| L | May 1May 1, 2009 | OLYMPIACOS PIRAEUS B.C. vs PANATHINAIKOSEuroLeague | EuroLeague | 11 | 4 | 1 | 3 | 0 | 50.0% | 75.0% |
| W | Apr 2Apr 2, 2009 | REAL MADRID vs OLYMPIACOS PIRAEUS B.C.EuroLeague | EuroLeague | 7 | 7 | 1 | 2 | 0 | 75.0% | 100.0% |
| L | Mar 31Mar 31, 2009 | REAL MADRID vs OLYMPIACOS PIRAEUS B.C.EuroLeague | EuroLeague | 9 | 6 | 0 | 0 | 0 | 60.0% | 100.0% |
| W | Mar 26Mar 26, 2009 | OLYMPIACOS PIRAEUS B.C. vs REAL MADRIDEuroLeague | EuroLeague | 2 | 5 | 1 | 1 | 1 | 25.0% | 0.0% |
| W | Mar 24Mar 24, 2009 | OLYMPIACOS PIRAEUS B.C. vs REAL MADRIDEuroLeague | EuroLeague | 8 | 4 | 1 | 2 | 0 | 50.0% | 50.0% |
| W | Mar 12Mar 12, 2009 | BASKONIA vs OLYMPIACOS PIRAEUS B.C.EuroLeague | EuroLeague | 7 | 2 | 1 | 2 | 1 | 50.0% | 100.0% |
| W | Mar 5Mar 5, 2009 | OLYMPIACOS PIRAEUS B.C. vs MILANOEuroLeague | EuroLeague | 1 | 1 | 1 | 0 | 0 | 0.0% | 50.0% |
| L | Jan 8Jan 8, 2009 | MACCABI TEL AVIV vs OLYMPIACOS PIRAEUS B.C.EuroLeague | EuroLeague | 15 | 5 | 1 | 2 | 0 | 50.0% | 50.0% |
| W | Dec 17Dec 17, 2008 | OLYMPIACOS PIRAEUS B.C. vs KK CIBONAEuroLeague | EuroLeague | 12 | 5 | 3 | 1 | 0 | 54.5% | 0.0% |
| L | Dec 10Dec 10, 2008 | BALONCESTO MALAGA vs OLYMPIACOS PIRAEUS B.C.EuroLeague | EuroLeague | 7 | 7 | 3 | 1 | 1 | 30.0% | 100.0% |
| W | Dec 3Dec 3, 2008 | OLYMPIACOS PIRAEUS B.C. vs AIR AVELLINOEuroLeague | EuroLeague | 13 | 4 | 0 | 1 | 0 | 55.6% | 75.0% |
| W | Nov 27Nov 27, 2008 | LE MANS SARTHE BASKET vs OLYMPIACOS PIRAEUS B.C.EuroLeague | EuroLeague | 8 | 2 | 0 | 0 | 0 | 50.0% | 0.0% |
| W | Nov 13Nov 13, 2008 | OLYMPIACOS PIRAEUS B.C. vs MACCABI TEL AVIVEuroLeague | EuroLeague | 4 | 5 | 0 | 0 | 1 | 16.7% | 50.0% |
| L | Nov 6Nov 6, 2008 | KK CIBONA vs OLYMPIACOS PIRAEUS B.C.EuroLeague | EuroLeague | 8 | 5 | 3 | 0 | 0 | 33.3% | 40.0% |
| W | Oct 30Oct 30, 2008 | OLYMPIACOS PIRAEUS B.C. vs BALONCESTO MALAGAEuroLeague | EuroLeague | 15 | 4 | 1 | 1 | 1 | 60.0% | 75.0% |
| W | Oct 23Oct 23, 2008 | AIR AVELLINO vs OLYMPIACOS PIRAEUS B.C.EuroLeague | EuroLeague | 14 | 8 | 1 | 2 | 3 | 50.0% | 50.0% |
