| 2023-04-24 20:00:06April 24, 2023 |   Greenbay Hoppers FC vs Five Islands F.C | - | ABFA Premier League Division | 2022 - 2023 | |
| 2023-04-17 20:00:57April 17, 2023 |  Ottos Rangers FC vs Five Islands F.C | 2 - 1 | ABFA Premier League Division | 2022 - 2023 | |
| 2023-04-06 20:00:05April 6, 2023 |  All Saints United F.C vs Five Islands F.C | 6 - 1 | ABFA Premier League Division | 2022 - 2023 | |
| 2023-03-11 16:00:57March 11, 2023 |  Five Islands F.C vs Old Road F.C | 0 - 5 | ABFA Premier League Division | 2022 - 2023 | |
| 2023-03-06 19:00:30March 6, 2023 |  Five Islands F.C vs Tryum F.C | 1 - 2 | ABFA Premier League Division | 2022 - 2023 | |
| 2023-02-26 18:00:31February 26, 2023 | Five Islands F.C vs Greenbay Hoppers FC | 1 - 1 | ABFA Premier League Division | 2022 - 2023 | |
| 2023-02-18 16:00:41February 18, 2023 |  Five Islands F.C vs Swetes F.C | 1 - 2 | ABFA Premier League Division | 2022 - 2023 | |
| 2023-02-11 16:00:24February 11, 2023 |  Grenades F.C vs Five Islands F.C | 6 - 2 | ABFA Premier League Division | 2022 - 2023 | |
| 2023-02-04 20:00:50February 4, 2023 |  Liberta BlackHawks vs Five Islands F.C | 3 - 3 | ABFA Premier League Division | 2022 - 2023 | |
| 2023-01-30 19:00:39January 30, 2023 | All Saints United F.C vs Five Islands F.C | 4 - 0 | ABFA Premier League Division | 2022 - 2023 | |
| 2023-01-22 20:00:49January 22, 2023 |  Five Islands F.C vs SAP F.C | 1 - 3 | ABFA Premier League Division | 2022 - 2023 | |
| 2023-01-15 16:00:25January 15, 2023 |  FC Aston Villa vs Five Islands F.C | 5 - 0 | ABFA Premier League Division | 2022 - 2023 | |
| 2023-01-08 18:00:43January 8, 2023 |  Empire FC vs Five Islands F.C | 3 - 0 | ABFA Premier League Division | 2022 - 2023 | |
| 2022-12-26 16:00:39December 26, 2022 | Ottos Rangers FC vs Five Islands F.C | 3 - 1 | ABFA Premier League Division | 2022 - 2023 | |
| 2022-12-19 19:00:37December 19, 2022 |  Five Islands F.C vs BlueJays FC | 1 - 4 | ABFA Premier League Division | 2022 - 2023 | |
| 2022-12-11 16:00:57December 11, 2022 |  Five Islands F.C vs Willikies F.C | 1 - 4 | ABFA Premier League Division | 2022 - 2023 | |
| 2022-12-05 19:00:31December 5, 2022 |  Pigotts Bullets vs Five Islands F.C | 2 - 0 | ABFA Premier League Division | 2022 - 2023 | |
| 2022-11-27 18:00:55November 27, 2022 |  Parham F.C vs Five Islands F.C | 0 - 0 | ABFA Premier League Division | 2022 - 2023 | |
| 2020-03-07 19:00:32March 7, 2020 | Richie Rich Five Islands F.C vs Sandals INET Grenades F.C | - | ABFA Premier League Division | 2019-2020 | |
| 2020-02-29 17:00:05February 29, 2020 | Richie Rich Five Islands F.C vs All Saints United F.C | 1 - 3 | ABFA Premier League Division | 2019-2020 | |
| 2020-02-23 17:00:00February 23, 2020 | Rawdon & Associates Parham F.C vs Richie Rich Five Islands F.C | 2 - 1 | ABFA Premier League Division | 2019-2020 | |
