| 2024-04-28 17:00 | G21 | CF Caniçal |  | 1-1 |  | ACD São Vicente | Filipe Eusébio 9'; Gonçalo Ferreira 66' | |
| 2024-04-21 10:30 | Grp1 | CF Caniçal | | 3-1 |  | Cruzado Canicense B | Rodrigo Sousa 47' (r), Leonor Rodrigues 54', Francisco Sousa 58'; Diego Vieira 8' | |
| 2024-04-14 17:00 | G19 | CF Caniçal | | 1-3 |  | Machico | Miguel Ângelo 42' (r); Rudy Monteiro 6', João Saldanha 17', Ricardo Fernandes 76' | |
| 2024-04-14 01:00 | Grp1 | CF Caniçal | | - |  | Os Xavelhas B | | testa a testa |
| 2024-03-24 17:00 | G17 | CF Caniçal | | 2-1 |  | 1º Maio Funchal | Filipe Eusébio 44', Leandro Mateus 77'; Cristiano Vasconcelos 67' | |
| 2024-03-10 11:30 | GrpD | CF Caniçal | | 1-4 |  | Pontassolense | Marta Silva 64' (r); Gonçalo Aguiar 43' 60', Diego Goncalves 62' 69' | |
| 2024-03-09 | 2TP | CF Caniçal | | 1-2 |  | Ribeira Brava | Dani Santos 81'; Alexandre Costa 31', Agostinho 39' | |
| 2024-02-25 17:00 | G15 | CF Caniçal | | 2-1 | | Pontassolense | Filipe Eusébio 40', Carlos Filipe 57'; Diogo Sousa 5' | |
| 2024-02-25 11:30 | GrpD | CF Caniçal | | 1-3 | | ACD São Vicente | Rodrigo Sousa 64'; Nuno Vasconcelos 44', Rui Rodrigues 69', João Pestana 77' | |
| 2024-02-11 17:00 | G13 | CF Caniçal | | 3-1 |  | Est. Calheta | Dani Santos 12', Miguel Ângelo 25', Leandro Mateus 62'; Roberto Silva 85' | |
| 2024-01-28 17:00 | G11 | CF Caniçal | | 3-2 |  | Juventude de Gaula | John Rei 42', Filipe Eusébio 80', Leandro Mateus 90'; Ricardo Nóbrega 43' 53' | |
| 2024-01-14 17:00 | G9 | CF Caniçal | | 2-1 |  | Câmara de Lobos | Miguel Ângelo 66', Dani Santos 78'; Marco Nunes 90' | |
| 2023-12-17 17:00 | G7 | CF Caniçal | | 1-0 | | Ribeira Brava | Miguel Aveiro 89' | |
| 2023-11-26 17:00 | G5 | CF Caniçal | | 1-0 |  | Nacional B | John Rei 22' (r) | |
| 2023-11-12 17:00 | G3 | CF Caniçal | | 1-0 | | Os Xavelhas | Cleyton Ramos 11' (a.g.) | |
| 2023-11-11 17:00 | G11 | CF Caniçal | | 1-2 |  | CF Andorinha | António Santos 34'; Tomas Gomes 66', João Andrade 90' | |
| 2023-11-01 11:30 | G9 | CF Caniçal | | 4-1 |  | Camacha | João Ricardo 10', Leandro Mateus 14' 44', Cláudio Daniel 27'; Henrique Fernandes 70' | |
| 2023-10-29 17:00 | G1 | CF Caniçal | | 2-3 | | CF Andorinha | Diogo Rodrigues 66' 85'; Emanuel Tavares 16', Evandro Faria 71' 90' | |
| 2023-10-28 17:00 | G8 | CF Caniçal | | 8-1 | | Ribeira Brava | João Ricardo 13' 22' 34' 35', Leandro Mateus 29', Emanuel Arlindo 51' 88', Tiago Alves 69'; Luis Freitas 16' | |
| 2023-10-14 17:00 | G6 | CF Caniçal | | 3-2 |  | Marítimo B | Leandro Mateus 7' 45' (r) 90'; Francisco Camacho 56' 90' | |
| 2023-10-05 17:00 | G4 | CF Caniçal | | 1-2 |  | O Liceu | Leandro Mateus 37'; João Garanito 5', Luis Pereira 21' | |
| 2023-09-23 17:00 | G2 | CF Caniçal | | 1-10 | | Câmara de Lobos | Leandro Mateus 7'; Rodrigo Rodrigues 12', Pedro Vieira 14', Milton Santos 36' 49' (r), Hélder Mendez 43', João Sá 45', Guilherme Sardinha 79' 82', Luís Sousa 85', Afonso Figueira 87' | |
