Serial cycling monument classics winners

Male cyclists who have won at least three monument classics (updated at 2025 season)

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Last updated: November 10, 2025

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First submitted	August 25, 2023
Times taken	52
Average score	37.0%
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no. of different monuments
missing monument(s)
total victories
nat.
retirement
tip
cyclist
5
-
19
BEL
1978
the "cannibal"
Eddy Merckx
5
-
11
BEL
1984
won 22 Giro d'Italia stages
Roger De Vlaeminck
3
Sanremo, Roubaix
10
SVN
active
two times winner of Tour de France
Tadej Pogačar
3
Flanders, Liegi
9
ITA
1960
the "campionissimo"
Fausto Coppi
4
Flanders
9
IRL
1994
winner of the 1989 world cup
Sean Kelly
5
-
8
BEL
1970
won 37 grand tours stages
Rik Van Looy
4
Sanremo
5
BEL
2022
2012 world champion
Philippe Gilbert
4
Lombardia
6
BEL
1961
an accident in 1960 pratically ended his career
Fred De Bruyne
4
Lombardia
4
BEL
1961
won the 1954 La Flèche Wallonne
Germain Derycke
4
Liegi
4
FRA
1962
three times winner of Tour de France
Louison Bobet
4
Liegi
4
NLD
1988
1972 Olympic champion, 1975 world champion
Hennie Kuiper
3
Liegi, Lombardia
7
CHE
2016
four times world champion and two times Olympic champions in time trial
Fabian Cancellara
3
Sanremo, Roubaix
6
ITA
1994
won 13 stages at Giro d'Italia and 2 at Tour de France
Moreno Argentin
3
Flanders, Liegi
6
FRA
1928
won the 1923 Tour de France
Henri Pélissier
3
Flanders, Liegi
6
ITA
1988
1977 world champion
Francesco Moser
3
Liegi, Lombardia
5
BEL
1961 (1966 track)
one of the greatest sprinter ever, he still got a second place at a Giro d'Italia
Rik Van Steenbergen
3
Sanremo, Roubaix
5
ITA
2004
two times world cup winner
Michele Bartoli
3
Sanremo, Flanders
5
FRA
1986
five times winner of Tour de France
Bernard Hinault
3
Flanders, Roubaix
5
ITA
2008
2004 road Olympic champion
Paolo Bettini
3
Sanremo, Lombardia
4
BEL
1979
won ten Tour de France stages
Walter Godefroot
3
Liegi, Lombardia
4
NLD
1985
1979 world champion
Jan Raas
3
Liegi, Lombardia
8
NLD
active
2023 world champion
Mathieu van der Poel
3
Flanders, Liegi
4
ITA
1979
Maybe the greatest opponent of the first cyclist in this list
Felice Gimondi
3
Roubaix, Liegi
3
GBR
1967 (death)
Died on mont Ventoux during the 1967 tour
Tom Simpson
3
Liegi, Lombardia
3
MDA, UKR, BEL
2002
winner of the 1999 world cup
Andrei Tchmil
3
Sanremo, Liegi
3
ITA
2005
winner of the 2000 Paris-Tours
Andrea Tafi
3
Flanders, Liegi
3
BEL
1966
winner of four Tour de France stages
Emile Daems