| Game |
| Result | Moves |
Year | Event/Locale | Opening |
| 26. C Jaffe vs Kupchik |
| 0-1 | 61 | 1913 | Havana | C74 Ruy Lopez, Modern Steinitz Defense |
| 27. Kupchik vs O Chajes |
 | 1-0 | 48 | 1913 | Havana | C84 Ruy Lopez, Closed |
| 28. Capablanca vs Kupchik |
 | 1-0 | 68 | 1913 | Havana | C49 Four Knights |
| 29. Janowski vs Kupchik |
| 1-0 | 36 | 1913 | Havana | D50 Queen's Gambit Declined |
| 30. J Corzo vs Kupchik |
| 0-1 | 18 | 1913 | Havana | C44 King's Pawn Game |
| 31. Kupchik vs R Blanco Estera |
| 1-0 | 59 | 1913 | Havana | A80 Dutch |
| 32. Marshall vs Kupchik |
| 1-0 | 31 | 1913 | Havana | C21 Center Game |
| 33. Kupchik vs C Jaffe |
| 0-1 | 36 | 1913 | Havana | C70 Ruy Lopez |
| 34. O Chajes vs Kupchik |
| 1-0 | 44 | 1913 | Havana | C47 Four Knights |
| 35. Kupchik vs Capablanca |
| ½-½ | 52 | 1913 | Havana | C46 Three Knights |
| 36. R Blanco Estera vs Kupchik |
| 1-0 | 18 | 1913 | Kupchik-Blanco Match | C84 Ruy Lopez, Closed |
| 37. J Grommer vs Kupchik |
| 0-1 | 56 | 1913 | Rice CC Masters | C26 Vienna |
| 38. G Adair vs Kupchik |
| 0-1 | 51 | 1913 | Rice CC Masters | C42 Petrov Defense |
| 39. Kupchik vs Duras |
| 0-1 | 35 | 1913 | Rice CC Masters | D37 Queen's Gambit Declined |
| 40. Kupchik vs A Marder |
| 1-0 | 27 | 1913 | Rice CC Masters | D33 Queen's Gambit Declined, Tarrasch |
| 41. Kupchik vs Capablanca |
| 0-1 | 60 | 1913 | Rice CC Masters | D25 Queen's Gambit Accepted |
| 42. F Beynon vs Kupchik |
| 0-1 | 22 | 1913 | Rice CC Masters | C77 Ruy Lopez |
| 43. R Black vs Kupchik |
| ½-½ | 75 | 1913 | Rice CC Masters | C41 Philidor Defense |
| 44. Kupchik vs E Tenenwurzel |
| 1-0 | 21 | 1913 | Rice CC Masters | D39 Queen's Gambit Declined, Ragozin, Vienna Variation |
| 45. O Chajes vs Kupchik |
| 1-0 | 39 | 1913 | Rice CC Masters | A13 English |
| 46. Duras vs Kupchik |
| 1-0 | 35 | 1913 | Duras - Kupchik | C49 Four Knights |
| 47. Kupchik vs Duras |
| 0-1 | 21 | 1913 | Duras - Kupchik | D15 Queen's Gambit Declined Slav |
| 48. Duras vs Kupchik |
| 0-1 | 50 | 1913 | Duras - Kupchik | C31 King's Gambit Declined, Falkbeer Counter Gambit |
| 49. G Adair vs Kupchik |
| 0-1 | 38 | 1914 | Manhattan Chess Club-ch | C41 Philidor Defense |
| 50. J Rosenthal vs Kupchik |
| 0-1 | 38 | 1914 | Manhattan Chess Club-ch | C45 Scotch Game |
Kibitzing
