The 1999 Heineken Trophy was a tennis tournament played on outdoor grass courts at Autotron park in Rosmalen, 's-Hertogenbosch, Netherlands that was part of the International Series of the 1999 ATP Tour and Tier III of the 1999 WTA Tour. The tournament was held from 14 June through 19 June 1999. Patrick Rafter and Kristina Brandi won the singles titles.
See main article: 1999 Heineken Trophy – Men's singles. 
Patrick Rafter defeated 
Andrei Pavel, 3–6, 7–6(9–7), 6–4
See main article: 1999 Heineken Trophy – Women's singles. Kristina Brandi defeated Silvija Talaja, 6–0, 3–6, 6–1
See main article: 1999 Heineken Trophy – Men's doubles. 
Leander Paes / Jan Siemerink vs. Ellis Ferreira / 
David Rikl, final cancelled due to rain
See main article: 1999 Heineken Trophy – Women's doubles. 
Silvia Farina / Rita Grande defeated Cara Black / Kristie Boogert, 7–5, 7–6(7–2)
| Country | Player | Rank | Seed | |
|---|---|---|---|---|
 France | Sandrine Testud | 13 | 1 | |
 Belgium | Dominique Van Roost | 16 | 2 | |
| Italy | Silvia Farina | 24 | 4 | |
 Slovakia | Henrieta Nagyová | 25 | 5 | |
| Romania | Ruxandra Dragomir | 26 | 6 | |
| Anke Huber | 30 | 7 | ||
| Cara Black | 34 | 8 | ||
| Barbara Rittner | 46 | 9 |
The following players received wildcards into the singles main draw: