Largest margins by Leeward Islands in List A by Innings, runs & wickets
By runs
Winner | Margin | Balls Rem | Target | Overs | Max | Opposition | Ground | Match Date | Scorecard |
| 198 runs | - | 293 | 31.3 | 50.0 | v Comb C&C | Basseterre | 6 Nov 2019 | List A | |
| 184 runs | - | 368 | 50.0 | 50.0 | v Canada | Georgetown | 13 Nov 2008 | List A | |
| 184 runs | - | 334 | 28.1 | 50.0 | v Windward Is | Coolidge | 29 Jan 2017 | List A | |
| 162 runs | - | 299 | 38.5 | 50.0 | v U.S.A. | Coolidge | 31 Jan 2018 | List A | |
| 155 runs | - | 291 | 30.2 | 50.0 | v Barbados | Tarouba | 9 Nov 2023 | List A | |
| 142 runs | - | 237 | 27.5 | 47.0 | v Academy | Port of Spain | 30 Oct 2024 | List A | |
| 114 runs | - | 294 | 42.3 | 50.0 | v Windward Is | Port of Spain | 31 Oct 2023 | List A | |
| 105 runs | - | 276 | 39.3 | 50.0 | v Kent | Coolidge | 4 Feb 2017 | List A | |
| 88 runs | - | 246 | 47.1 | 50.0 | v W Indies U19 | North Sound | 27 Jan 2017 | List A | |
| 85 runs | - | 266 | 46.4 | 50.0 | v Canada | Kingston | 11 Oct 2003 | List A | |
| 84 runs | - | 181 | 21.0 | 50.0 | v Windward Is | St Augustine | 8 Nov 2024 | List A | |
| 70 runs | - | 173 | 43.1 | 50.0 | v Windward Is | West Demerara | 19 Nov 2008 | List A | |
| 70 runs | - | 258 | 42.4 | 50.0 | v Canada | Basseterre | 8 Nov 2019 | List A | |
| 68 runs | - | 271 | 50.0 | 50.0 | v Jamaica | North Sound | 1 Nov 2022 | List A | |
| 66 runs | - | 240 | 40.0 | 50.0 | v Academy | Port of Spain | 21 Oct 2023 | List A | |
| 62 runs | - | 326 | 50.0 | 50.0 | v Canada | Albion | 9 Oct 1997 | List A | |
| 62 runs | - | 173 | 31.2 | 50.0 | v Barbados | West Demerara | 17 Nov 2008 | List A | |
| 49 runs | - | 233 | 44.0 | 50.0 | v Canada | Basseterre | 21 Nov 2019 | List A | |
| 48 runs | - | 232 | 50.0 | 50.0 | v W Indies U19 | Couva | 18 Jan 2015 | List A | |
| 47 runs | - | 261 | 48.0 | 50.0 | v Trinidad & T | The Valley | 30 Oct 1999 | List A | |
| 47 runs | - | 178 | 36.0 | 36.0 | v U.S.A. | Cave Hill | 18 Oct 2018 | List A | |
| 30 runs | - | 246 | 50.0 | 50.0 | v Guyana | Discovery Bay | 20 Oct 1997 | List A | |
| 23 runs | - | 288 | 50.0 | 50.0 | v Jamaica | Coolidge | 2 Feb 2018 | List A | |
| 22 runs | - | 105 | 33.0 | 33.0 | v Barbados | Basseterre | 4 Apr 2013 | List A | |
| 21 runs | - | 203 | 45.1 | 50.0 | v Barbados | Enmore | 5 Oct 1997 | List A | |
| 14 runs | - | 108 | 23.0 | 23.0 | v Guyana | Kingston | 19 Oct 2010 | List A | |
| 14 runs | - | 243 | 49.1 | 50.0 | v Comb C&C | Basseterre | 13 Jan 2016 | List A | |
| 13 runs | - | 170 | 48.4 | 50.0 | v Barbados | Kingston | 20 Oct 2000 | List A | |
| 13 runs | - | 256 | 28.3 | 50.0 | v Jamaica | Basseterre | 24 Nov 2019 | List A | |
| 9 runs | - | 131 | 37.1 | 50.0 | v Comb C&C | Cave Hill | 8 Oct 2018 | List A | |
| 4 runs | - | 214 | 50.0 | 50.0 | v Windward Is | Kingston | 21 Oct 2010 | List A | |
| 2 runs | - | 245 | 49.1 | 50.0 | v Trinidad & T | Bridgetown | 6 Oct 2005 | List A |
By wickets
Winner | Margin | Balls Rem | Target | Overs | Max | Opposition | Ground | Match Date | Scorecard |
| 9 wickets | 249 | 92 | 8.3 | 50.0 | v Cayman | St John's | 16 Oct 2000 | List A | |
| 9 wickets | 124 | 146 | 29.2 | 50.0 | v Jamaica | Wildey | 3 Oct 2005 | List A | |
| 8 wickets | 68 | 215 | 38.4 | 50.0 | v Jamaica | Discovery Bay | 18 Oct 1997 | List A | |
| 8 wickets | 199 | 79 | 16.5 | 50.0 | v W Indies U19 | North Sound | 6 Feb 2017 | List A | |
| 8 wickets | 26 | 263 | 45.4 | 50.0 | v Jamaica | Basseterre | 10 Nov 2019 | List A | |
| 8 wickets | 210 | 124 | 14.0 | 49.0 | v Jamaica | Tarouba | 18 Oct 2023 | List A | |
| 7 wickets | 33 | 238 | 44.3 | 50.0 | v Barbados | Albion | 11 Oct 1997 | List A | |
