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September 2018
07 Sept
CONCACAF Nations League Qualification
Anguilla
AIA
0
French Guiana
GUF
5
FT
October 2018
14 Oct
CONCACAF Nations League Qualification
Nicaragua
NIC
6
Anguilla
AIA
0
FT
November 2018
18 Nov
CONCACAF Nations League Qualification
Bahamas
BHS
1
Anguilla
AIA
1
FT
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March 2019
22 Mar
CONCACAF Nations League Qualification
Anguilla
AIA
0
U.S. Virgin Islands
VIR
3
FT
March 2024
22 Mar
World Cup Qualification CONCACAF
Anguilla
AIA
0
Turks and Caicos Islands
TCA
0
FT
26 Mar
World Cup Qualification CONCACAF
Turks and Caicos Islands
TCA
1
Anguilla
AIA
1
FT
agg 1 - 1
pen 3 - 4
June 2024
08 Jun
World Cup Qualification CONCACAF
Anguilla
AIA
0
Suriname
SUR
4
FT
11 Jun
World Cup Qualification CONCACAF
Puerto Rico
PUR
8
Anguilla
AIA
0
FT
September 2024
04 Sept
CONCACAF Nations League
Anguilla
AIA
2
Turks and Caicos Islands
TCA
0
FT
10 Sept
CONCACAF Nations League
Belize
BLZ
1
Anguilla
AIA
0
FT
October 2024
09 Oct
CONCACAF Nations League
Anguilla
AIA
0
Belize
BLZ
1
FT
12 Oct
CONCACAF Nations League
Turks and Caicos Islands
TCA
2
Anguilla
AIA
1
FT
June 2025
04 Jun
World Cup Qualification CONCACAF
Saint Vincent and The Grenadines
VCT
6
Anguilla
AIA
0
FT
07 Jun
World Cup Qualification CONCACAF
Anguilla
AIA
0
El Salvador
SLV
3
FT
March 2026
26 Mar
Friendlies
Bahamas
BHS
1
Anguilla
AIA
3
FT
29 Mar
Friendlies
British Virgin Islands
VGB
4
Anguilla
AIA
0
FT
Anguilla
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