Head to Head
| Brazil Campeonato Carioca U20 | 2023/06/17 13:00 | Flamengo U20 v Madureira RJ U20 | W | 3-0 |
| Brazil Campeonato Carioca U20 | 2023/06/10 13:00 | Madureira RJ U20 v Flamengo U20 | W | 1-5 |
| Brazil Campeonato Carioca U20 | 2023/04/16 13:00 | Flamengo U20 v Madureira RJ U20 | W | 3-1 |
| Brazil Campeonato Carioca U20 | 2022/06/01 18:00 | Flamengo U20 v Madureira RJ U20 | W | 5-3 |
| Brazil Campeonato Carioca U20 | 2021/09/02 13:00 | Flamengo U20 v Madureira RJ U20 | W | 4-0 |
| Brazil Campeonato Carioca U20 | 2021/08/25 13:00 | Madureira RJ U20 v Flamengo U20 | D | 1-1 |
| Brazil Campeonato Carioca U20 | 2021/08/18 18:00 | Madureira RJ U20 v Flamengo U20 | D | 0-0 |
| Brazil Campeonato Carioca U20 | 2020/09/23 13:00 | Madureira RJ U20 v Flamengo U20 | L | 1-0 |
Home History
| Brazil Sao Paulo Youth Cup | 2024/01/22 22:30 | Flamengo U20 v Cruzeiro U20 | L | 1-2 |
| Brazil Sao Paulo Youth Cup | 2024/01/19 22:00 | Flamengo U20 v Aster Itaqua U20 | D | 1-1 |
| Brazil Sao Paulo Youth Cup | 2024/01/17 22:15 | Botafogo SP U20 v Flamengo U20 | W | 1-2 |
| Brazil Sao Paulo Youth Cup | 2024/01/16 00:30 | Flamengo U20 v Sao Jose EC U20 | W | 3-1 |
| Brazil Sao Paulo Youth Cup | 2024/01/14 00:30 | Flamengo U20 v Nautico Capibaribe U20 | W | 1-0 |
| Brazil Sao Paulo Youth Cup | 2024/01/11 20:30 | GO Audax U20 v Flamengo U20 | W | 0-2 |
| Brazil Sao Paulo Youth Cup | 2024/01/08 23:30 | Sao Bento U20 v Flamengo U20 | W | 1-2 |
| Brazil Sao Paulo Youth Cup | 2024/01/05 20:30 | Flamengo U20 v Sao Jose EC U20 | W | 2-1 |
Away History
| Brazil Sao Paulo Youth Cup | 2024/01/14 00:30 | Cruzeiro U20 v Madureira RJ U20 | L | 1-0 |
| Brazil Sao Paulo Youth Cup | 2024/01/10 15:45 | Madureira RJ U20 v Portuguesa Desportos U20 | L | 0-3 |
| Brazil Sao Paulo Youth Cup | 2024/01/07 15:45 | Uniao Suzano AC U20 v Madureira RJ U20 | W | 1-2 |
| Brazil Sao Paulo Youth Cup | 2024/01/04 16:00 | Goias U20 v Madureira RJ U20 | W | 1-2 |
| Brazil U20 Cup | 2023/09/07 17:45 | Madureira RJ U20 v Americano RJ U20 | W | 1-0 |
| Brazil U20 Cup | 2023/08/31 17:45 | Americano RJ U20 v Madureira RJ U20 | L | 1-0 |
| Brazil Campeonato Carioca U20 | 2023/07/01 13:00 | Bangu U20 v Madureira RJ U20 | D | 1-1 |
| Brazil Campeonato Carioca U20 | 2023/06/24 13:00 | Madureira RJ U20 v Bangu U20 | D | 0-0 |