| 2020-02-16 17:00:37February 16, 2020 | NNL Distributors Swetes F.C vs Richie Rich Five Islands F.C | 2 - 5 | ABFA Premier League Division | 2019-2020 | |
| 2020-02-12 18:30:36February 12, 2020 | Fitzroy’s Rewinding Pigotts Bullets vs Richie Rich Five Islands F.C | 1 | ABFA Premier League Division | 2019-2020 | |
| 2020-02-08 17:00:38February 8, 2020 | Richie Rich Five Islands F.C vs PIC Liberta Black Hawks | 1 - 1 | ABFA Premier League Division | 2019-2020 | |
| 2020-02-02 15:00:29February 2, 2020 | Drahz KFC Old Road F.C vs Richie Rich Five Islands F.C | 3 | ABFA Premier League Division | 2019-2020 | |
| 2020-01-04 17:00:38January 4, 2020 | Richie Rich Five Islands F.C vs Drahz KFC Old Road F.C | 2 | ABFA Premier League Division | 2019-2020 | |
| 2019-12-29 17:00:34December 29, 2019 | Sandals INET Grenades F.C vs Richie Rich Five Islands F.C | 2 | ABFA Premier League Division | 2019-2020 | |
| 2019-12-21 17:00:22December 21, 2019 | PIC Liberta Black Hawks vs Richie Rich Five Islands F.C | 4 | ABFA Premier League Division | 2019-2020 | |
| 2019-12-15 17:00:41December 15, 2019 | Richie Rich Five Islands F.C vs Fitzroy's Rewinding Pigotts Bullets | 1 | ABFA Premier League Division | 2019-2020 | |
| 2019-12-07 19:00:58December 7, 2019 | Richie Rich Five Islands F.C vs NNL Distributors Swetes F.C | 5 | ABFA Premier League Division | 2019-2020 | |
| 2019-11-24 19:00:27November 24, 2019 | Cool & Smooth- Global Bank Of Commerce – AC Delco vs Richie Rich Five Islands F.C | 2 - 1 | ABFA Premier League Division | 2019-2020 | |
| 2019-11-10 15:00:59November 10, 2019 | Richie Rich Five Islands F.C vs Rawdon & Associates Parham F.C | 5 - 1 | ABFA Premier League Division | 2019-2020 | |
| 2019-11-03 17:00:45November 3, 2019 | All Saints United F.C vs Richie Rich Five Islands F.C | 1 - 1 | ABFA Premier League Division | 2019-2020 | |
| 2019-10-27 15:00:35October 27, 2019 | Richie Rich Five Islands F.C vs Medical Specialists Ottos Rangers FC | 1 | ABFA Premier League Division | 2019-2020 | |
| 2019-03-17 19:00:53March 17, 2019 | Richie Rich Five Islands F.C vs Cool & Smooth- Global Bank Of Commerce - AC Delco | 1 - 5 | ABFA Premier League Division | 2018-2019 | |
| 2019-03-10 19:00:24March 10, 2019 | FC Aston Villa vs Richie Rich Five Islands F.C | 2 - 1 | ABFA Premier League Division | 2018-2019 | |
| 2019-03-03 15:00:43March 3, 2019 | SAP F.C vs Richie Rich Five Islands F.C | 1 - 2 | ABFA Premier League Division | 2018-2019 | |
| 2019-02-24 19:00:27February 24, 2019 | Richie Rich Five Islands F.C vs Sandals INET Grenades F.C | 2 | ABFA Premier League Division | 2018-2019 | |
| 2019-02-16 19:00:27February 16, 2019 | Richie Rich Five Islands F.C vs NNL Distributors Swetes F.C | 3 - 3 | ABFA Premier League Division | 2018-2019 | |
| 2019-02-10 19:00:39February 10, 2019 | Tryum F.C vs Richie Rich Five Islands F.C | 3 - 2 | ABFA Premier League Division | 2018-2019 | |
