# 1999 Internazionali di Tennis di San Marino – Singles

Dominik Hrbatý was the defending champion, but was forced to withdraw in his first round match against Marcelo Filippini due to a muscle strain.
Galo Blanco won the title by defeating Albert Portas 4–6, 6–4, 6–3 in the final.

## Seeds

* Dominik Hrbatý (first round, retired)
* Mariano Zabaleta (first round)
* Fernando Meligeni (first round)
* Younes El Aynaoui (second round, retired)
* Fernando Vicente (first round)
* Hicham Arazi (first round)
* Stefan Koubek (quarterfinals)
* Franco Squillari (second 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 | Final | Final | Final | Final |
| Albert Portas | 6 | 6 | | | | |
| Juan Antonio Marín | 2 | 4 | | | | |
| Juan Antonio Marín | 2 | 4 | Albert Portas | 6 | 4 | 3 |
| | | | Galo Blanco | 4 | 6 | 6 |
| Galo Blanco | 6 | 6 | Galo Blanco | 4 | 6 | 6 |
| Andrea Gaudenzi | 2 | 2 | | | | |

### 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 |
| 1 | D Hrbatý | 6$^5$ | 1$^r$ | | | | | | | | | | | | | | |
| | M Filippini | 7$^7$ | 1 | | | M Filippini | 5 | 6$^5$ | | | | | | | | | |
| | A Portas | 6 | 0 | 6 | | A Portas | 7 | 7$^7$ | | | | | | | | | |
| Q | I Gaudi | 3 | 6 | 1 | | | | | | | A Portas | 6 | 6 | | | | |
| | A Voinea | 4 | 6 | 6 | | | | | | 7 | S Koubek | 4 | 2 | | | | |
| | G Cañas | 6 | 3 | 4 | | A Voinea | 3 | 3 | | | | | | | | | |
| WC | V Santopadre | 4 | 1 | | 7 | S Koubek | 6 | 6 | | | | | | | | | |
| 7 | S Koubek | 6 | 6 | | | | | | | | | | | | A Portas | 6 | 6 |
| 4 | Y El Aynaoui | 3 | 6 | 6 | | | | | | | | | | | JA Marín | 2 | 4 |
| | M Puerta | 6 | 3 | 2 | 4 | Y El Aynaoui | 6$^8$ | 6 | 0$^r$ | | | | | | | | |
| Q | L Zovko | 6 | 2 | 4 | | JA Marín | 7$^{10}$ | 4 | 4 | | | | | | | | |
| | JA Marín | 3 | 6 | 6 | | | | | | | JA Marín | 4 | 6 | 6 | | | |
| Q | Á Calatrava | 4 | 1 | | | | | | | | H Gumy | 6 | 3 | 2 | | | |
| | H Gumy | 6 | 6 | | | H Gumy | 6 | 4 | 6 | | | | | | | | |
| | G Gaudio | 6 | 6 | | | G Gaudio | 3 | 6 | 3 | | | | | | | | |
| 5 | F Vicente | 2 | 2 | | | | | | | | | | | | | | |

### 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 |
| 6 | H Arazi | 5 | 0 | | | | | | | | | | | | | |
| | K Alami | 7 | 6 | | | K Alami | 4 | 2 | | | | | | | | |
| | G Blanco | 7 | 6 | | | G Blanco | 6 | 6 | | | | | | | | |
| | M Rodríguez | 5 | 4 | | | | | | | | G Blanco | 7$^9$ | 7$^7$ | | | |
| WC | D Nargiso | 7 | 6 | | | | | | | | M Hipfl | 6$^7$ | 6$^2$ | | | |
| Q | JI Chela | 5 | 2 | | WC | D Nargiso | 5 | 3 | | | | | | | | |
| | M Hipfl | 4 | 6 | 6 | | M Hipfl | 7 | 6 | | | | | | | | |
| 3 | F Meligeni | 6 | 4 | 0 | | | | | | | | | | G Blanco | 6 | 6 |
| 8 | F Squillari | 7$^7$ | 6 | | | | | | | | | | | A Gaudenzi | 2 | 2 |
| | M Gustafsson | 6$^2$ | 4 | | 8 | F Squillari | 2 | 6 | 6$^2$ | | | | | | | |
| | D Sanguinetti | 5 | 4 | | WC | J Alonso | 6 | 2 | 7$^7$ | | | | | | | |
| WC | J Alonso | 7 | 6 | | | | | | | WC | J Alonso | 1 | 3 | | | |
| | O Gross | 4 | 4 | | | | | | | | A Gaudenzi | 6 | 6 | | | |
| | A Gaudenzi | 6 | 6 | | | A Gaudenzi | 6 | 6 | | | | | | | | |
| | S Sargsian | 6 | 6 | | | S Sargsian | 4 | 2 | | | | | | | | |
| 2 | M Zabaleta | 3 | 2 | | | | | | | | | | | | | |