The following paper wants to explain in a generic way the importance of two sacred and charismatic medieval characters such as Saint James the Greater from Santiago de Compostela in Spain and Saint Michael Archangel from Monte Sant’Angelo in the South of Italy, through their main icons, the devotions, the anthropological approaches and the history of the pilgrimages that have called so many people in their own cities. Santiago de Compostela and Monte Sant’Angelo were two of the most important places in the Middle Age. The representation of the saints and their actions, which are described in ancient literary texts, explains the origin of the cults and the following development of the pilgrimages both through the main routes and through the ...