| Game |
| Result | Moves |
Year | Event/Locale | Opening |
| 1. Pillsbury vs T Lyman |
| 1-0 | 29 | 1899 | Blindfold simul, 8b | C39 King's Gambit Accepted |
| 2. Pillsbury vs W Chapin |
 | 0-1 | 36 | 1900 | Pillsbury Blindfold Simul 12b, St. Paul | C39 King's Gambit Accepted |
| 3. Pillsbury vs W H Edwards |
| 0-1 | 33 | 1900 | Pillsbury Blindfold Simul 16b, Chicago | C39 King's Gambit Accepted |
| 4. Pillsbury vs C Smith |
| 1-0 | 34 | 1901 | Pillsbury Blindfold Simul 17b, San Antonio | C39 King's Gambit Accepted |
| 5. Pillsbury vs S Mlotkowski |
| ½-½ | 32 | 1901 | Simul, 19b | C39 King's Gambit Accepted |
| 6. Pillsbury vs P Barry |
| 0-1 | 31 | 1901 | Pillsbury Blindfold Simul 16b, Montreal | C39 King's Gambit Accepted |
| 7. Pillsbury vs F Flear |
| ½-½ | 21 | 1902 | Pillsbury Blindfold Simul 16b, London | C39 King's Gambit Accepted |
| 8. Pillsbury vs E Fawcett |
| 0-1 | 13 | 1902 | Pillsbury Simul, Tunbridge Wells | C39 King's Gambit Accepted |
| 9. Pillsbury vs E Fawcett |
| ½-½ | 29 | 1902 | Pillsbury Blindfold Simul 12b, Tunbridge Wells | C39 King's Gambit Accepted |
| 10. Pillsbury vs Roux-Seignoret |
| ½-½ | 34 | 1902 | Pillsbury Blindfold Simul 16b, Paris | C39 King's Gambit Accepted |
| 11. Pillsbury vs Sattler |
| 1-0 | 22 | 1902 | Pillsbury Blindfold Simul 12b, Cologne | C39 King's Gambit Accepted |
| 12. Pillsbury vs A Lissek |
| 1-0 | 56 | 1902 | Pillsbury Blindfold Simul 16b, Vienna | C39 King's Gambit Accepted |
| 13. Pillsbury vs J Lerch |
| 0-1 | 31 | 1902 | Pillsbury Blindfold Simul 12b, Prague | C39 King's Gambit Accepted |
| 14. Pillsbury vs V Kulomzin |
| ½-½ | 29 | 1902 | Pillsbury Blindfold Simul 14b, Moscow | C39 King's Gambit Accepted |
| 15. Pillsbury vs Bulkovstein / Klempner |
| ½-½ | 24 | 1902 | Pillsbury Blindfold Simul 14b, Moscow | C39 King's Gambit Accepted |
| 16. Pillsbury vs M Lewitt |
| 0-1 | 22 | 1902 | Pillsbury Blindfold Simul 15b, Berlin | C39 King's Gambit Accepted |
| 17. Pillsbury vs G Marco |
| ½-½ | 54 | 1903 | Vienna | C39 King's Gambit Accepted |
| 18. Pillsbury vs Gunsberg |
 | 1-0 | 25 | 1903 | Vienna | C39 King's Gambit Accepted |
| 19. Pillsbury vs Chigorin |
| 0-1 | 32 | 1903 | Vienna | C39 King's Gambit Accepted |
| 20. Pillsbury vs G L'Hommede |
| 0-1 | 26 | 1903 | Pillsbury Blindfold Simul 16b, Chicago | C39 King's Gambit Accepted |
| 21. Pillsbury vs L F Griffin |
| ½-½ | 30 | 1904 | Pillsbury Blindfold Simul 18b, San Francisco | C39 King's Gambit Accepted |
Kibitzing
