In his first official appearance, against Sporting CP in the Supertaça Cândido de Oliveira on 4 August, he completed a 5–0 rout after having replaced Gabriel in the 82nd minute.
On 31 August 2021, Chiquinho was loaned to fellow top-tier side S.C. Braga without a buying option.
The following February, also on loan, he joined Giresunspor of the Turkish Süper Lig.
Returned to the Estádio da Luz for the 2022–23 campaign, Chiquinho was initially deemed surplus to requirements.
However, after Enzo Fernández's departure to Chelsea in the winter transfer window, he became an important member of the Roger Schmidt-led squad, contributing 25 games and one goal to the league champions.
On 20 January 2024, Chiquinho joined Super League Greece club Olympiacos FC.
Benfica
1995
Francisco Leonel Lima Silva Machado (born 19 July 1995), known as Chiquinho, is a Portuguese professional footballer who plays as an attacking midfielder for Super League Greece club Olympiacos.
Born in Santo Tirso, Porto District, Chiquinho finished his youth career with Leixões SC.
2014
He made his senior debut on 30 July 2014, playing 62 minutes in a 3–0 home win against C.D. Santa Clara in the first round of the Taça da Liga.
His Segunda Liga bow occurred on 27 August in a 1–1 home draw with C.D. Tondela, and his first league goal was only scored two years later in a 1–2 loss to FC Porto B also at the Estádio do Mar.
2017
In February 2017, Leixões accepted NK Lokomotiva's offer of €200,000, and Chiquinho signed a three-and-a-half-year contract with the Croatian club.
His first match took place on 25 February, as a second-half substitute in a 2–0 First Football League home victory over NK Osijek.
2018
Chiquinho joined Académica de Coimbra in July 2017 on a one-year loan, with an option to make the move permanent, which eventually befell only for the player to move to S.L. Benfica on a five-year deal on 28 May 2018.
He was subsequently sold to Moreirense FC, with Benfica retaining 50% of his economic rights.
On 12 August 2018, Chiquinho made his debut in the Primeira Liga, featuring the entire 1–3 home defeat against Sporting CP.
He totalled ten goals in his only season in Moreira de Cónegos, the first being the only in the third round of the Taça de Portugal to oust Associação Recreativa de São Martinho.
2019
Chiquinho returned to Benfica on 1 July 2019, signing a contract until 2024.
