Cycling, for the 2019 Island Games, held in various locations around Gibraltar in July 2019.[1]
| Time trial | Mihkel Räim | 37:42.24 | 37:50.24 | 38:11:13 | |||
| Town criterium | 59:45.65 | Oskar Nisu | 59:45.83 | 59:45:97 | |||
| Road race | Mihkel Räim | 2:15:01.29 | 2:15:01.96 | Steven Kalf | 2:15:01.97 | ||
| Time trial team | Thomas Bostock William Corkill Nathan Draper Matt Looker Adam Scarffe | 1:56:31 | 1:56:51 | Marc Cox Sam Culverwell Jack English James Roe Michael Serafin | 1:57:41 | ||
| Town criterium team | 11 | Marc Cox Sam Culverwell Jack English James Roe Michael Serafin | 17 | Thomas Bostock William Corkill Nathan Draper Matt Looker Adam Scarffe | 31 | ||
| Road race team | 15 | Thomas Bostock William Corkill Nathan Draper Matt Looker Adam Scarffe | 17 | Samuel Firby Rhys Hidrio David Le Roux Rhys Pilley Jack Rebours | 22 | ||
| Time trial | 46:10.91 | 46:12:06 | 46:54.95 | |||||||
| Town criterium | 49:23.54 | 49:23.55 | 49:23.69 | |||||||
| Road race | 1:51.41.49 | 1:51.41.63 | 1:51.42.36 | |||||||
| Time trial team | valign=top | Ellen Barker Tara Ferguson Emily Looker Kathryn Priest Becky Storrie | 1:34:26 | valign=top | Emily Bridson Rebecca Catley Florence Cox Louise Woolrich | 1:35:51 | valign=top | Karina Bowie Hannah Brehaut Danielle Hanley Madeline Wilson Jamie-Lee Wright | 1:40:06 | |
| Town criterium team | valign=top | Ellen Barker Tara Ferguson Emily Looker Kathryn Priest Becky Storrie | 4 | valign=top | Emily Bridson Rebecca Catley Florence Cox Louise Woolrich | 7 | valign=top | Karina Bowie Hannah Brehaut Danielle Hanley Madeline Wilson Jamie-Lee Wright | 11 | |
| Road race team | valign=top | Emily Bridson Rebecca Catley Florence Cox Louise Woolrich | 4 | valign=top | Ellen Barker Tara Ferguson Emily Looker Kathryn Priest Becky Storrie | 7 | valign=top | Karina Bowie Hannah Brehaut Danielle Hanley Madeline Wilson Jamie-Lee Wright | 16 | |