[3] He is his nation's third most-capped player of all time, having also played the first 27 official matches after Gibraltar were accepted into UEFA.

[6] On 2 July 2014, Chipolina scored the first goal for a Gibraltarian club in the UEFA Champions League, with a penalty to give Lincoln Red Imps the lead over HB Tórshavn of the Faroe Islands in a 1–1 draw.

However, the trials were cancelled at the last moment because of apparent contract complications with his club Lincoln Red Imps.

[9] One of his caps came in a friendly match against England C[10] which garnered interest in the player from Leyton Orient and Scotland's Livingston.

On 13 October 2018, Chipolina scored the only goal from the penalty spot as Gibraltar recorded their first competitive win in a 1–0 victory over Armenia in the 2018–19 UEFA Nations League.