# 1999 Heineken Trophy – Men's singles

Patrick Rafter was the defending champion and defended his title defeating Andrei Pavel 3–6, 7–6$^{(9–7)}$, 6–4 in the final.

## Seeds

* Yevgeny Kafelnikov (withdrew due to a toe injury)
* Patrick Rafter (champion)
* Richard Krajicek (quarterfinals)
* Karol Kučera (semifinals)
* Tommy Haas (semifinals)
* Jonas Björkman (quarterfinals)
* Jan Siemerink (first round)
* Bohdan Ulihrach (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 | Semifinals | Final | Final | Final | Final | Final |
| | Andrei Pavel | 7$^7$ | 2 | 6 | | | | | |
| 4 | Karol Kučera | 6$^4$ | 6 | 3 | | | | | |
| 4 | Karol Kučera | 6$^4$ | 6 | 3 | | Andrei Pavel | 6 | 6$^7$ | 4 |
| | | | | | 2 | Patrick Rafter | 3 | 7$^9$ | 6 |
| 5 | Tommy Haas | 2 | 5 | | 2 | Patrick Rafter | 3 | 7$^9$ | 6 |
| 2 | Patrick Rafter | 6 | 7 | | | | | | |

### 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 | Semifinals |
| LL | K Ivanov-Smolensky | 2 | 7$^{10}$ | 3 | | | | | | | | | | | | | | | |
| Q | K Braasch | 6 | 6$^8$ | 6 | Q | K Braasch | 2 | 1 | | | | | | | | | | | |
| | A Di Pasquale | 2 | 2 | | | A Pavel | 6 | 6 | | | | | | | | | | | |
| | A Pavel | 6 | 6 | | | | | | | | A Pavel | 4 | 6 | 7$^7$ | | | | | |
| | R Schüttler | 4 | 4 | | | | | | | SE | N Kulti | 6 | 3 | 6$^3$ | | | | | |
| | J Tarango | 6 | 6 | | | J Tarango | 6 | 5 | 4 | | | | | | | | | | |
| SE | N Kulti | 7$^7$ | 6 | | SE | N Kulti | 3 | 7 | 6 | | | | | | | | | | |
| 8 | B Ulihrach | 6$^2$ | 4 | | | | | | | | | | | | | A Pavel | 7$^7$ | 2 | 6 |
| 4 | K Kučera | 6 | 7 | | | | | | | | | | | | 4 | K Kučera | 6$^4$ | 6 | 3 |
| | P Wessels | 2 | 5 | | 4 | K Kučera | 7 | 6 | | | | | | | | | | | |
| | A Dupuis | 3 | 6 | 5 | | S Schalken | 5 | 2 | | | | | | | | | | | |
| | S Schalken | 6 | 3 | 7 | | | | | | 4 | K Kučera | 6 | 6 | | | | | | |
| | J Krošlák | 6 | 6 | | | | | | | 6 | J Björkman | 2 | 3 | | | | | | |
| WC | R Wassen | 4 | 2 | | | J Krošlák | 5 | 2 | | | | | | | | | | | |
| Q | M Menzler | 0 | 3 | | 6 | J Björkman | 7 | 6 | | | | | | | | | | | |
| 6 | J Björkman | 6 | 6 | | | | | | | | | | | | | | | | |

### Bottom half

| First round | First round | First round | First round | First round | Second round | Second round | Second round | Second round | Quarterfinals | Quarterfinals | Quarterfinals | Quarterfinals | Quarterfinals | Semifinals | Semifinals | Semifinals | Semifinals |
| 5 | T Haas | 6$^1$ | 6 | 6 | | | | | | | | | | | | | |
| Q | R Sluiter | 7$^7$ | 3 | 2 | 5 | T Haas | 7$^8$ | 6 | | | | | | | | | |
| | D Vacek | 6 | 6 | | | D Vacek | 6$^6$ | 1 | | | | | | | | | |
| | H Dreekmann | 2 | 2 | | | | | | 5 | T Haas | 7$^7$ | 1 | 6 | | | | |
| WC | D van Scheppingen | 6 | 3 | 6$^2$ | | | | | 3 | R Krajicek | 6$^3$ | 6 | 4 | | | | |
| | V Santopadre | 3 | 6 | 7$^7$ | | V Santopadre | 3 | 6$^1$ | | | | | | | | | |
| | D Sanguinetti | 4 | 4 | | 3 | R Krajicek | 6 | 7$^7$ | | | | | | | | | |
| 3 | R Krajicek | 6 | 6 | | | | | | | | | | | 5 | T Haas | 2 | 5 |
| 7 | J Siemerink | 4 | 6 | 3 | | | | | | | | | | 2 | P Rafter | 6 | 7 |
| | J van Lottum | 6 | 4 | 6 | | J van Lottum | 5 | 1 | | | | | | | | | |
| Q | D Rikl | 6 | 3 | 4 | | K Carlsen | 7 | 6 | | | | | | | | | |
| | K Carlsen | 1 | 6 | 6 | | | | | | K Carlsen | 3 | 4 | | | | | |
| | M Damm | 6 | 7$^9$ | | | | | | 2 | P Rafter | 6 | 6 | | | | | |
| | O Stanoytchev | 3 | 6$^7$ | | | M Damm | 3 | 4 | | | | | | | | | |
| | P Haarhuis | 6 | 6$^5$ | 3 | 2 | P Rafter | 6 | 6 | | | | | | | | | |
| 2 | P Rafter | 4 | 7$^7$ | 6 | | | | | | | | | | | | | |