| Game |
| Result | Moves |
Year |
Event/Locale | Opening |
| 1. J Barry vs Pillsbury |
 | 1-0 | 44 |
1889 |
Boston m | C65 Ruy Lopez, Berlin Defense |
| 2. Lasker vs Pillsbury |
 | 1-0 | 55 |
1893 |
8, New York | C60 Ruy Lopez |
| 3. A Hodges vs Pillsbury |
| 1-0 | 42 |
1893 |
7, New York | C60 Ruy Lopez |
| 4. Showalter vs Pillsbury |
| 0-1 | 31 |
1893 |
5, New York | C60 Ruy Lopez |
| 5. F Young vs Pillsbury |
 | 1-0 | 16 |
1893 |
Boston | C62 Ruy Lopez, Old Steinitz Defense |
| 6. E Delmar vs Pillsbury |
 | 0-1 | 38 |
1894 |
New York | C65 Ruy Lopez, Berlin Defense |
| 7. Showalter vs Pillsbury |
| 1-0 | 33 |
1894 |
Metro League Game | C60 Ruy Lopez |
| 8. E Hymes vs Pillsbury |
| ½-½ | 44 |
1894 |
New York | C65 Ruy Lopez, Berlin Defense |
| 9. Chigorin vs Pillsbury |
 | 1-0 | 45 |
1895 |
St.Petersburg | C60 Ruy Lopez |
| 10. K Walbrodt vs Pillsbury |
 | ½-½ | 26 |
1895 |
15, Hastings | C60 Ruy Lopez |
| 11. Lasker vs Pillsbury |
 | 1-0 | 40 |
1895 |
Tournament | C60 Ruy Lopez |
| 12. Teichmann vs Pillsbury |
  | 0-1 | 30 |
1895 |
11, Hastings | C60 Ruy Lopez |
| 13. M Porges vs Pillsbury |
 | ½-½ | 53 |
1896 |
11, Nuremberg | C67 Ruy Lopez |
| 14. Englisch vs Pillsbury |
| ½-½ | 57 |
1896 |
Vienna m | C65 Ruy Lopez, Berlin Defense |
| 15. Schlechter vs Pillsbury |
| ½-½ | 41 |
1896 |
2, Nuremberg | C65 Ruy Lopez, Berlin Defense |
| 16. Tarrasch vs Pillsbury |
| 1-0 | 80 |
1896 |
Budapest it | C67 Ruy Lopez |
| 17. Englisch vs Pillsbury |
| ½-½ | 73 |
1896 |
Vienna m | C65 Ruy Lopez, Berlin Defense |
| 18. Janowski vs Pillsbury |
 | ½-½ | 55 |
1896 |
R3 7/22 Nuremberg | C67 Ruy Lopez |
| 19. Showalter vs Pillsbury |
 | 0-1 | 28 |
1897 |
New York | C67 Ruy Lopez |
| 20. Showalter vs Pillsbury |
 | 1-0 | 70 |
1897 |
US Championship | C67 Ruy Lopez |
| 21. Showalter vs Pillsbury |
| 0-1 | 40 |
1897 |
18, New York | C67 Ruy Lopez |
| 22. Showalter vs Pillsbury |
 | 1-0 | 24 |
1897 |
08, New York | C67 Ruy Lopez |
| 23. Showalter vs Pillsbury |
 | 0-1 | 39 |
1897 |
04, New York | C67 Ruy Lopez |
| 24. Tarrasch vs Pillsbury |
| 1-0 | 45 |
1898 |
1, Vienna pf | C65 Ruy Lopez, Berlin Defense |
| 25. Showalter vs Pillsbury |
 | 0-1 | 25 |
1898 |
12, New York | C65 Ruy Lopez, Berlin Defense |