| 09-Aug-1969 | Wightman Cup | | Julie Heldman [USA] [yr | ev] | d. | Virginia Wade [GBR] [yr | ev] | 3-6 6-1 8-6 | | | | | | | | | | | | |
| 09-Aug-1969 | Wightman Cup | | Nancy Richey [USA] [yr | ev] | d. | Winnie Shaw [GBR] [yr | ev] | 8-6 6-2 | | | | | | | | | | | | |
| 09-Aug-1969 | Wightman Cup | | Peaches Bartkowicz [USA] [yr | ev] | d. | Christine Truman [GBR] [yr | ev] | 8-6 6-0 | | | | | | | | | | | | |
| 09-Aug-1969 | Wightman Cup | | Virginia Wade [GBR] [yr | ev] | d. | Nancy Richey [USA] [yr | ev] | 6-3 2-6 6-4 | | | | | | | | | | | | |
| 09-Aug-1969 | Wightman Cup | | Julie Heldman [USA] [yr | ev] | d. | Winnie Shaw [GBR] [yr | ev] | 6-3 6-4 | | | | | | | | | | | | |
| 25-May-1969 | WG F | AUS vs USA | Margaret Court [AUS] [yr | ev] | d. | Julie Heldman [USA] [yr | ev] | 6-1 8-6 | | | | | | | | | | | | |
| 25-May-1969 | WG F | AUS vs USA | Nancy Richey [USA] [yr | ev] | d. | Kerry Reid [AUS] [yr | ev] | 6-4 6-3 | | | | | | | | | | | | |
| 24-May-1969 | WG SF | GBR vs AUS | Kerry Reid [AUS] [yr | ev] | d. | Winnie Shaw [GBR] [yr | ev] | 6-3 6-2 | | | | | | | | | | | | |
| 24-May-1969 | WG SF | GBR vs AUS | Margaret Court [AUS] [yr | ev] | d. | Virginia Wade [GBR] [yr | ev] | 6-3 6-4 | | | | | | | | | | | | |
| 24-May-1969 | WG ConQR | BEL vs RSA | Brenda Kirk [RSA] [yr | ev] | d. | Michele Kahn [BEL] [yr | ev] | 6-4 8-6 | | | | | | | | | | | | |
| 24-May-1969 | WG ConQR | BEL vs RSA | Maryna Godwin [RSA] [yr | ev] | d. | Ingrid Loeys [BEL] [yr | ev] | 9-7 6-0 | | | | | | | | | | | | |
| 24-May-1969 | WG SF | USA vs NED | Nancy Richey [USA] [yr | ev] | d. | Betty Stove [NED] [yr | ev] | 7-5 6-2 | | | | | | | | | | | | |
| 24-May-1969 | WG SF | USA vs NED | Julie Heldman [USA] [yr | ev] | d. | Marijke Jansen [NED] [yr | ev] | 2-6 9-7 6-1 | | | | | | | | | | | | |
| 23-May-1969 | WG QF | USA vs ITA | Nancy Richey [USA] [yr | ev] | d. | Maria Teresa Riedl [ITA] [yr | ev] | 6-0 6-0 | | | | | | | | | | | | |
| 23-May-1969 | WG QF | USA vs ITA | Julie Heldman [USA] [yr | ev] | d. | Lea Pericoli [ITA] [yr | ev] | 6-1 6-2 | | | | | | | | | | | | |
| 23-May-1969 | WG QF | FRA vs AUS | Kerry Reid [AUS] [yr | ev] | d. | Gail Sherriff [FRA] [yr | ev] | 6-2 8-6 | | | | | | | | | | | | |
| 23-May-1969 | WG QF | FRA vs AUS | Margaret Court [AUS] [yr | ev] | d. | Rosie Reyes [FRA] [yr | ev] | 6-1 6-1 | | | | | | | | | | | | |
| 23-May-1969 | WG ConQR | BEL vs CAN | Ingrid Loeys [BEL] [yr | ev] | d. | Andree Martin [CAN] [yr | ev] | 6-4 6-4 | | | | | | | | | | | | |
| 23-May-1969 | WG ConQR | BEL vs CAN | Michele Kahn [BEL] [yr | ev] | d. | Jane Ohara [CAN] [yr | ev] | 6-4 6-3 | | | | | | | | | | | | |
| 23-May-1969 | WG QF | FRG vs GBR | Winnie Shaw [GBR] [yr | ev] | d. | Almut Sturm [GER] [yr | ev] | 6-4 6-1 | | | | | | | | | | | | |
| 23-May-1969 | WG QF | FRG vs GBR | Helga Masthoff [FRG] [yr | ev] | d. | Virginia Wade [GBR] [yr | ev] | 6-4 6-2 | | | | | | | | | | | | |
| 23-May-1969 | WG QF | TCH vs NED | Betty Stove [NED] [yr | ev] | d. | Alena Palmeova West [TCH] [yr | ev] | 6-4 6-1 | | | | | | | | | | | | |