| 7 wickets | 39 | 234 | 43.3 | 50.0 | v Kent | Coolidge | 25 Jan 2017 | List A | |
| 7 wickets | 15 | 292 | 47.3 | 50.0 | v Trinidad & T | Tarouba | 3 Nov 2024 | List A | |
| 6 wickets | 54 | 191 | 41.0 | 50.0 | v Comb C&C | Basseterre | 19 Nov 2019 | List A | |
| 5 wickets | 64 | 130 | 39.2 | 50.0 | v Bermuda | St John's | 11 Oct 2000 | List A | |
| 5 wickets | 30 | 207 | 45.0 | 50.0 | v Windward Is | Spanish Town | 7 Oct 2003 | List A | |
| 5 wickets | 12 | 160 | 48.0 | 50.0 | v W Indies U19 | Enmore | 21 Oct 2007 | List A | |
| 4 wickets | 22 | 121 | 42.2 | 46.0 | v Barbados | St John's | 29 Oct 1999 | List A | |
| 4 wickets | 23 | 212 | 46.1 | 50.0 | v Academy | North Sound | 9 Nov 2022 | List A | |
| 4 wickets | 11 | 192 | 40.1 | 42.0 | v Barbados | Tarouba | 2 Nov 2023 | List A | |
| 4 wickets | 182 | 152 | 19.4 | 50.0 | v Comb C&C | Port of Spain | 17 Nov 2024 | List A | |
| 3 wickets | 66 | 191 | 39.0 | 50.0 | v Academy | North Sound | 29 Oct 2022 | List A |
By balls remaining in the second innings
Winner | Margin | Balls Rem | Target | Overs | Max | Opposition | Ground | Match Date | Scorecard |
| 9 wickets | 249 | 92 | 8.3 | 50.0 | v Cayman | St John's | 16 Oct 2000 | List A | |
| 8 wickets | 210 | 124 | 14.0 | 49.0 | v Jamaica | Tarouba | 18 Oct 2023 | List A | |
| 8 wickets | 199 | 79 | 16.5 | 50.0 | v W Indies U19 | North Sound | 6 Feb 2017 | List A | |
| 4 wickets | 182 | 152 | 19.4 | 50.0 | v Comb C&C | Port of Spain | 17 Nov 2024 | List A | |
| 9 wickets | 124 | 146 | 29.2 | 50.0 | v Jamaica | Wildey | 3 Oct 2005 | List A | |
| 8 wickets | 68 | 215 | 38.4 | 50.0 | v Jamaica | Discovery Bay | 18 Oct 1997 | List A | |
| 3 wickets | 66 | 191 | 39.0 | 50.0 | v Academy | North Sound | 29 Oct 2022 | List A | |
| 5 wickets | 64 | 130 | 39.2 | 50.0 | v Bermuda | St John's | 11 Oct 2000 | List A | |
| 6 wickets | 54 | 191 | 41.0 | 50.0 | v Comb C&C | Basseterre | 19 Nov 2019 | List A | |
| 7 wickets | 39 | 234 | 43.3 | 50.0 | v Kent | Coolidge | 25 Jan 2017 | List A | |
| 7 wickets | 33 | 238 | 44.3 | 50.0 | v Barbados | Albion | 11 Oct 1997 | List A | |
| 5 wickets | 30 | 207 | 45.0 | 50.0 | v Windward Is | Spanish Town | 7 Oct 2003 | List A | |
| 8 wickets | 26 | 263 | 45.4 | 50.0 | v Jamaica | Basseterre | 10 Nov 2019 | List A | |
| 4 wickets | 23 | 212 | 46.1 | 50.0 | v Academy | North Sound | 9 Nov 2022 | List A | |
| 4 wickets | 22 | 121 | 42.2 | 46.0 | v Barbados | St John's | 29 Oct 1999 | List A | |
| 7 wickets | 15 | 292 | 47.3 | 50.0 | v Trinidad & T | Tarouba | 3 Nov 2024 | List A | |
| 5 wickets | 12 | 160 | 48.0 | 50.0 | v W Indies U19 | Enmore | 21 Oct 2007 | List A | |
| 4 wickets | 11 | 192 | 40.1 | 42.0 | v Barbados | Tarouba | 2 Nov 2023 | List A | |
| 7 wickets | 9 | 266 | 48.3 | 50.0 | v Barbados | North Sound | 26 Feb 2021 | List A | |
| 4 wickets | 8 | 294 | 48.4 | 50.0 | v Windward Is | Coolidge | 8 Feb 2017 | List A | |
| 5 wickets | 5 | 192 | 45.1 | 46.0 | v Guyana | Discovery Bay | 5 Nov 1999 | List A | |
| 4 wickets | 5 | 200 | 49.1 | 50.0 | v Guyana | Albion | 20 Oct 2004 | List A | |
| 5 wickets | 4 | 181 | 49.2 | 50.0 | v Guyana | St John's | 14 Oct 2000 | List A | |
| 4 wickets | 3 | 269 | 49.3 | 50.0 | v Trinidad & T | Port of Spain | 29 Nov 2019 | List A | |
| 4 wickets | 3 | 302 | 49.3 | 50.0 | v Barbados | Coolidge | 10 Feb 2021 | List A |
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Records includes the following current or recent matches:
Leeward Islands vs Trinidad & Tobago at Port of Spain, Super50 Cup 14th Match, Nov 27, 2025 [List A]
Guyana vs Leeward Islands at Port of Spain, Super50 Cup 11th Match, Nov 25, 2025 [List A]
Leeward Islands vs Barbados at St Augustine, Super50 Cup 5th Match, Nov 21, 2025 [List A]