[1] In the Battle of Maritsa of 1371, the King of Lordship of Prilep Vukašin Mrnjavčević and his brother Jovan Uglješa led 70,000 men against the Ottomans.

[4][5] All of Vardar Macedonia was under Ottoman control by the early of the 15th century, with Skopje falling under Turkish rule on January 19, 1392.

In the 18th century, Monastir (present day Bitola) emerged as an alternate residence of the governor, and in 1836, it officially became the capital of the eyalet.

[9][10] The reduced Rumelia Eyalet, centred at Manastir, encompassed also the sanjaks of Iskenderiyye (Scutari), Ohri (Ohrid) and Kesrye (Kastoria).

Thus, according to the Ottoman General Census of 1881/82, the population of the kazas currently falling within the borders of the Republic of North Macedonia is divided into the following ethnoconfessional grou[s:[12]

With laws that prohibited Christian buildings from being higher than Islamic ones, the skylines of cities like Üsküp (Skopje) and Manastır (Bitola) were dominated by minarets.

Most of the mosques constructed on the territory of today's Republic of North Macedonia were square in shape with a three-domed portico and a minaret on the building's right side.