| 2019-02-03 17:00:16February 3, 2019 | Rawdon & Associates Parham F.C vs Richie Rich Five Islands F.C | 3 | ABFA Premier League Division | 2018-2019 | |
| 2019-01-27 17:00:49January 27, 2019 | Richie Rich Five Islands F.C vs Drahz KFC Old Road F.C | 1 | ABFA Premier League Division | 2018-2019 | |
| 2019-01-19 19:00:36January 19, 2019 | PIC Liberta Black Hawks vs Richie Rich Five Islands F.C | 3 | ABFA Premier League Division | 2018-2019 | |
| 2019-01-06 17:00:04January 6, 2019 | Drahz KFC Old Road F.C vs Richie Rich Five Islands F.C | 3 - 1 | ABFA Premier League Division | 2018-2019 | |
| 2018-12-29 19:00:04December 29, 2018 | Sandals INET Grenades F.C vs Richie Rich Five Islands F.C | 1 | ABFA Premier League Division | 2018-2019 | |
| 2018-12-23 19:00:33December 23, 2018 | Cool & Smooth- Global Bank Of Commerce – AC Delco vs Richie Rich Five Islands F.C | 3 | ABFA Premier League Division | 2018-2019 | |
| 2018-12-16 19:00:52December 16, 2018 | PIC Liberta Black Hawks vs Richie Rich Five Islands F.C | - | ABFA Premier League Division | 2018-2019 | |
| 2018-12-09 19:00:08December 9, 2018 | Richie Rich Five Islands F.C vs Rawdon & Associates Parham F.C | 2 | ABFA Premier League Division | 2018-2019 | |
| 2018-12-02 15:00:05December 2, 2018 | Richie Rich Five Islands F.C vs SAP F.C | 4 - 1 | ABFA Premier League Division | 2018-2019 | |
| 2018-11-25 17:00:49November 25, 2018 | Richie Rich Five Islands F.C vs FC Aston Villa | 2 | ABFA Premier League Division | 2018-2019 | |
| 2018-11-10 19:00:23November 10, 2018 | Sandals INET Grenades F.C vs Richie Rich Five Islands F.C | - | ABFA Premier League Division | 2018-2019 | |
| 2018-11-04 15:00:31November 4, 2018 | NNL Distributors Swetes F.C vs Richie Rich Five Islands F.C | 4 - 1 | ABFA Premier League Division | 2018-2019 | |
| 2018-10-31 16:20:22October 31, 2018 | Richie Rich Five Islands F.C vs SAP F.C | - | ABFA 2018 President Cup | 2018-2019 | |
| 2018-10-27 17:00:43October 27, 2018 | Richie Rich Five Islands F.C vs Tryum F.C | 1 - 1 | ABFA Premier League Division | 2018-2019 | |
| 2018-03-18 17:00:39March 18, 2018 | Sandals INET Grenades F.C vs Richie Rich Five Islands F.C | 1 - 3 | ABFA Premier League Division | 2017 - 2018 | |
| 2018-03-10 19:00:02March 10, 2018 | NNL Distributors Swetes F.C vs Richie Rich Five Islands F.C | 1 - 1 | ABFA Premier League Division | 2017 - 2018 | |
| 2018-03-03 19:00:03March 3, 2018 | Cool & Smooth- Global Bank Of Commerce – AC Delco vs Richie Rich Five Islands F.C | 2 - 4 | ABFA Premier League Division | 2017 - 2018 | |
| 2018-02-25 15:00:09February 25, 2018 | Cool & Smooth ACT Empire Football Club vs Richie Rich Five Islands F.C | 1 - 3 | ABFA Premier League Division | 2017 - 2018 | |
| 2018-02-17 17:00:08February 17, 2018 | Richie Rich Five Islands F.C vs Tryum F.C | 1 - 1 | ABFA Premier League Division | 2017 - 2018 | |
