| Game |
| Result | Moves |
Year | Event/Locale | Opening |
| 26. P Bennett vs O Benson |
| 1-0 | 36 | 2008 | European Union Championship | E60 King's Indian Defense |
| 27. O Benson vs R Di Michele |
| 1-0 | 47 | 2008 | European Union Championship | D15 Queen's Gambit Declined Slav |
| 28. D J James vs O Benson |
| 0-1 | 57 | 2008 | European Union Championship | E67 King's Indian, Fianchetto |
| 29. O Benson vs J J Carleton |
| 0-1 | 65 | 2008 | European Union Championship | A50 Queen's Pawn Game |
| 30. V Moskalenko vs O Benson |
| 1-0 | 17 | 2008 | III Illes Medes Open | E76 King's Indian, Four Pawns Attack |
| 31. J Arnott vs O Benson |
| 0-1 | 38 | 2009 | Gibraltar Masters | A07 King's Indian Attack |
| 32. O Benson vs R D Miedema |
| 0-1 | 23 | 2009 | Gibraltar Masters | E36 Nimzo-Indian, Classical |
| 33. J Kvisla vs O Benson |
| 1-0 | 35 | 2009 | Gibraltar Masters | E80 King's Indian, Samisch Variation |
| 34. O Benson vs P Perez Aleman |
| 0-1 | 26 | 2009 | Gibraltar Masters | D35 Queen's Gambit Declined |
| 35. E Osuna Vega vs O Benson |
| 1-0 | 22 | 2009 | Gibraltar Masters | D37 Queen's Gambit Declined |
| 36. O Benson vs G Aagedal |
| 1-0 | 52 | 2009 | Gibraltar Masters | E28 Nimzo-Indian, Samisch Variation |
| 37. E de Groote vs O Benson |
| 1-0 | 49 | 2009 | Gibraltar Masters | B90 Sicilian, Najdorf |
| 38. O Benson vs C Viera Falcon |
| 1-0 | 26 | 2009 | Gibraltar Masters | E00 Queen's Pawn Game |
| 39. D Dimitrijevic vs O Benson |
| 0-1 | 45 | 2009 | Gibraltar Masters | E92 King's Indian |
| 40. O Benson vs M Tscharotschkin |
| 0-1 | 68 | 2009 | Gibraltar Masters | E28 Nimzo-Indian, Samisch Variation |
| 41. O Benson vs T Fatianova |
| 0-1 | 36 | 2009 | Grand Prix du Touquet | D27 Queen's Gambit Accepted, Classical |
| 42. O Benson vs J M Rapaire |
| 1-0 | 40 | 2016 | European Club Cup | E91 King's Indian |
| 43. S Bellincampi vs O Benson |
| ½-½ | 42 | 2016 | European Club Cup | E71 King's Indian, Makagonov System (5.h3) |
| 44. O Benson vs A Zenaj |
| ½-½ | 79 | 2016 | European Club Cup | E94 King's Indian, Orthodox |
| 45. Vlad Kovacevic vs O Benson |
| 1-0 | 27 | 2016 | European Club Cup | B52 Sicilian, Canal-Sokolsky (Rossolimo) Attack |
| 46. August Berntsen-Oybo vs O Benson |
| 0-1 | 63 | 2016 | European Club Cup | E67 King's Indian, Fianchetto |
| 47. O Benson vs J Van Kemenade |
| 1-0 | 25 | 2016 | European Club Cup | A53 Old Indian |
| 48. O Benson vs J Van Kemenade |
| 1-0 | 27 | 2016 | European Club Cup | A53 Old Indian |
Kibitzing
