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He was educated at the Irish Christian Brothers O'Connell School in Richmond Street, Dublin, where a classmate was future Taoiseach Sean Lemass, by the Holy Ghost Fathers at Blackrock College, and by the Jesuits at Belvedere College.
The eleventh of fourteen children born to an Irish Catholic family on Merseyside, Kilfoyle was educated by the Irish Christian Brothers at St. Edward's College in Liverpool; his father died when he was 10 years old.
The Irish Christian Brothers had long influenced Bishop Cantwell as he attended the Patrician Brothers Monastery National School in Fethard in his early childhood years.
By the 20th century, there were a significant number of Irish Christian missionaries and educators in Uruguay, some of which taught in the British School, the Irish Christian Brothers School and the Stella Maris School (established by Br. Patrick C. Kelly in May 1955) in Montevideo.