Head to Head
| Copa do Brasil | 2023/09/17 19:00 | Flamengo v Sao Paulo | W | 0-1 |
| Brazil Serie A | 2023/08/13 21:30 | Flamengo v Sao Paulo | D | 1-1 |
| Copa do Brasil | 2022/09/15 00:45 | Flamengo v Sao Paulo | L | 1-0 |
| Copa do Brasil | 2022/08/25 00:30 | Sao Paulo v Flamengo | L | 1-3 |
| Brazil Serie A | 2022/08/06 23:30 | Sao Paulo v Flamengo | L | 0-2 |
| Brazil Serie A | 2022/04/17 19:00 | Flamengo v Sao Paulo | L | 3-1 |
| Brazil Serie A | 2021/11/14 19:00 | Sao Paulo v Flamengo | L | 0-4 |
| Brazil Serie A | 2021/07/25 19:00 | Flamengo v Sao Paulo | L | 5-1 |
Home History
| Brazil Serie A | 2023/09/21 00:30 | Sao Paulo v Fortaleza EC | L | 1-2 |
| Copa do Brasil | 2023/09/17 19:00 | Flamengo v Sao Paulo | W | 0-1 |
| Brazil Serie A | 2023/09/14 00:30 | Internacional v Sao Paulo | L | 2-1 |
| Copa Sudamericana | 2023/08/31 22:00 | Sao Paulo v LDU Quito | D | 5-5 |
| Brazil Serie A | 2023/08/27 19:00 | America MG v Sao Paulo | L | 2-1 |
| Copa Sudamericana | 2023/08/24 22:00 | LDU Quito v Sao Paulo | L | 2-1 |
| Brazil Serie A | 2023/08/19 19:00 | Sao Paulo v Botafogo | D | 0-0 |
| Copa do Brasil | 2023/08/16 22:30 | Sao Paulo v Corinthians | W | 2-0 |
Away History
| Brazil Serie A | 2023/09/20 22:00 | Goias v Flamengo | D | 0-0 |
| Copa do Brasil | 2023/09/17 19:00 | Flamengo v Sao Paulo | L | 0-1 |
| Brazil Serie A | 2023/09/14 00:30 | Flamengo v Athletico Paranaense | L | 0-3 |
| Brazil Serie A | 2023/09/03 00:00 | Botafogo v Flamengo | W | 1-2 |
| Brazil Serie A | 2023/08/26 21:30 | Flamengo v Internacional | D | 0-0 |
| Brazil Serie A | 2023/08/20 19:00 | Coritiba v Flamengo | W | 2-3 |
| Copa do Brasil | 2023/08/17 00:30 | Flamengo v Gremio | W | 1-0 |
| Brazil Serie A | 2023/08/13 21:30 | Flamengo v Sao Paulo | D | 1-1 |