| 2018-02-11 17:00:25February 11, 2018 | Richie Rich Five Islands F.C vs Drahz KFC Old Road F.C | 2 | ABFA Premier League Division | 2017 - 2018 | |
| 2018-02-03 17:00:37February 3, 2018 | Richie Rich Five Islands F.C vs SAP F.C | 2 - 2 | ABFA Premier League Division | 2017 - 2018 | |
| 2018-01-27 19:00:48January 27, 2018 | Richie Rich Five Islands F.C vs Rawdon & Associates Parham F.C | - | ABFA Premier League Division | 2017 - 2018 | |
| 2018-01-20 19:00:24January 20, 2018 | Fitzroy’s Rewinding Pigotts Bullets vs Richie Rich Five Islands F.C | 2 | ABFA Premier League Division | 2017 - 2018 | |
| 2018-01-09 17:00:40January 9, 2018 | Richie Rich Five Islands F.C vs Cool & Smooth- Global Bank Of Commerce - AC Delco | 4 | ABFA Premier League Division | 2017 - 2018 | |
| 2018-01-07 15:00:09January 7, 2018 | Richie Rich Five Islands F.C vs Sandals INET Grenades F.C | 1 | ABFA Premier League Division | 2017 - 2018 | |
| 2017-12-30 19:00:44December 30, 2017 | Richie Rich Five Islands F.C vs Cool & Smooth ACT Empire Football Club | 2 - 2 | ABFA Premier League Division | 2017 - 2018 | |
| 2017-12-26 17:00:16December 26, 2017 | Tryum F.C vs Richie Rich Five Islands F.C | 1 - 3 | ABFA Premier League Division | 2017 - 2018 | |
| 2017-12-17 15:00:50December 17, 2017 | Richie Rich Five Islands F.C vs NNL Distributors Swetes F.C | 1 | ABFA Premier League Division | 2017 - 2018 | |
| 2017-12-02 17:00:35December 2, 2017 | Drahz KFC Old Road F.C vs Richie Rich Five Islands F.C | 1 - 3 | ABFA Premier League Division | 2017 - 2018 | |
| 2017-11-26 15:00:29November 26, 2017 | Richie Rich Five Islands F.C vs Fitzroy's Rewinding Pigotts Bullets | 3 - 1 | ABFA Premier League Division | 2017 - 2018 | |
| 2017-11-19 19:00:32November 19, 2017 | Rawdon & Associates Parham F.C vs Richie Rich Five Islands F.C | 2 - 1 | ABFA Premier League Division | 2017 - 2018 | |
| 2017-11-12 16:30:06November 12, 2017 | SAP F.C vs Richie Rich Five Islands F.C | 1 | ABFA Premier League Division | 2017 - 2018 | |
| 2017-10-20 16:20:44October 20, 2017 | NNL Distributors Swetes F.C vs Richie Rich Five Islands F.C | 2 | ABFA 2018 President Cup | 2017 - 2018 | |
| 2017-10-14 16:20:58October 14, 2017 | FC Aston Villa vs Richie Rich Five Islands F.C | 3 | ABFA 2018 President Cup | 2017 - 2018 | |
| 2017-10-06 16:20:40October 6, 2017 | Richie Rich Five Islands F.C vs Young Lions F.C | 4 - 1 | ABFA 2018 President Cup | 2017 - 2018 | |
| 2017-03-02 17:00:00March 2, 2017 | Point WestHam F.C vs Richie Rich Five Islands F.C | 7 | Division 1 | 2016-2017 | |
| 2017-02-23 16:15:44February 23, 2017 | Richie Rich Five Islands F.C vs Hill Top F.C | 1 - 1 | Division 1 | 2016-2017 | |
| 2017-02-14 16:15:59February 14, 2017 | NNL Distributors Swetes F.C vs Richie Rich Five Islands F.C | 1 | Division 1 | 2016-2017 | |
| 2017-02-07 16:15:42February 7, 2017 | Medical Specialists Ottos Rangers FC vs Richie Rich Five Islands F.C | - | Division 1 | 2016-2017 | |
