Cheddira spent the first four seasons of his senior career in the lower, non-professional tiers of Italian football.

[4] He made his professional Serie C debut on 25 August, as a starter in a game against Lecco.

[5] After half a season, Parma sent Cheddira on loan to Lecco on 31 January 2020,[6] and to Mantova on 4 September.

[14] On 10 November 2022, Cheddira was named in Morocco's 26-man squad for the 2022 FIFA World Cup in Qatar.

[15][16] He made his competition debut as an 82nd-minute substitute in the round of 16 against Spain, a penalty shoot-out victory for Morocco following a 0–0 draw after extra time.