Benfica

Born in Évora, Alto Alentejo Province, Gaspar joined S.L. Benfica's youth academy as a 12-year-old. He made his professional debut for their reserves on 6 January 2013, playing the full 90 minutes in a 1–1 away draw against C.D. Santa Clara as the visitors ended with nine players.^[3]

Gaspar scored his first goal as a senior – and in the Segunda Liga – on 15 February 2014, in a 2–0 home victory over S.C. Braga B.^[4] He finished the season with 24 appearances, helping the team finish in fifth place.

Vitória Guimarães

On 2 September 2014, Gaspar was loaned to Primeira Liga club Vitória de Guimarães.^[5] His first match in the competition occurred 12 days later, in a 1–1 home draw with FC Porto where he conceded a penalty after grabbing Yacine Brahimi in the penalty area.^[6] He, teammate Hernâni Fortes and opponent Salvador Agra were all sent off at the end of a goalless draw at Minho rivals S.C. Braga on 7 December.^[7]

For the 2015–16 campaign, the move was made permanent and the player signed a four-year contract.^[8]

Fiorentina

On 19 June 2017, Gaspar agreed to a five-year deal with ACF Fiorentina from Italy.^[9] His maiden Serie A appearance took place on 27 August, when he came on as 46th-minute substitute for Nenad Tomović and provided the assist to Milan Badelj in a 1–2 home loss against UC Sampdoria.^[10]

Sporting CP

Gaspar returned to his homeland and its capital in June 2018, signing a five-year contract with Sporting CP.^[11] He scored his only goal for the club on 3 January 2019 (with collaboration from opposing player Vincent Sasso), in a 2–1 home victory over B-SAD.^[12]

On 31 August 2019, Olympiacos F.C. announced the acquisition of Gaspar on loan.^[13] On 9 March 2021, again on loan, he joined Vancouver Whitecaps FC of Major League Soccer with a purchase option at the end of the season,^[14] which was not activated;^[15] he scored once in his year in Canada, opening a 1–1 draw at the San Jose Earthquakes on 23 October.^[16]

Return to Vitória

Gaspar returned to Vitória Guimarães on the last day of the January 2022 transfer window (alongside Geny Catamo on loan), in a deal where Marcus Edwards moved in the opposite direction.^[17]

Portugal

Gaspar won his only cap for the Portugal under-21 side on 13 November 2014, playing seven minutes in a 3–1 away friendly defeat against England.^[18]

Angola

On 20 May 2019, Gaspar was pre-called up by Angola for the 2019 Africa Cup of Nations,^[19] making his debut on 8 June by featuring 29 minutes in a 2–0 friendly victory over Guinea-Bissau held in Penafiel.^[20]