# 1999 Sydney International – Men's singles

Karol Kučera was the defending champion but lost to Àlex Corretja in the semifinals.
Todd Martin won the title, defeating Corretja 6–3, 7–6$^{(7–5)}$ in the final.

## Seeds

* Àlex Corretja (final)
* Patrick Rafter (first round)
* Carlos Moyá (second round)
* Karol Kučera (semifinals)
* Greg Rusedski (first round)
* Richard Krajicek (second round)
* Albert Costa (quarterfinals)
* Todd Martin (champion)

## 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 | Àlex Corretja | 7 | 6 | | | | |
| 4 | Karol Kučera | 5 | 4 | | | | |
| 4 | Karol Kučera | 5 | 4 | 1 | Àlex Corretja | 3 | 6$^5$ |
| | | | | 8 | Todd Martin | 6 | 7$^7$ |
| | Thomas Muster | 2 | 1 | 8 | Todd Martin | 6 | 7$^7$ |
| 8 | Todd Martin | 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 | A Corretja | 4 | 6 | 6 | | | | | | | | | | | | | | |
| Q | H Dreekmann | 6 | 3 | 3 | 1 | A Corretja | 4 | 6 | 7$^7$ | | | | | | | | | |
| | B Ulihrach | 4 | 0 | | | M Rosset | 6 | 3 | 6$^2$ | | | | | | | | | |
| | M Rosset | 6 | 6 | | | | | | | 1 | A Corretja | 6 | 4 | 2 | | | | |
| | J-M Gambill | 7$^9$ | 2 | 6 | | | | | | 7 | A Costa | 3 | 6 | 0$^r$ | | | | |
| WC | S Stolle | 6$^7$ | 6 | 1 | | J-M Gambill | 3 | 5 | | | | | | | | | | |
| Q | P Haarhuis | 2 | 4 | | 7 | A Costa | 6 | 7 | | | | | | | | | | |
| 7 | A Costa | 6 | 6 | | | | | | | | | | | | 1 | A Corretja | 7 | 6 |
| 4 | K Kučera | 6 | 7$^{10}$ | | | | | | | | | | | | 4 | K Kučera | 5 | 4 |
| | F Clavet | 4 | 6$^8$ | | 4 | K Kučera | 6 | 6 | | | | | | | | | | |
| SE | S Draper | 4 | 6$^2$ | | | C Pioline | 4 | 0 | | | | | | | | | | |
| | C Pioline | 6 | 7$^7$ | | | | | | | 4 | K Kučera | 3 | 6 | 6 | | | | |
| WC | M Tebbutt | 6 | 0 | 6$^5$ | | | | | | | G Kuerten | 6 | 4 | 1 | | | | |
| WC | T Woodbridge | 1 | 6 | 7$^7$ | WC | T Woodbridge | 4 | 0 | | | | | | | | | | |
| | G Kuerten | 1 | 6 | 6 | | G Kuerten | 6 | 6 | | | | | | | | | | |
| 5 | G Rusedski | 6 | 3 | 4 | | | | | | | | | | | | | | |

### 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 |
| 6 | R Krajicek | 6 | 4 | | | | | | | | | | | | | | |
| Q | J Golmard | 4 | 0 | r | 6 | R Krajicek | 3 | 4 | | | | | | | | | |
| | J Stoltenberg | 6 | 6$^3$ | 7$^7$ | | J Stoltenberg | 6 | 6 | | | | | | | | | |
| | A Berasategui | 1 | 7$^7$ | 6$^5$ | | | | | | J Stoltenberg | 6 | 2 | 3 | | | | |
| | J Björkman | 5 | 7$^7$ | 3 | | | | | | T Muster | 3 | 6 | 6 | | | | |
| | T Muster | 7 | 6$^2$ | 6 | | T Muster | 7$^7$ | 7 | | | | | | | | | |
| | T Johansson | 3 | 6$^4$ | | 3 | C Moyá | 6$^4$ | 5 | | | | | | | | | |
| 3 | C Moyá | 6 | 7$^7$ | | | | | | | | | | | | T Muster | 2 | 1 |
| 8 | T Martin | 6 | 6 | | | | | | | | | | | 8 | T Martin | 6 | 6 |
| | H Arazi | 1 | 3 | | 8 | T Martin | 7$^9$ | 6 | | | | | | | | | |
| | M Puerta | 6 | 6 | | | M Puerta | 6$^7$ | 4 | | | | | | | | | |
| | J Siemerink | 2 | 4 | | | | | | 8 | T Martin | 6 | 6$^4$ | 6 | | | | |
| | N Kiefer | 5 | 6 | 6 | | | | | SE | L Hewitt | 3 | 7$^7$ | 4 | | | | |
| Q | M Damm | 7 | 3 | 2 | | N Kiefer | 4 | 2 | | | | | | | | | |
| SE | L Hewitt | 7$^7$ | 6 | | SE | L Hewitt | 6 | 6 | | | | | | | | | |
| 2 | P Rafter | 6$^1$ | 1 | | | | | | | | | | | | | | |