| Diego de Gregorio | |
| Fullname: | Diego Andrés de Gregorio Contreras |
| Birth Date: | 1986 9, df=y |
| Birth Place: | Santiago, Chile |
| Position: | Striker |
| Youthyears1: | 2001–2004 |
| Years1: | 2004–2007 |
| Clubs1: | Audax Italiano |
| Caps1: | 5 |
| Goals1: | 0 |
| Years2: | 2007 |
| Clubs2: | → Deportes Melipilla (loan) |
| Caps2: | 18 |
| Goals2: | 4 |
| Years3: | 2008 |
| Caps3: | 0 |
| Goals3: | 0 |
| Years4: | 2008 |
| Clubs4: | Deportes Melipilla |
| Caps4: | 12 |
| Goals4: | 5 |
| Years5: | 2009 |
| Clubs5: | Rangers |
| Caps5: | 10 |
| Goals5: | 3 |
| Years6: | 2009–2010 |
| Clubs6: | San Marcos |
| Caps6: | 15 |
| Goals6: | 4 |
| Years7: | 2011 |
| Clubs7: | Lota Schwager |
| Caps7: | 7 |
| Goals7: | 0 |
| Years8: | 2012 |
| Clubs8: | Barnechea |
| Caps8: | 23 |
| Goals8: | 4 |
| Years9: | 2013 |
| Clubs9: | Unión Temuco |
| Caps9: | 1 |
| Goals9: | 0 |
| Years10: | 2013 |
| Clubs10: | San Antonio Unido |
| Caps10: | 17 |
| Goals10: | 6 |
| Years11: | 2013 |
| Clubs11: | Trasandino |
| Caps11: | 17 |
| Goals11: | 8 |
| Years12: | 2014–2015 |
| Clubs12: | Santiago Morning |
| Caps12: | 8 |
| Goals12: | 1 |
| Years13: | 2015–2016 |
| Clubs13: | Cobreloa |
| Caps13: | 2 |
| Goals13: | 0 |
| Years14: | 2016 |
| Clubs14: | Barnechea |
| Caps14: | 0 |
| Goals14: | 0 |
| Totalcaps: | 135 |
| Totalgoals: | 35 |
Diego Andrés de Gregorio Contreras (born 6 September 1986) is a Chilean former footballer who played as a striker.
De Gregorio started his career in 2004 with Audax Italiano. In 2007, he had a successful spell with Deportes Melipilla before returning to Audax Italiano. Next, he moved to Romania and joined Pandurii Târgu Jiu as a free agent in 2008.[1]
His last club was Cobreloa.
He is the younger brother of the former footballer Pascual de Gregorio and uncle of Pascual Patricio, son of Pascual Sr.,[2] a footballer who has played at lower categories of both Chilean and Italian football.[3]