Copa de Singapur
 
Geylang International
Lion City Sailors
 Copa AFC
 
Final
Sanfrecce Hiroshima
Lion City Sailors
Onefootball
0
3
 Singapore Premier League
 
Final
Hougang United
Lion City Sailors
1
1
 Copa AFC
 
Final
Lion City Sailors
Sanfrecce Hiroshima
Onefootball
1
1
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 Copa de Singapur
 
Lion City Sailors
Balestier Khalsa
 
Geylang International
Lion City Sailors
 
Bangkok Glass
Lion City Sailors
 Singapore Premier League
 
Final
Young Lions
Lion City Sailors
0
8
 Copa AFC
 
Final
Lion City Sailors
Sydney FC
Onefootball
2
0
 Singapore Premier League
 
Final
Lion City Sailors
DPMM FC
0
0
 Copa AFC
 
Final
Sydney FC
Lion City Sailors
Onefootball
1
0
 Singapore Premier League
 
Final
Albirex Niigata S
Lion City Sailors
0
2
 
Final
Lion City Sailors
Young Lions
3
1
 
Final
Lion City Sailors
Geylang International
2
3
 
Final
Tanjong Pagar
Lion City Sailors
0
1
 
Final
Lion City Sailors
Balestier Khalsa
0
1
 Copa AFC
 
Final
Lion City Sailors
Al Sharjah
Onefootball
1
2
 Copa de Singapur
 
DPMM FC
Lion City Sailors
 Singapore Premier League
 
Final
Tampines Rovers
Lion City Sailors
0
0
 Copa de Singapur
 
Tampines Rovers
Lion City Sailors