# 1999 St. Petersburg Open – Singles

Richard Krajicek was the defending champion but did not compete that year.
Marc Rosset won in the final 6–3, 6–3 against David Prinosil.

## Seeds

* Jan Siemerink (semifinals)
* Marc Rosset (champion)
* Magnus Gustafsson (second round)
* Marat Safin (semifinals)
* Daniel Vacek (first round)
* Dominik Hrbatý (quarterfinals)
* Andrei Pavel (quarterfinals)
* Davide Sanguinetti (first round)

## Draw
### Key

* Q = Qualifier
* WC = Wild card
* LL = Lucky loser
* Alt = Alternate
* SE = Special exempt
* PR = Protected ranking
* ITF = ITF entry
* JE = Junior exempt
* w/o = Walkover
* r = Retired
* d = Defaulted
* SR = Special ranking

### Finals

| Semifinals | Semifinals | Semifinals | Semifinals | Final | Final | Final | Final |
| 1 | Jan Siemerink | 4 | 2 | | | | |
| | David Prinosil | 6 | 6 | | | | |
| | David Prinosil | 6 | 6 | | David Prinosil | 3 | 4 |
| | | | | 2 | Marc Rosset | 6 | 6 |
| 4 | Marat Safin | 3 | 2 | 2 | Marc Rosset | 6 | 6 |
| 2 | Marc Rosset | 6 | 6 | | | | |

### Top half

| First round | First round | First round | First round | First round | Second round | Second round | Second round | Second round | Second round | Quarterfinals | Quarterfinals | Quarterfinals | Quarterfinals | Quarterfinals | Semifinals | Semifinals | Semifinals | Semifinals |
| 1 | J Siemerink | 6 | 6 | | | | | | | | | | | | | | | |
| | M Kohlmann | 3 | 4 | | 1 | J Siemerink | 7$^7$ | 6 | | | | | | | | | | |
| | J Krošlák | 1 | 6$^3$ | | Q | F Jonsson | 6$^2$ | 2 | | | | | | | | | | |
| Q | F Jonsson | 6 | 7$^7$ | | | | | | | 1 | J Siemerink | 6 | 7$^7$ | 6 | | | | |
| | L Tieleman | 3 | 1$^r$ | | | | | | | Q | I Kornienko | 7 | 6$^4$ | 3 | | | | |
| Q | I Kornienko | 6 | 3 | | Q | I Kornienko | 3 | 7$^8$ | 6 | | | | | | | | | |
| | M-K Goellner | 6 | 7$^7$ | | | M-K Goellner | 6 | 6$^6$ | 3 | | | | | | | | | |
| 8 | D Sanguinetti | 3 | 6$^5$ | | | | | | | | | | | | 1 | J Siemerink | 4 | 2 |
| 3 | M Gustafsson | 6 | 3 | 7 | | | | | | | | | | | | D Prinosil | 6 | 6 |
| Q | I Kunitsyn | 1 | 6 | 5 | 3 | M Gustafsson | 6 | 3 | 4 | | | | | | | | | |
| | G Pozzi | 4 | 6 | 3 | | D Prinosil | 4 | 6 | 6 | | | | | | | | | |
| | D Prinosil | 6 | 3 | 6 | | | | | | | D Prinosil | 3 | 7$^7$ | 6 | | | | |
| WC | A Chesnokov | 1 | 3 | | | | | | | | G Raoux | 6 | 6$^3$ | 4 | | | | |
| | J Knippschild | 6 | 6 | | | J Knippschild | 3 | 6$^4$ | | | | | | | | | | |
| | G Raoux | 7$^8$ | 6 | | | G Raoux | 6 | 7$^7$ | | | | | | | | | | |
| 5 | D Vacek | 6$^6$ | 4 | | | | | | | | | | | | | | | |

### Bottom half

| First round | First round | First round | First round | First round | Second round | Second round | Second round | Second round | Second round | Quarterfinals | Quarterfinals | Quarterfinals | Quarterfinals | Semifinals | Semifinals | Semifinals | Semifinals |
| 6 | D Hrbatý | 6 | 3 | 6 | | | | | | | | | | | | | |
| | A Voinea | 3 | 6 | 3 | 6 | D Hrbatý | 6 | 6 | | | | | | | | | |
| | K Alami | 2 | 7$^9$ | 3 | | A Clément | 2 | 3 | | | | | | | | | |
| | A Clément | 6 | 6$^7$ | 6 | | | | | | 6 | D Hrbatý | 6$^4$ | 6$^2$ | | | | |
| | M Tillström | 3 | 6 | 6 | | | | | | 4 | M Safin | 7$^7$ | 7$^7$ | | | | |
| WC | A Cherkasov | 6 | 4 | 4 | | M Tillström | 3 | 4 | | | | | | | | | |
| | G Cañas | 2 | 3 | | 4 | M Safin | 6 | 6 | | | | | | | | | |
| 4 | M Safin | 6 | 6 | | | | | | | | | | | 4 | M Safin | 3 | 2 |
| 7 | A Pavel | 6 | 3 | 6 | | | | | | | | | | 2 | M Rosset | 6 | 6 |
| Q | J Apell | 3 | 6 | 4 | 7 | A Pavel | 3 | 6 | 6 | | | | | | | | |
| | Á Calatrava | 6 | 3 | 3 | | J Tarango | 6 | 3 | 2 | | | | | | | | |
| | J Tarango | 4 | 6 | 6 | | | | | | 7 | A Pavel | 1 | 2 | | | | |
| | S Grosjean | 6$^3$ | 7$^{10}$ | 6 | | | | | | 2 | M Rosset | 6 | 6 | | | | |
| | M Damm | 7$^7$ | 6$^8$ | 3 | | S Grosjean | 2 | 6$^2$ | | | | | | | | | |
| WC | S Petrouchevsky | 0 | 2 | | 2 | M Rosset | 6 | 7$^7$ | | | | | | | | | |
| 2 | M Rosset | 6 | 6 | | | | | | | | | | | | | | |