In August 2023, Ryan Wintle signed a new deal with Cardiff City that will see him remain a Bluebird until the summer of 2026.

The 2018/19 campaign brought an important milestone in Wintle’s career, as he started all 46 of Crewe Alexandra’s League Two fixtures. The following season, the midfielder helped the Railywaymen earn promotion to League One, scooping the club’s ‘Player of the Season’ and ‘Players’ Player of the Season’ awards.

Joining Cardiff City in June 2021, Ryan made his league debut for City against Barnsley in August 2021. In January 2022, having made 18 loan appearances for newly-promoted Blackpool, Ryan was recalled by the Bluebirds, featuring 22 times in the latter half of the campaign.

After making 47 appearances in 2022/23 and 44 in 2023/24, Ryan spent the 2024/25 season on loan at Millwall, returning to South Wales ahead of the current campaign.