 Dundee also made it to the quarter-final stages of the 2001–02 Scottish League Cup, losing to Hibernian.Caballero concluded the season scoring 8 goals in 39 appearances in all competitions as Dundee concluded the season in 9th position, with 44 points.On 3 August, Caballero scored in his first appearance of the 2002–03 season, a 65th-minute equalizer in 1–1 home draw against Hearts.