| League Topscorer: | Alessandro (Santos) Bebeto (Botafogo) Guilherme (Vasco da Gama) – 5 goals each |
| Biggest Home Win: | Botafogo 6–1 Corinthians (Jan 24) |
| Biggest Away Win: | Palmeiras 1–5 Vasco da Gama (Jan 24) |
| Matches: | 29 |
| Total Goals: | 99 |
| Nextseason: | 2000 |
The 1999 Torneio Rio São Paulo was the 23rd edition of the Torneio Rio-São Paulo. It was disputed between 23 January to 3 March 1999.
| Team | City | Ground | Nº participations | Best result | |
|---|---|---|---|---|---|
| Botafogo | Rio de Janeiro | Maracanã | 20 | Champions: 1962, 1964 (shared), 1966 (shared), 1998 | |
| Corinthians | São Paulo | Pacaembu | 23 | Champions: 1950, 1953, 1954, 1966 (shared) | |
| Flamengo | Rio de Janeiro | Maracanã | 22 | Champions: 1961 | |
| Fluminense | Rio de Janeiro | Maracanã | 22 | Champions: 1957, 1960 | |
| Palmeiras | São Paulo | Parque Antártica | 23 | Champions: 1933, 1951, 1965, 1993 | |
| Santos | Santos | Vila Belmiro | 19 | Champions: 1959, 1963, 1964 (shared), 1966 (shared), 1997 | |
| São Paulo | São Paulo | Morumbi | 22 | Runners-up: 1933, 1962, 1998 | |
| Vasco da Gama | Rio de Janeiro | São Januário | 23 | Champions: 1958, 1966 (shared) |
The clubs were separated in two groups: Group A and Group B, playing a double round-robin in each group, with the two best clubs advanced to semifinals. The winners of semifinals, advanced to the finals.
Following is the summary of the 1999 Torneio Rio-São Paulo tournament:[1]
Note: The match Fluminense vs. Vasco da Gama it was not held because the clubs could not reach an agreement on the stadium where the match would take place.
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| Rank | Player | Club | Goals |
|---|---|---|---|
| 1 | Santos | 5 | |
| Botafogo | |||
| Vasco da Gama | |||
| 4 | Juninho Pernambucano | Vasco da Gama | 4 |
| Santos | |||
| São Paulo |