| 2017-01-31 18:00:31January 31, 2017 | Richie Rich Five Islands F.C vs All Saints United F.C | 2 | Division 1 | 2016-2017 | |
| 2017-01-24 16:15:59January 24, 2017 | Richie Rich Five Islands F.C vs Potters Tigers F.C | 4 | Division 1 | 2016-2017 | |
| 2017-01-20 16:15:40January 20, 2017 | Richie Rich Five Islands F.C vs Fort Road F.C | 2 - 3 | Division 1 | 2016-2017 | |
| 2017-01-17 16:15:48January 17, 2017 | Richie Rich Five Islands F.C vs Hon.Molwyn Joseph Bendals F.C | 4 | Division 1 | 2016-2017 | |
| 2017-01-12 16:15:02January 12, 2017 | Richie Rich Five Islands F.C vs Freemansville S.C | 1 | Division 1 | 2016-2017 | |
| 2017-01-03 16:15:02January 3, 2017 | FC Aston Villa vs Richie Rich Five Islands F.C | - | Division 1 | 2016-2017 | |
| 2016-12-30 16:15:20December 30, 2016 |  Hon. Daryl Matthew Lion Hill F.C vs Richie Rich Five Islands F.C | 1 | Division 1 | 2016-2017 | |
| 2016-12-26 16:00:22December 26, 2016 | Richie Rich Five Islands F.C vs FC Aston Villa | 4 | Division 1 | 2016-2017 | |
| 2016-12-16 16:15:55December 16, 2016 | Hill Top F.C vs Richie Rich Five Islands F.C | 1 - 2 | Division 1 | 2016-2017 | |
| 2016-12-13 16:15:42December 13, 2016 | Fort Road F.C vs Richie Rich Five Islands F.C | 1 - 3 | Division 1 | 2016-2017 | |
| 2016-12-08 16:15:38December 8, 2016 | Richie Rich Five Islands F.C vs Medical Specialists Ottos Rangers FC | 1 | Division 1 | 2016-2017 | |
| 2016-12-02 16:15:33December 2, 2016 | Richie Rich Five Islands F.C vs Point WestHam F.C | 3 - 1 | Division 1 | 2016-2017 | |
| 2016-11-29 16:15:50November 29, 2016 | All Saints United F.C vs Richie Rich Five Islands F.C | - | Division 1 | 2016-2017 | |
| 2016-11-22 16:15:05November 22, 2016 | Richie Rich Five Islands F.C vs FC Aston Villa | - | Division 1 | 2016-2017 | |
| 2016-11-15 16:15:52November 15, 2016 | Hon.Molwyn Joseph Bendals F.C vs Richie Rich Five Islands F.C | 4 | Division 1 | 2016-2017 | |
| 2016-11-08 16:15:24November 8, 2016 | Richie Rich Five Islands F.C vs Hon. Daryl Matthew Lion Hill F.C | - | Division 1 | 2016-2017 | |
| 2016-11-03 16:15:19November 3, 2016 | Richie Rich Five Islands F.C vs NNL Distributors Swetes F.C | 1 - 1 | Division 1 | 2016-2017 | |
| 2016-10-25 16:15:03October 25, 2016 | Potters Tigers F.C vs Richie Rich Five Islands F.C | 2 - 2 | Division 1 | 2016-2017 | |
| 2016-10-20 16:15:08October 20, 2016 | Freemansville S.C vs Richie Rich Five Islands F.C | 1 | Division 1 | 2016-2017 | |
| 2016-02-10 20:00:49February 10, 2016 | Fitzroy’s Rewinding Pigotts Bullets vs Richie Rich Five Islands F.C | 4 | ABFA Premier League Division | 2015-2016 | |
| 2016-02-06 19:00:35February 6, 2016 | Rawdon & Associates Parham F.C vs Richie Rich Five Islands F.C | 7 | ABFA Premier League Division | 2015-2016 | |
| 2016-01-31 17:00:25January 31, 2016 | Richie Rich Five Islands F.C vs Sandals INET Grenades F.C | 1 - 4 | ABFA Premier League Division | 2015-2016 | |
