Eswatini (formerly Swaziland) is an absolute monarchy, ruled by King Mswati III (1986–current), who took over from his father, King Sobhuza II (1921–1982). Power is vested in the King and influential ruling elite, who have stakes in the perpetuation of a closed and repressive regime that is known for human rights abuses. The actuation of political parties and civil society is severely constrained not only in law (ban from 1973; and 2008 Suppression of Terrorism Act) but in practice (protesters face high level of repression). Despite facing a very inhospitable political context, groups and citizens have found ways to engage in protest. In the case of Eswatini, trade unions have been the leading protest actors against government policies and advocating for democracy. With a special focus on 2018–2019 protests, this chapter aims to understand the emergence and outcomes of pro-democracy protests in Eswatini.