| 23-May-1969 | WG QF | TCH vs NED | Vlasta Kodesova [CZE] [yr | ev] | d. | Marijke Jansen [NED] [yr | ev] | 6-3 6-3 | | | | | | | | | | | | |
| 22-May-1969 | WG R2 | FRG vs CAN | Almut Sturm [GER] [yr | ev] | d. | Andree Martin [CAN] [yr | ev] | 6-2 6-2 | | | | | | | | | | | | |
| 22-May-1969 | WG R2 | FRG vs CAN | Helga Masthoff [FRG] [yr | ev] | d. | Faye Urban [CAN] [yr | ev] | 6-4 6-1 | | | | | | | | | | | | |
| 22-May-1969 | WG R2 | RSA vs FRA | Gail Sherriff [FRA] [yr | ev] | d. | Brenda Kirk [RSA] [yr | ev] | 4-6 6-2 6-1 | | | | | | | | | | | | |
| 22-May-1969 | WG R2 | RSA vs FRA | Maryna Godwin [RSA] [yr | ev] | d. | Rosie Reyes [FRA] [yr | ev] | 5-7 7-5 6-1 | | | | | | | | | | | | |
| 22-May-1969 | WG R2 | BEL vs GBR | Winnie Shaw [GBR] [yr | ev] | d. | Michele Kahn [BEL] [yr | ev] | 6-1 6-0 | | | | | | | | | | | | |
| 22-May-1969 | WG R2 | BEL vs GBR | Virginia Wade [GBR] [yr | ev] | d. | Ingrid Loeys [BEL] [yr | ev] | 6-2 6-2 | | | | | | | | | | | | |
| 21-May-1969 | WG R2 | MEX vs ITA | Maria Teresa Riedl [ITA] [yr | ev] | d. | Elena Subirats [MEX] [yr | ev] | 4-6 6-2 6-1 | | | | | | | | | | | | |
| 21-May-1969 | WG R2 | MEX vs ITA | Lea Pericoli [ITA] [yr | ev] | d. | Patricia Montano [MEX] [yr | ev] | 6-0 6-0 | | | | | | | | | | | | |
| 21-May-1969 | WG R2 | INA vs NED | Marijke Jansen [NED] [yr | ev] | d. | Lita Liem [INA] [yr | ev] | 2-6 6-3 6-3 | | | | | | | | | | | | |
| 21-May-1969 | WG R2 | INA vs NED | Betty Stove [NED] [yr | ev] | d. | Lany Kaligis [INA] [yr | ev] | 6-2 6-3 | | | | | | | | | | | | |
| 21-May-1969 | WG R2 | SUI vs TCH | Alena Palmeova West [TCH] [yr | ev] | d. | Marianne Kindler [SUI] [yr | ev] | 6-3 6-0 | | | | | | | | | | | | |
| 21-May-1969 | WG R2 | SUI vs TCH | Vlasta Kodesova [CZE] [yr | ev] | d. | Anne Marie Studer [SUI] [yr | ev] | 6-0 5-7 6-2 | | | | | | | | | | | | |
| 21-May-1969 | WG R2 | USA vs YUG | Nancy Richey [USA] [yr | ev] | d. | Biljana Kostic [YUG] [yr | ev] | 6-0 6-0 | | | | | | | | | | | | 0:20 |
| 21-May-1969 | WG R2 | USA vs YUG | Julie Heldman [USA] [yr | ev] | d. | Irena Skulj [YUG] [yr | ev] | 6-0 6-3 | | | | | | | | | | | | |
| 19-May-1969 | WG R1 | HUN vs CAN | Andree Martin [CAN] [yr | ev] | d. | Katalin Borka [HUN] [yr | ev] | 3-6 7-5 11-9 | | | | | | | | | | | | |
| 19-May-1969 | WG R1 | HUN vs CAN | Faye Urban [CAN] [yr | ev] | d. | Erzsebet Polgar [HUN] [yr | ev] | 1-6 8-6 6-2 | | | | | | | | | | | | |
| 19-May-1969 | WG R1 | GRE vs INA | Lany Kaligis [INA] [yr | ev] | d. | Xantipes Vassiliadis [GRE] [yr | ev] | 6-3 6-3 | | | | | | | | | | | | |
| 19-May-1969 | WG R1 | GRE vs INA | Lita Liem [INA] [yr | ev] | d. | Carol Ann Kalogeropoulos [GRE] [yr | ev] | 6-0 6-3 | | | | | | | | | | | | |
| 19-May-1969 | WG R1 | BUL vs NED | Betty Stove [NED] [yr | ev] | d. | Lubka Radkova [BUL] [yr | ev] | 6-2 6-1 | | | | | | | | | | | | |
| 19-May-1969 | WG R1 | BUL vs NED | Marijke Jansen [NED] [yr | ev] | d. | Maria Chakarova [BUL] [yr | ev] | 6-2 6-1 | | | | | | | | | | | | |