| 2016-01-16 19:00:59January 16, 2016 | Richie Rich Five Islands F.C vs Cool & Smooth- Global Bank Of Commerce - AC Delco | 1 - 3 | ABFA Premier League Division | 2015-2016 | |
| 2016-01-09 17:00:19January 9, 2016 | Medical Specialists Ottos Rangers FC vs Richie Rich Five Islands F.C | 3 - 1 | ABFA Premier League Division | 2015-2016 | |
| 2016-01-03 17:00:49January 3, 2016 | Fort Road F.C vs Richie Rich Five Islands F.C | 2 - 1 | ABFA Premier League Division | 2015-2016 | |
| 2015-12-26 17:00:01December 26, 2015 | Richie Rich Five Islands F.C vs SAP F.C | 2 - 4 | ABFA Premier League Division | 2015-2016 | |
| 2015-12-19 19:00:28December 19, 2015 | Richie Rich Five Islands F.C vs Drahz KFC Old Road F.C | 2 | ABFA Premier League Division | 2015-2016 | |
| 2015-12-16 20:00:30December 16, 2015 | Richie Rich Five Islands F.C vs Cool & Smooth ACT Empire Football Club | 1 - 1 | ABFA Premier League Division | 2015-2016 | |
| 2015-12-06 15:00:10December 6, 2015 | Richie Rich Five Islands F.C vs Fort Road F.C | 1 | ABFA Premier League Division | 2015-2016 | |
| 2015-12-02 18:00:44December 2, 2015 | Richie Rich Five Islands F.C vs Fitzroy's Rewinding Pigotts Bullets | 2 | ABFA Premier League Division | 2015-2016 | |
| 2015-11-29 23:28:09November 29, 2015 | Drahz KFC Old Road F.C vs Richie Rich Five Islands F.C | 4 - 2 | ABFA Premier League Division | 2015-2016 | |
| 2015-11-21 18:00:47November 21, 2015 | Sandals INET Grenades F.C vs Richie Rich Five Islands F.C | 2 | ABFA Premier League Division | 2015-2016 | |
| 2015-11-14 18:00:43November 14, 2015 | SAP F.C vs Richie Rich Five Islands F.C | 3 - 1 | ABFA Premier League Division | 2015-2016 | |
| 2015-11-08 15:00:14November 8, 2015 | Cool & Smooth ACT Empire Football Club vs Richie Rich Five Islands F.C | 3 | ABFA Premier League Division | 2015-2016 | |
| 2015-10-11 17:00:19October 11, 2015 | Richie Rich Five Islands F.C vs Rawdon & Associates Parham F.C | 1 - 6 | ABFA Premier League Division | 2015-2016 | |
| 2015-10-04 15:00:20October 4, 2015 | Cool & Smooth- Global Bank Of Commerce – AC Delco vs Richie Rich Five Islands F.C | 2 - 2 | ABFA Premier League Division | 2015-2016 | |
| 2015-09-26 16:00:55September 26, 2015 | Richie Rich Five Islands F.C vs Medical Specialists Ottos Rangers FC | 1 - 1 | ABFA Premier League Division | 2015-2016 | |
| 2015-03-01 17:00:53March 1, 2015 | Richie Rich Five Islands F.C vs Hill Top F.C | 3 | ABFA Premier League Playoff | 2014 - 2015 | |
| 2015-02-27 19:00:55February 27, 2015 | PIC Liberta Black Hawks vs Richie Rich Five Islands F.C | 3 - 3 | ABFA Premier League Playoff | 2014 - 2015 | |
| 2015-02-21 18:00:12February 21, 2015 | Richie Rich Five Islands F.C vs Fort Road F.C | 3 - 2 | ABFA Premier League Division | 2014 - 2015 | |
