Challengers
Saint Kitts and Nevis
SKNFA Division 1FT
Challengers
4 –4
Conaree FireballFT
Garden Hotspurs
2 –0
Challengers FT
Lodge Patriots 
3 –0
Challengers FT
Challengers
5 –0
Mantab UnitedFT
Challengers
6 –1
RLW FCFT
Challengers
1 –2
Security ForcesFT
Challengers
0 –2
Trafalgar SouthstarsFT
Challengers
2 –1
MolineauxFT
Challengers
1 –3
Saddlers UnitedFT
Challengers
0 –1
Garden HotspursFT
Molineaux
3 –1
Challengers FT
Challengers
2 –1
Mantab UnitedFT
Security Forces
1 –4
Challengers FT
Saddlers United
1 –1
Challengers FT
Challengers
4 –0
Lodge Patriots FT
Trafalgar Southstars
2 –5
Challengers FT
RLW FC
0 –2
Challengers FT
Conaree Fireball
1 –7
Challengers FT
Challengers
0 –3
Conaree FireballFT
Trafalgar Southstars
2 –0
Challengers FT
Challengers
1 –6
Lodge Patriots FT
Molineaux
5 –1
Challengers FT
Garden Hotspurs
5 –2
Challengers FT
Challengers
1 –5
Dieppe Bay FT
Newtown United
11 –0
Challengers FT
Challengers
5 –1
RLW FCFT
Challengers
0 –8
Saddlers UnitedFT
Conaree Fireball
2 –6
Challengers FT
Challengers
0 –9
Trafalgar SouthstarsFT
Lodge Patriots
1 –4
Challengers