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Date
Winner
Loser
Tournament
Round
Score
1996-11-04
Alejandro Hernandez (156)
Sergio Cortes (250)
Santiago
R32
6-3 3-6 6-2
1996-02-09
Jaime Oncins (225)
Sergio Cortes (231)
Davis Cup G1 QF: CHI vs BRA
RR
6-3 6-4 7-5
1996-02-09
Fernando Meligeni (70)
Sergio Cortes (231)
Davis Cup G1 QF: CHI vs BRA
RR
6-1 6-1 7-5
1995-09-11
Miguel Tobon (281)
Sergio Cortes (236)
Bogota
R16
7-5 7-5
1995-09-11
Sergio Cortes (236)
Mario Rincon (305)
Bogota
R32
6-3 6-0
1995-07-31
Mariano Zabaleta (560)
Sergio Cortes (230)
Prague
R16
6-4 6-4
1995-07-31
Sergio Cortes (230)
Jaime Yzaga (69)
Prague
R32
4-6 7-6(6) 6-3
1994-10-24
Marcelo Filippini (61)
Sergio Cortes (164)
Santiago
R32
6-3 1-6 7-6(0)
1994-09-12
Mauricio Hadad (97)
Sergio Cortes (144)
Bogota
QF
7-5 6-1
1994-09-12
Sergio Cortes (144)
Andrei Chesnokov (40)
Bogota
R16
7-5 6-7(7) 6-3
1994-09-12
Sergio Cortes (144)
Peter Tramacchi (227)
Bogota
R32
6-4 6-3
1994-08-22
Gilbert Schaller (36)
Sergio Cortes (143)
Umag
R32
6-1 4-6 6-2
1994-08-01
Fernando Meligeni (111)
Sergio Cortes (144)
Kitzbuhel
R64
6-1 7-5
1994-04-11
Grant Stafford (83)
Sergio Cortes (141)
Birmingham
R32
2-6 6-3 6-3
1994-03-25
Jaime Yzaga (26)
Sergio Cortes (160)
Davis Cup G1 QF: PER vs CHI
RR
6-2 6-2 6-4
1994-03-25
Sergio Cortes (160)
Jose Luis Noriega (202)
Davis Cup G1 QF: PER vs CHI
RR
7-5 3-6 7-6(5) 3-6 6-1
1993-10-25
Richard Fromberg (38)
Sergio Cortes (133)
Santiago
R32
7-6(4) 7-6(2)
1993-08-30
Boris Becker (4)
Sergio Cortes (158)
US Open
R32
6-4 6-4 6-3
1993-08-30
Sergio Cortes (158)
Jacco Eltingh (79)
US Open
R64
4-6 6-4 7-6(2) 6-4
1993-08-30
Sergio Cortes (158)
Derrick Rostagno (64)
US Open
R128
7-6(5) 6-7(8) 6-1 6-1
1993-08-23
Slava Dosedel (92)
Sergio Cortes (158)
Umag
R32
4-6 6-1 7-5
1993-08-16
Daniel Vacek (105)
Sergio Cortes (138)
New Haven
R64
7-5 6-1
1993-08-09
Horst Skoff (53)
Sergio Cortes (138)
San Marino
R32
6-3 6-2
1993-08-02
Javier Sanchez (38)
Sergio Cortes (116)
Kitzbuhel
R32
6-3 6-7(0) 6-1
1993-08-02
Sergio Cortes (116)
Frederic Fontang (159)
Kitzbuhel
R64
6-2 6-1
1993-04-12
Jaime Yzaga (63)
Sergio Cortes (133)
Charlotte
R32
6-2 6-2
1993-03-26
Sergio Cortes (121)
Andrew Sznajder (136)
Davis Cup G1 PO: CHI vs CAN
RR
6-2 7-6(5) 6-7(7) 7-5
1993-03-26
Sergio Cortes (121)
Sebastien Lareau (192)
Davis Cup G1 PO: CHI vs CAN
RR
7-5 6-3 7-6(4)
1993-03-12
Marcos Ondruska (48)
Sergio Cortes (125)
Miami Masters
R32
6-2 6-3
1993-03-12
Sergio Cortes (125)
Magnus Larsson (31)
Miami Masters
R64
7-6(3) 6-2
1993-03-12
Sergio Cortes (125)
Gabriel Markus (58)
Miami Masters
R128
6-4 2-6 6-2
1993-02-05
Sergio Cortes (136)
Roger Smith (175)
Davis Cup G1 QF: CHI vs BAH
RR
6-3 6-1 6-3
1993-02-05
Sergio Cortes (136)
Mark Knowles (260)
Davis Cup G1 QF: CHI vs BAH
RR
4-6 3-6 7-6(2) 1-2 RET
1992-11-09
Danilo Marcelino (197)
Sergio Cortes (146)
Sao Paulo
R32
4-6 7-6(2) 6-4
1990-04-23
Marc Rosset (67)
Sergio Cortes (250)
Monte Carlo Masters
R64
6-4 6-4
1990-02-02
Diego Perez (104)
Sergio Cortes (243)
Davis Cup G1 QF: URU vs CHI
RR
6-3 6-2 6-2
1990-02-02
Marcelo Filippini (40)
Sergio Cortes (243)
Davis Cup G1 QF: URU vs CHI
RR
7-5 6-1 6-2
1989-09-18
Martin Jaite (13)
Sergio Cortes (359)
Barcelona
R32
2-6 6-3 6-3
1989-09-18
Sergio Cortes (359)
Cassio Motta (107)
Barcelona
R64
6-3 6-2
1989-09-11
Francisco Yunis (318)
Sergio Cortes (496)
Geneva
QF
6-2 1-6 6-3
1989-09-11
Sergio Cortes (496)
Christian Bergstrom (85)
Geneva
R16
5-7 6-2 6-1
1989-09-11
Sergio Cortes (496)
Martin Wostenholme (106)
Geneva
R32
6-0 3-6 7-5
1988-07-11
Henri Leconte (12)
Sergio Cortes (295)
Stuttgart Outdoor
R32
6-0 7-6
1988-07-11
Sergio Cortes (295)
Tore Meinecke (60)
Stuttgart Outdoor
R64
6-3 6-3