During the same season the club secured a 1–0 North Wales Challenge Cup victory over Caernarfon Town, then a semi-professional side sitting fourth in the Northern Premier League.

In season 2017-18 the Club achieved their highest ever league position by being runners up in the Huws Gray Cymru Alliance under the management of Eddie Maurice-Jones.

Denbigh wouldn't play another game following their semi-final win over Nantlle Vale in March 2020 until August 2021 – in a Nathaniel MG Cup loss to Llandudno.

During the 2021/22 Ardal North-West campaign Denbigh Town finished 3rd in the table, missing out on a play-off spot by a point to Porthmadog.

The 2022/23 campaign saw them recruit several new players as Denbigh sought promotion to the JD Cymru North, the second tier in Wales revamped from 2019 onwards.

In May 2023, a week after winning the title, Denbigh won the Ardal Northern League Cup beating Bow Street 6–1 in Caersws.

The club had also reached their first national cup final in 99 years that season, the FAW Amateur Trophy, losing 2–1 to Trethomas Bluebirds in Newtown.

Note: Flags indicate national team as defined under FIFA eligibility rules; some limited exceptions apply.