| 2015-02-14 16:00:59February 14, 2015 |  Urlings F.C vs Richie Rich Five Islands F.C | 5 | ABFA Premier League Division | 2014 - 2015 | |
| 2015-02-07 16:00:25February 7, 2015 |  BASSA S.C vs Richie Rich Five Islands F.C | - | ABFA Premier League Division | 2014 - 2015 | |
| 2015-01-24 18:00:03January 24, 2015 | Sandals INET Grenades F.C vs Richie Rich Five Islands F.C | 3 | ABFA Premier League Division | 2014 - 2015 | |
| 2015-01-18 15:00:26January 18, 2015 | Rawdon & Associates Parham F.C vs Richie Rich Five Islands F.C | 5 | ABFA Premier League Division | 2014 - 2015 | |
| 2015-01-11 15:00:13January 11, 2015 | Richie Rich Five Islands F.C vs Medical Specialists Ottos Rangers FC | 1 | ABFA Premier League Division | 2014 - 2015 | |
| 2015-01-04 15:00:52January 4, 2015 | Richie Rich Five Islands F.C vs SAP F.C | 2 | ABFA Premier League Division | 2014 - 2015 | |
| 2014-12-28 15:00:08December 28, 2014 | Richie Rich Five Islands F.C vs Drahz KFC Old Road F.C | 3 - 4 | ABFA Premier League Division | 2014 - 2015 | |
| 2014-12-21 19:00:15December 21, 2014 | Richie Rich Five Islands F.C vs Cool & Smooth- Global Bank Of Commerce - AC Delco | - | ABFA Premier League Division | 2014 - 2015 | |
| 2014-12-14 15:00:03December 14, 2014 | Richie Rich Five Islands F.C vs Rawdon & Associates Parham F.C | - | ABFA Premier League Division | 2014 - 2015 | |
| 2014-12-06 18:00:31December 6, 2014 | Richie Rich Five Islands F.C vs BASSA S.C | - | ABFA Premier League Division | 2014 - 2015 | |
| 2014-11-30 15:00:01November 30, 2014 | Richie Rich Five Islands F.C vs Urlings F.C | 2 - 1 | ABFA Premier League Division | 2014 - 2015 | |
| 2014-11-26 19:00:08November 26, 2014 | Medical Specialists Ottos Rangers FC vs Richie Rich Five Islands F.C | 1 | ABFA Premier League Division | 2014 - 2015 | |
| 2014-10-26 15:00:09October 26, 2014 | Richie Rich Five Islands F.C vs Sandals INET Grenades F.C | 2 | ABFA Premier League Division | 2014 - 2015 | |
| 2014-10-19 19:00:42October 19, 2014 | Cool & Smooth- Global Bank Of Commerce – AC Delco vs Richie Rich Five Islands F.C | 4 - 3 | ABFA Premier League Division | 2014 - 2015 | |
| 2014-10-04 19:00:15October 4, 2014 | Drahz KFC Old Road F.C vs Richie Rich Five Islands F.C | 1 | ABFA Premier League Division | 2014 - 2015 | |
| 2014-09-27 16:00:05September 27, 2014 | Fort Road F.C vs Richie Rich Five Islands F.C | 4 | ABFA Premier League Division | 2014 - 2015 | |
| 2014-09-21 19:00:46September 21, 2014 | SAP F.C vs Richie Rich Five Islands F.C | 2 | ABFA Premier League Division | 2014 - 2015 | |
| 2014-03-09 19:00:20March 9, 2014 | Richie Rich Five Islands F.C vs Willikies F.C | 2 | ABFA Premier League Playoff | 2013 - 2014 | |
| 2014-03-04 19:00:36March 4, 2014 | Cool & Smooth ACT Empire Football Club vs Richie Rich Five Islands F.C | - | ABFA Premier League Playoff | 2013 - 2014 | |
| 2014-02-18 16:20:35February 18, 2014 | Fitzroy’s Rewinding Pigotts Bullets vs Richie Rich Five Islands F.C | 1 - 1 | Division 1 | 2013 - 2014 | |
