1999 Pilot Pen Tennis
| 1999 Pilot Pen Tennis | |
|---|---|
| Date | August 23 – August 29 | 
| Edition | 17th | 
| Category | Tier II | 
| Surface | Hard / Outdoor | 
| Location | New Haven, CT, USA | 
| Champions | |
| Singles | |
|  Venus Williams | |
| Doubles | |
|  Lisa Raymond /  Rennae Stubbs | |
The 1999 Pilot Pen Tennis was a tennis tournament played on outdoor hard courts in New Haven in the United States. It was part of Tier II of the 1999 WTA Tour. The tournament was held from August 23 through August 29, 1999.
Entrants
Seeds
| Country | Player | Rank | Seed | 
|---|---|---|---|
|  USA | Lindsay Davenport | 2 | 1 | 
|  USA | Venus Williams | 4 | 2 | 
|  USA | Monica Seles | 5 | 3 | 
|  CZE | Jana Novotná | 9 | 4 | 
|  RSA | Amanda Coetzer | 7 | 5 | 
|  FRA | Julie Halard-Decugis | 10 | 6 | 
|  FRA | Nathalie Tauziat | 12 | 7 | 
|  FRA | Sandrine Testud | 16 | 8 | 
Other entrants
The following players received wildcards into the singles main draw:
The following players received wildcards into the doubles main draw:
The following players received entry from the singles qualifying draw:
-   Tatiana Panova Tatiana Panova
-   Květa Hrdličková Květa Hrdličková
-   Ángeles Montolio Ángeles Montolio
-   Barbara Schwartz Barbara Schwartz
-   Amélie Cocheteux Amélie Cocheteux
-  .svg.png) Sabine Appelmans Sabine Appelmans
-   Magüi Serna Magüi Serna
-   María Sánchez Lorenzo María Sánchez Lorenzo
Champions
Singles
Main article: 1999 Pilot Pen Tennis – Singles
 Venus Williams defeated
 Venus Williams defeated  Lindsay Davenport, 6–2, 7–5
 Lindsay Davenport, 6–2, 7–5
- This was Williams' fifth title of the year.
Doubles
Main article: 1999 Pilot Pen Tennis – Doubles
 Lisa Raymond /
 Lisa Raymond /  Rennae Stubbs defeated
 Rennae Stubbs defeated  Elena Likhovtseva /
 Elena Likhovtseva /  Jana Novotná, 7–6(7–1), 6–2
 Jana Novotná, 7–6(7–1), 6–2
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