# 1999 Guardian Direct Cup – Singles

The 1999 Guardian Direct Cup was a men's tennis tournament played on indoor carpet courts in London, Great Britain, that was part of the Championship Series of the 1999 ATP Tour. It was the 22nd edition of the tournament and was held from 22 February until 28 February 1999.

## Seeds

Champion seeds are indicated in bold text while text in italics indicates the round in which those seeds were eliminated.
* Yevgeny Kafelnikov (quarterfinals)
* Tim Henman (first round)
* Greg Rusedski (final)
* Richard Krajicek (champion)
* Karol Kučera (quarterfinals)
* Thomas Enqvist (quarterfinals)
* Goran Ivanišević (second round)
* Thomas Johansson (semifinals)

## 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 | Final |
| 8 | Thomas Johansson | 2 | 4 | | | | | |
| 4 | Richard Krajicek | 6 | 6 | | | | | |
| 4 | Richard Krajicek | 6 | 6 | 4 | Richard Krajicek | 7 | 6$^5$ | 7 |
| | | | | 3 | Greg Rusedski | 6$^6$ | 7 | 5 |
| 3 | Greg Rusedski | 6 | 6 | 3 | Greg Rusedski | 6$^6$ | 7 | 5 |
| | Hicham Arazi | 2 | 3 | | | | | |

### 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 | Semifinals | Semifinals | Semifinals | Semifinals |
| 1 | Y Kafelnikov | 6 | 3 | 6 | | | | | | | | | | | | | |
| | M Gustafsson | 2 | 6 | 3 | 1 | Y Kafelnikov | 6 | 6 | | | | | | | | | |
| | B Black | 6 | 1 | 7 | | B Black | 3 | 2 | | | | | | | | | |
| | K Alami | 1 | 6 | 6$^4$ | | | | | | 1 | Y Kafelnikov | 2 | 6$^5$ | | | | |
| | D Sanguinetti | 6 | 6 | | | | | | | 8 | T Johansson | 6 | 7 | | | | |
| | J-M Gambill | 4 | 4 | | | D Sanguinetti | 0 | 7 | 2 | | | | | | | | |
| 8 | T Johansson | 6 | 6 | | 8 | T Johansson | 6 | 6$^3$ | 6 | | | | | | | | |
| | P Luxa | 2 | 4 | | | | | | | | | | | 8 | T Johansson | 2 | 4 |
| 4 | R Krajicek | 6 | 6 | | | | | | | | | | | 4 | R Krajicek | 6 | 6 |
| | J Tarango | 4 | 2 | | 4 | R Krajicek | 6 | 6 | | | | | | | | | |
| | N Kiefer | 5 | 6 | 7 | | N Kiefer | 3 | 4 | | | | | | | | | |
| | C Pioline | 7 | 2 | 5 | | | | | | 4 | R Krajicek | 6 | 6 | | | | |
| | G Raoux | 6 | 6 | | | | | | | 5 | K Kučera | 1 | 3 | | | | |
| | D Vacek | 4 | 3 | | | G Raoux | 2 | 0 | | | | | | | | | |
| 5 | K Kučera | 7 | 6 | | 5 | K Kučera | 6 | 6 | | | | | | | | | |
| | R Schüttler | 6$^2$ | 0 | | | | | | | | | | | | | | |

### 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 | Quarterfinals | Semifinals | Semifinals | Semifinals | Semifinals |
| 6 | T Enqvist | 6 | 6 | | | | | | | | | | | | | | | |
| | M Rosset | 1 | 3 | | 6 | T Enqvist | 6 | 7 | | | | | | | | | | |
| | D Prinosil | 7 | 6 | | | D Prinosil | 4 | 5 | | | | | | | | | | |
| | A Pavel | 6$^5$ | 3 | | | | | | | 6 | T Enqvist | 5 | 6 | 3 | | | | |
| | P Korda | 6 | 6 | | | | | | | 3 | G Rusedski | 7 | 4 | 6 | | | | |
| | W Ferreira | 3 | 4 | | | P Korda | 3 | 6$^4$ | | | | | | | | | | |
| 3 | G Rusedski | 6 | 6 | | 3 | G Rusedski | 6 | 7 | | | | | | | | | | |
| | G Pozzi | 2 | 1 | | | | | | | | | | | | 3 | G Rusedski | 6 | 6 |
| 7 | G Ivanišević | 6 | 0 | 7 | | | | | | | | | | | | H Arazi | 2 | 3 |
| | J Siemerink | 3 | 6 | 6$^1$ | 7 | G Ivanišević | 6 | 3 | 4 | | | | | | | | | |
| | H Arazi | 7 | 6 | | | H Arazi | 3 | 6 | 6 | | | | | | | | | |
| | B Ulihrach | 5 | 4 | | | | | | | | H Arazi | 6 | 6 | | | | | |
| | D Hrbatý | 6 | 6$^3$ | 6 | | | | | | | D Hrbatý | 4 | 2 | | | | | |
| | S Pescosolido | 3 | 7 | 2 | | D Hrbatý | 6 | 6 | | | | | | | | | | |
| | J Krošlák | 2 | 7 | 6 | | J Krošlák | 2 | 3 | | | | | | | | | | |
| 2 | T Henman | 6 | 6$^8$ | 4 | | | | | | | | | | | | | | |