São Paulo (Brazil) is 4,228 times larger than Manhattan (NYC borough).
São Paulo is a state in Brazil. It is the major industrial and economic powerhouse of the Brazilian economy. Named after Saint Paul, São Paulo has the largest population, industrial complex, and economic production in the country. It is the richest state in Brazil. Wikipedia
Area: 59 km2 calculated
Manhattan is the most densely populated of the five boroughs of New York City. The borough is coterminous with New York County, an original county of the U.S. state of New York. Wikipedia