Matches led by K. Jeffery · Anguilla

01 Jun 25

Grenada

2 – 0

Anguilla

Friendlies

25 May 25

Anguilla

2 – 4

St. Kitts and Nevis

Friendlies

24 May 25

Saint Martin

2 – 1

Anguilla

Friendlies

13 Oct 24

Turks and Caicos Islands

2 – 1

Anguilla

CONCACAF Nations League

10 Oct 24

Anguilla

0 – 1

Belize

CONCACAF Nations League

10 Sept 24

Belize

1 – 0

Anguilla

CONCACAF Nations League

04 Sept 24

Anguilla

2 – 0

Turks and Caicos Islands

CONCACAF Nations League