January – February – March – April – May – June – July – August – September – October – November – December
- June 4, 1870 - Moret Law was passed which granted freedom to slaves born after September 17, 1868
- June 4, 1918 - Birth of Noel Estrada, composer of En Mi Viejo San Juan (d. 1979)
- June 9, 1976 - Birth of Sharif Fajardo, member of the Puerto Rico national basketball team
- June 11, 1948 - Governor Jesús T. Piñero signed a law which made the public advocation of independence unlawful.
- June 12, 1826 - The Municipality of Comerío was founded.
- June 13, 1899 - Birth of Antonio S. Pedreira, author and educator (d. 1939)
- June 13, 1983 - Death of Alicia Moreda, television soap opera actress (b. 1912)
- June 15, 1598 - The Royal Navy, led by George Clifford, 3rd Earl of Cumberland, landed troops from 21 ships to the east in Santurce with aims to overtake the city.
- June 16, 1944 - Death of Luis Lloréns Torres, poet, journalist, playwright, and politician (b. 1876)
- June 16, 2005 - Death of Enrique Laguerre, writer and poet (b. 1905)
- June 17, 1833 - Birth of Francisco Oller, artist (d. 1917)
- June 18, 1984 - Birth of Wilfredo Vázquez, Jr., professional boxer
- June 21, 1939 - Birth of Rubén Berríos, president of the Puerto Rican Independence Party
- June 22, 1772 - The Municipality of Moca is founded.
- June 24, 1820 - The Municipality of Ciales was founded.
- June 25, 1972 - Birth of Carlos Delgado, Major League Baseball first baseman
- June 25, 1835 - Queen María Cristina abolished slave trade to Spanish colonies, which included Puerto Rico.
- June 26, 1983 - Death of Concha Meléndez, educator, poet and writer (b. 1895)
- June 26, 1984 - Birth of José Juan Barea, professional basketball player
- June 28, 1968 - Birth of Chayanne (Elmer Figueroa Arce), Latin pop singer
- June 29, 1993 - Death of Héctor Lavoe, as a result of conplications of AIDS (b. 1946)
- June 30, 1823 - The Municipality of Hatillo was founded.
- June 30, 1960 - Birth of Lunna, pop and jazz singer
- June 30, 1979 - Birth of Rick Gonzalez, actor
- June 30, 1983 - Birth of Juan Manuel López professional boxer