After the June, 2015 prison break from Clinton Correctional Facility in Dannemora, NY, Joyce "Tilly" Mitchell is questioned about her involvement with the two men. Months earlier, Tilly enjoys her job at the prison tailor shop, balancing the temptations of David Sweat, a younger inmate, and her obligations to her husband, Lyle. Richard Matt, an inmate with an artistic talent, supplies oil paintings to guards in exchange for special treatment. Ultimately his attentions turn to Tilly.
On the day of the escape, Matt and Sweat know the smallest mistake can derail their whole plan, but when a stern corrections officer takes over the post in the tailor shop and fellow inmate Murder gets out of the Special Housing Unit, Matt seems attracted to the danger. Tilly and Lyle have a fateful dinner at an all-you-can-eat Chinese restaurant.