| Doubles | |
|---|---|
| 1999 Challenge Bell | |
| Champions |  Amy Frazier Katie Schlukebir |
| Runners-up |  Cara Black Debbie Graham |
| Final score | 6–2, 6–3 |
Lori McNeil and Kimberly Po were the defending champions, but lost in the quarterfinals to Amy Frazier and Katie Schlukebir.
Frazier and Schlukebir went on to win the title, defeating Cara Black and Debbie Graham 6–2, 6–3 in the final.
Amanda Coetzer / Corina Morariu (quarterfinals, withdrew) Lori McNeil / Kimberly Po (quarterfinals)
Sonya Jeyaseelan / 
Seda Noorlander (quarterfinals, withdrew) Cara Black / Debbie Graham (final)| First round | Quarterfinals | Semifinals | Final | ||||||||||||||||||||||||
| 1 | A Coetzer C Morariu | 6 | 6 | ||||||||||||||||||||||||
| Q | M Drake  L Skavronskaia | 2 | 3 | 1 | A Coetzer C Morariu | ||||||||||||||||||||||
| L Lee M Shaughnessy | 6 | 5 | 6 | L Lee M Shaughnessy | w/o | ||||||||||||||||||||||
 S Asagoe M-È Pelletier | 4 | 7 | 0 | L Lee M Shaughnessy | 6 | 2 | |||||||||||||||||||||
| 4 | C Black D Graham | 6 | 6 | 4 | C Black D Graham | 7 | 6 | ||||||||||||||||||||
| WC | M Marois M Nejedly | 4 | 4 | 4 | C Black D Graham | 6 | 6 | ||||||||||||||||||||
| L Osterloh T Snyder | 3 | 6 | 5 | R Kolbovic V Webb | 4 | 4 | |||||||||||||||||||||
| R Kolbovic V Webb | 6 | 3 | 7 | 4 | C Black D Graham | 2 | 3 | ||||||||||||||||||||
| S De Beer N Miyagi | 4 | 6 | 7 | A Frazier K Schlukebir | 6 | 6 | |||||||||||||||||||||
 J Abe  J Henin | 6 | 3 | 6 | S De Beer N Miyagi | w/o | ||||||||||||||||||||||
| C Rubin M Washington | 3 | 4 | 3 | S Jeyaseelan S Noorlander | |||||||||||||||||||||||
| 3 | S Jeyaseelan S Noorlander | 6 | 6 | S De Beer N Miyagi | 2 | 6 | |||||||||||||||||||||
| K Grant T Singian | 3 | 6 | A Frazier K Schlukebir | 6 | 7 | ||||||||||||||||||||||
| A Frazier K Schlukebir | 6 | 7 | A Frazier K Schlukebir | 6 | 6 | ||||||||||||||||||||||
 P Stoyanova J Watanabe | 2 | 2 | 2 | L McNeil K Po | 1 | 3 | |||||||||||||||||||||
| 2 | L McNeil K Po | 6 | 6 | ||||||||||||||||||||||||
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