 North & Central America: CONCACAF Nations League - League C |
|---|
| Group B - 4. Round | Turks and Caicos Islands | Anguilla | 2:1 (1:0, 1:1) | details | 13.10.2024 |
| Group B - 5. Round | Anguilla | Belize | 0:1 (0:0, 0:1) | details | 10.10.2024 |
| Group B - 3. Round | Belize | Anguilla | 1:0 (1:0, 0:0) | details | 10.09.2024 |
| Group B - 1. Round | Anguilla | Turks and Caicos Islands | 2:0 (0:0, 2:0) | details | 04.09.2024 |
 World: World Championship - Qualification - Second stage |
|---|
| Group F | Puerto Rico | Anguilla | 8:0 (2:0, 6:0) | details | 12.06.2024 |
| Group F | Anguilla | Suriname | 0:4 (0:1, 0:3) | details | 08.06.2024 |
| World: Friendly International - Main |
|---|
| | Anguilla | Saint Martin | 1:2 | details | 26.05.2024 |
| World: World Championship - Qualification - First stage |
|---|
| Final - 2nd leg | Turks and Caicos Islands | Anguilla | 1:2 PEN. (1:1, 0:0, 0:0, 3:4) | details | 27.03.2024 |
| Final - 1st leg | Anguilla | Turks and Caicos Islands | 0:0 (0:0, 0:0) | details | 22.03.2024 |
| World: Friendly International - Main |
|---|
| | Sint Maarten | Anguilla | 1:1 | details | 17.03.2024 |
| North & Central America: CONCACAF Nations League - League C |
|---|
| Group A - 5. Round | Anguilla | Bonaire | 0:3 (0:2, 0:1) | details | 18.11.2023 |
| Group A - 4. Round | Saint Martin | Anguilla | 8:0 (3:0, 5:0) | details | 16.10.2023 |
| Group A - 3. Round | Bonaire | Anguilla | 2:0 (2:0, 0:0) | details | 13.10.2023 |
| Group A - 1. Round | Anguilla | Saint Martin | 0:6 (0:5, 0:1) | details | 07.09.2023 |
| North & Central America: CONCACAF Nations League - League C |
|---|
| Group C - 5. Round | Anguilla | Saint Lucia | 1:2 (0:2, 1:0) | details | 24.03.2023 |
| World: Friendly International - Main |
|---|
| | Anguilla | Saint Martin | 2:2 (2:0, 0:2) | details | 04.03.2023 |
| North & Central America: CONCACAF Nations League - League C |
|---|
| Group C - 4. Round | Saint Lucia | Anguilla | 2:0 (1:0, 1:0) | details | 13.06.2022 |
| Group C - 2. Round | Dominica | Anguilla | 1:1 (1:0, 0:1) | details | 05.06.2022 |
| Group C - 1. Round | Anguilla | Dominica | 0:0 (0:0, 0:0) | details | 02.06.2022 |
| World: World Championship - Qualification - First stage |
|---|
| Group D | Anguilla | Panama | 0:13 (0:4, 0:9) | details | 06.06.2021 |
| Group D | Dominica | Anguilla | 3:0 (3:0, 0:0) | details | 02.06.2021 |
| Group D | Barbados | Anguilla | 1:0 (0:0, 1:0) | details | 31.03.2021 |
| Group D | Anguilla | Dominican Republic | 0:6 (0:3, 0:3) | details | 27.03.2021 |
| North & Central America: CONCACAF Nations League - League C |
|---|
| Group C - 6. Round | Puerto Rico | Anguilla | 3:0 (0:0, 3:0) | details | 19.11.2019 |
| World: Friendly International - Main |
|---|
| | Trinidad & Tobago | Anguilla | 15:0 (10:0, 5:0) | details | 10.11.2019 |
| North & Central America: CONCACAF Nations League - League C |
|---|
| Group C - 4. Round | Anguilla | Puerto Rico | 2:3 (0:2, 2:1) | details | 16.10.2019 |
| Group C - 3. Round | Anguilla | Guatemala | 0:5 (0:2, 0:3) | details | 13.10.2019 |
| Group C - 1. Round | Guatemala | Anguilla | 10:0 (4:0, 6:0) | details | 06.09.2019 |
| North & Central America: CONCACAF Nations League - Qualification |
|---|
| 4. Round | Anguilla | United States Virgin Islands | 0:3 (0:2, 0:1) | details | 22.03.2019 |
| 3. Round | Bahamas | Anguilla | 1:1 (0:1, 1:0) | details | 19.11.2018 |
| 2. Round | Nicaragua | Anguilla | 6:0 (6:0, 0:0) | details | 15.10.2018 |
| 1. Round | Anguilla | French Guiana | 0:5 (0:3, 0:2) | details | 07.09.2018 |
| North & Central America: Caribbean Cup - Qualification - First stage |
|---|
| Group 5 | Anguilla | Puerto Rico | 0:4 (0:2, 0:2) | details | 26.03.2016 |
| Group 5 | Guyana | Anguilla | 7:0 (5:0, 2:0) | details | 23.03.2016 |
| World: World Cup - Qualification - First stage |
|---|
| Final - 2nd leg | Anguilla | Nicaragua | 0:3 (0:2, 0:1) | details | 29.03.2015 |
| Final - 1st leg | Nicaragua | Anguilla | 5:0 (4:0, 1:0) | details | 24.03.2015 |
| North & Central America: Caribbean Cup - Qualification - First stage |
|---|
| Group 5 - 3. Round | Anguilla | Dominican Republic | 0:10 (0:4, 0:6) | details | 07.09.2014 |
| Group 5 - 2. Round | Saint Vincent and the Grenadines | Anguilla | 4:0 (2:0, 2:0) | details | 05.09.2014 |
| Group 5 - 1. Round | Antigua and Barbuda | Anguilla | 6:0 (3:0, 3:0) | details | 04.09.2014 |
| North & Central America: Caribbean Cup - Qualification - First stage |
|---|
| Group 5 | Anguilla | Trinidad & Tobago | 0:10 (0:7, 0:3) | details | 15.10.2012 |
| Group 5 | French Guiana | Anguilla | 4:1 | details | 13.10.2012 |
| Group 5 | Saint Kitts and Nevis | Anguilla | 2:0 (2:0, 0:0) | details | 11.10.2012 |
| World: World Cup - Qualification - First stage |
|---|
| Final - 2nd leg | Dominican Republic | Anguilla | 4:0 (3:0, 1:0) | details | 10.07.2011 |
| Final - 1st leg | Anguilla | Dominican Republic | 0:2 (0:2, 0:0) | details | 08.07.2011 |
| World: Friendly International - Main |
|---|
| | Anguilla | United States Virgin Islands | 0:0 | details | 20.06.2011 |
| North & Central America: Caribbean Cup - Qualification - First stage |
|---|
| Group A | Anguilla | Saint Martin | 2:1 | details | 07.10.2010 |
| Group A | Cayman Islands | Anguilla | 4:1 | details | 05.10.2010 |
| Group A | Puerto Rico | Anguilla | 3:1 | details | 03.10.2010 |
| North & Central America: Caribbean Cup - Qualification - First stage |
|---|
| Group E | Martinique | Anguilla | 3:0 | details | 19.09.2008 |
| Group E | Saint Vincent and the Grenadines | Anguilla | 3:1 | details | 17.09.2008 |
