| Year | Tournament | Result | Player | Age | Nation |
|---|---|---|---|---|---|
| 2022 | Australian Open | R128 | Emilio Gómez | 30 | Ecuador |
| 2020 | French Open | R128 | Emilio Gómez | 28 | Ecuador |
| 2010 | French Open | R128 | Nicolás Lapentti | 33 | Ecuador |
| 2010 | Australian Open | R128 | Nicolás Lapentti | 33 | Ecuador |
| 2009 | US Open | R64 | Nicolás Lapentti | 33 | Ecuador |
| 2009 | US Open | R128 | Giovanni Lapentti | 26 | Ecuador |
| 2009 | Wimbledon | R128 | Nicolás Lapentti | 32 | Ecuador |
| 2009 | French Open | R128 | Nicolás Lapentti | 32 | Ecuador |
| 2009 | Australian Open | R128 | Nicolás Lapentti | 32 | Ecuador |
| 2008 | US Open | R128 | Nicolás Lapentti | 32 | Ecuador |
| 2008 | Wimbledon | R128 | Nicolás Lapentti | 31 | Ecuador |
| 2008 | French Open | R32 | Nicolás Lapentti | 31 | Ecuador |
| 2007 | US Open | R128 | Nicolás Lapentti | 31 | Ecuador |
| 2007 | Wimbledon | R64 | Nicolás Lapentti | 30 | Ecuador |
| 2007 | French Open | R64 | Nicolás Lapentti | 30 | Ecuador |
| 2007 | Australian Open | R64 | Nicolás Lapentti | 30 | Ecuador |
| 2006 | French Open | R64 | Nicolás Lapentti | 29 | Ecuador |
| 2005 | US Open | R128 | Nicolás Lapentti | 29 | Ecuador |
| 2004 | French Open | R128 | Nicolás Lapentti | 27 | Ecuador |
| 2004 | Australian Open | R64 | Nicolás Lapentti | 27 | Ecuador |
| 2003 | US Open | R64 | Nicolás Lapentti | 27 | Ecuador |
| 2003 | Wimbledon | R64 | Nicolás Lapentti | 26 | Ecuador |
| 2003 | French Open | R32 | Nicolás Lapentti | 26 | Ecuador |
| 2003 | French Open | R128 | Giovanni Lapentti | 20 | Ecuador |
| 2003 | Australian Open | R32 | Nicolás Lapentti | 26 | Ecuador |
| 2002 | US Open | R128 | Nicolás Lapentti | 26 | Ecuador |
| 2002 | Wimbledon | Q | Nicolás Lapentti | 25 | Ecuador |
| 2002 | French Open | R128 | Nicolás Lapentti | 25 | Ecuador |
| 2002 | Australian Open | R16 | Nicolás Lapentti | 25 | Ecuador |
| 2001 | US Open | R32 | Nicolás Lapentti | 25 | Ecuador |
| 2001 | French Open | R64 | Nicolás Lapentti | 24 | Ecuador |
| 2001 | Australian Open | R64 | Nicolás Lapentti | 24 | Ecuador |
| 2000 | US Open | R64 | Nicolás Lapentti | 24 | Ecuador |
| 2000 | Wimbledon | R128 | Nicolás Lapentti | 23 | Ecuador |
| 2000 | French Open | R16 | Nicolás Lapentti | 23 | Ecuador |
| 2000 | Australian Open | R64 | Nicolás Lapentti | 23 | Ecuador |
| 1999 | US Open | R64 | Nicolás Lapentti | 23 | Ecuador |
| 1999 | Wimbledon | R64 | Nicolás Lapentti | 22 | Ecuador |
| 1999 | French Open | R64 | Nicolás Lapentti | 22 | Ecuador |
| 1999 | Australian Open | S | Nicolás Lapentti | 22 | Ecuador |
| 1998 | US Open | R128 | Nicolás Lapentti | 22 | Ecuador |
| 1998 | Wimbledon | R128 | Nicolás Lapentti | 21 | Ecuador |
| 1998 | French Open | R128 | Nicolás Lapentti | 21 | Ecuador |
| 1998 | Australian Open | R64 | Nicolás Lapentti | 21 | Ecuador |
| 1997 | US Open | R64 | Nicolás Lapentti | 21 | Ecuador |
| 1997 | Wimbledon | R128 | Nicolás Lapentti | 20 | Ecuador |
| 1997 | French Open | R64 | Nicolás Lapentti | 20 | Ecuador |
| 1996 | US Open | R32 | Pablo Campana | 23 | Ecuador |
| 1996 | US Open | R128 | Nicolás Lapentti | 20 | Ecuador |
| 1996 | Wimbledon | R64 | Nicolás Lapentti | 19 | Ecuador |
Open Era Grand Slam Tennis