| 2014-02-15 16:20:37February 15, 2014 | Richie Rich Five Islands F.C vs Cool & Smooth ACT Empire Football Club | 1 | Division 1 | 2013 - 2014 | |
| 2014-02-11 16:20:03February 11, 2014 | Freemansville S.C vs Richie Rich Five Islands F.C | 1 - 2 | Division 1 | 2013 - 2014 | |
| 2014-02-06 16:20:24February 6, 2014 | Seaview Farm F.C vs Richie Rich Five Islands F.C | 3 | Division 1 | 2013 - 2014 | |
| 2014-01-28 16:20:26January 28, 2014 | Richie Rich Five Islands F.C vs Urlings F.C | 2 | Division 1 | 2013 - 2014 | |
| 2014-01-21 17:00:11January 21, 2014 | Medical Specialists Ottos Rangers FC vs Richie Rich Five Islands F.C | 3 - 1 | Division 1 | 2013 - 2014 | |
| 2014-01-14 16:20:01January 14, 2014 | Celtics F.C vs Richie Rich Five Islands F.C | 5 | Division 1 | 2013 - 2014 | |
| 2014-01-09 16:20:23January 9, 2014 | PIC Liberta Black Hawks vs Richie Rich Five Islands F.C | 1 | Division 1 | 2013 - 2014 | |
| 2014-01-02 16:20:57January 2, 2014 | National Park English Habour F.C vs Richie Rich Five Islands F.C | 1 - 2 | Division 1 | 2013 - 2014 | |
| 2013-12-28 16:20:57December 28, 2013 | Richie Rich Five Islands F.C vs FC Aston Villa | 1 - 1 | Division 1 | 2013 - 2014 | |
| 2013-12-19 16:20:48December 19, 2013 | Hon. Daryl Matthew Lion Hill F.C vs Richie Rich Five Islands F.C | - | Division 1 | 2013 - 2014 | |
| 2013-12-16 16:20:46December 16, 2013 | Richie Rich Five Islands F.C vs Fitzroy's Rewinding Pigotts Bullets | 2 - 1 | Division 1 | 2013 - 2014 | |
| 2013-12-12 16:20:50December 12, 2013 | Richie Rich Five Islands F.C vs Celtics F.C | - | Division 1 | 2013 - 2014 | |
| 2013-12-07 16:20:01December 7, 2013 | Urlings F.C vs Richie Rich Five Islands F.C | 1 | Division 1 | 2013 - 2014 | |
| 2013-12-03 16:20:52December 3, 2013 | Richie Rich Five Islands F.C vs Hon. Daryl Matthew Lion Hill F.C | 2 - 1 | Division 1 | 2013 - 2014 | |
| 2013-11-28 16:20:13November 28, 2013 | FC Aston Villa vs Richie Rich Five Islands F.C | 2 - 1 | Division 1 | 2013 - 2014 | |
| 2013-11-14 16:20:53November 14, 2013 | Richie Rich Five Islands F.C vs National Park English Habour F.C | 2 - 3 | Division 1 | 2013 - 2014 | |
| 2013-11-05 16:20:30November 5, 2013 | Richie Rich Five Islands F.C vs Freemansville S.C | 3 | Division 1 | 2013 - 2014 | |
| 2013-10-26 16:20:21October 26, 2013 | Richie Rich Five Islands F.C vs Medical Specialists Ottos Rangers FC | 1 - 1 | Division 1 | 2013 - 2014 | |
| 2013-10-22 16:20:46October 22, 2013 | Richie Rich Five Islands F.C vs Seaview Farm F.C | 1 | Division 1 | 2013 - 2014 | |
| 2013-10-15 16:20:59October 15, 2013 | Richie Rich Five Islands F.C vs PIC Liberta Black Hawks | 1 | Division 1 | 2013 - 2014 | |
| 2013-10-10 16:20:35October 10, 2013 | Cool & Smooth ACT Empire Football Club vs Richie Rich Five Islands F.C | 2 | Division 1 | 2013 - 2014 | |
