctant teenager battles with his own self-doubts to achieve an improbable triumph.
The story begins with Jhunku ,now a 23 yr old Youth is being chased by the Bengal police & he hides himself in a bunker along with his childhood friend Aparna(Apu/Opu),here he narrates the story of the beginning of 1930 the great chittagong uprising.Master Da surya sen(Manoj Bajpayee) is busy preparing for an armed revolution.Meanwhile 14 yr old Jhunku is a budding student and is being tutored by District Magistrate Wilkinson(Barry John) and his wife and is garnering his father''s expectation of studying in England and becoming a Barrister. However things get overturned as one day some students hit the strict police officer Maj.Johnson by spilling oil under his motorbike and happens his fall.Enraged by this Johnson makes random enquiries about the culpirit but meets with no success.However Wilkinson manages to spill beans out of Jhunku, an enranged Johnson then goes ahead shots the boy involved in the nast.This incident shocks Jhunku so much and all his faith on his tutor Sir Wilkinson, and he joins Masterda''s Army. Master Da along with his fellow comrades Nirmal Sen(Nawazuddin),Loknath Baul,Ambika Chakraborthy & Ananta Ghosh trains the 50 odd students and plans to capture the entire chittagong on April 18 1930 by disconnecting the communication.As per plan, the armoury of the police was captured by a group of revolutionaries led by Ganesh Ghosh and revolutionaries, led by Lokenath Baul took over the Auxiliary Force armoury. Unfortunately the machine guns were not located. The revolutionaries also succeeded in dislocating telephone and telegraph communications and disrupting the movement of the trains. After the successful raids, all the revolutionary groups gathered outside the police armoury where Surya Sen took a military salute, hoisted the National Flag and proclaimed a Provisional Revolutionary Government. The whole town is overjoyed at the success of Indian Republican Army and Chittagong was officialy conquered by Surya sen for one day. However reinforcements from Calcutta soon set out to capture the rebels knowing the army attack, the revolutionaries left Chittagong town before dawn and marched towards the Jalalabad hill ranges, looking for a safe place, but the British Army''s first wave had been demolished by Masterda''s Teenagers, this enraged the British and they bought machine guns and fired casualties in Masterda''s side.
Soon after Revolutionaries disperse in smaller groups, to nearby villages,however soon Ahsanullah Khan from CID comes to chittagong and cracks the rev