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19 Aug
CONCACAF Caribbean Cup
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CIB
2
Cavalier SC
CAS
0
FT
24 Aug
Premier League
Cavalier SC
CAS
0
Harbour View
HAR
0
FT
28 Aug
CONCACAF Caribbean Cup
Cavalier SC
CAS
1
Juventus des Cayes
JDC
1
FT
September 2025
01 Sept
Premier League
Arnett Gardens
ARG
2
Cavalier SC
CAS
3
FT
08 Sept
Premier League
Cavalier SC
CAS
0
Waterhouse FC
WHO
1
FT
14 Sept
Premier League
Mount Pleasant
MOU
2
Cavalier SC
CAS
1
FT
17 Sept
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CAS
2
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DEF
1
FT
21 Sept
Premier League
Cavalier SC
CAS
2
Treasure Beach
TRE
1
FT
October 2025
01 Oct
CONCACAF Caribbean Cup
Weymouth Wales
TBD
2
Cavalier SC
CAS
1
FT
05 Oct
Premier League
Tivoli Gardens
TIG
0
Cavalier SC
CAS
2
FT
12 Oct
Premier League
Cavalier SC
CAS
2
Portmore United
POU
4
FT
19 Oct
Premier League
Spanish Town Police
STP
0
Cavalier SC
CAS
3
FT
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December 2025
08 Dec
Premier League
Cavalier SC
CAS
3
Montego Bay United FC
MBU
0
FT
11 Dec
Premier League
Molynes United
MUN
1
Cavalier SC
CAS
0
FT
14 Dec
Premier League
Cavalier SC
CAS
1
Racing United
RAU
4
FT
21 Dec
Premier League
Chapelton
CHA
0
Cavalier SC
CAS
3
FT
28 Dec
Premier League
Harbour View
HAR
0
Cavalier SC
CAS
1
FT
January 2026
05 Jan
Premier League
Cavalier SC
CAS
0
Arnett Gardens
ARG
3
FT
11 Jan
Premier League
Waterhouse FC
WHO
0
Cavalier SC
CAS
0
FT
21 Jan
Premier League
Cavalier SC
CAS
5
Dunbeholden
DUN
1
FT
25 Jan
Premier League
Cavalier SC
CAS
1
Tivoli Gardens
TIG
2
FT
29 Jan
Premier League
Dunbeholden
DUN
1
Cavalier SC
CAS
0
FT
February 2026
01 Feb
Premier League
Portmore United
POU
1
Cavalier SC
CAS
0
FT
04 Feb
Premier League
Cavalier SC
CAS
0
Mount Pleasant
MOU
1
FT
09 Feb
Premier League
Cavalier SC
CAS
5
Spanish Town Police
STP
0
FT
15 Feb
Premier League
Montego Bay United FC
MBU
1
Cavalier SC
CAS
0
FT
25 Feb
Premier League
Treasure Beach
TRE
1
Cavalier SC
CAS
1
FT
March 2026
01 Mar
Premier League
Racing United
RAU
0
Cavalier SC
CAS
1
FT
05 Mar
Premier League
Cavalier SC
CAS
2
Molynes United
MUN
1
FT
08 Mar
Premier League
Cavalier SC
CAS
1
Chapelton
CHA
0
FT
15 Mar
Premier League
Treasure Beach
TRE
0
Cavalier SC
CAS
1
FT
22 Mar
Premier League
Waterhouse FC
WHO
2
Cavalier SC
CAS
1
FT
26 Mar
Premier League
Cavalier SC
CAS
0
Dunbeholden
DUN
2
FT
29 Mar
Premier League
Montego Bay United FC
MBU
3
Cavalier SC
CAS
1
FT
April 2026
05 Apr
Premier League
Cavalier SC
CAS
2
Molynes United
MUN
0
FT
09 Apr
Premier League
Cavalier SC
CAS
1
Mount Pleasant
MOU
3
FT
12 Apr
Premier League
Chapelton
CHA
1
Cavalier SC
CAS
4
FT
15 Apr
Premier League
Portmore United
POU
0
Cavalier SC
CAS
0
FT
20 Apr
Premier League
Cavalier SC
CAS
3
Spanish Town Police
STP
0
FT
23 Apr
Premier League
Arnett Gardens
ARG
2
Cavalier SC
CAS
1
FT
26 Apr
Premier League
Cavalier SC
CAS
2
Racing United
RAU
0
FT
May 2026
03 May
Premier League
Tivoli Gardens
TIG
0
Cavalier SC
CAS
2
FT
06 May
Premier League
Cavalier SC
CAS
2
Harbour View
HAR
1
FT
10 May
Premier League
Cavalier SC
CAS
2
Waterhouse FC
WHO
2
FT
13 May
Premier League
Waterhouse FC
WHO
0
Cavalier SC
CAS
2
FT
agg 2 - 4
17 May
Premier League
Cavalier SC
CAS
0
Montego Bay United FC
MBU
1
FT
20 May
Premier League
Montego Bay United FC
MBU
0
Cavalier SC
CAS
2
FT
agg 1 - 2
24 May
Premier League
Cavalier SC
CAS
2
Portmore United
POU
2
FT
pen 1 - 3
Cavalier SC
Cavalier SCCavalier SC