Nightingale was born in Wandsworth, Greater London.[4] He joined the AFC Wimbledon Academy at the age of nine, progressing through the ranks before making the step up to the first team at the age of 18.[5] His first association with the first team came as an unused substitute in a 2–0 home loss to Torquay United on 11 January 2014.[6] Nightingale was offered his first professional contract with AFC Wimbledon in May 2014.[7]
Nightingale made his first-team debut on 17 January 2015 at the age of 19, coming on as an 89th-minute substitute in a 3–1 home defeat to Carlisle United.[8] He was rewarded by being named in the starting line-up for the following match, a 2–1 home win against Accrington Stanley on 24 January 2015.[8] He was named as the man of the match and was commended by manager Neal Ardley for his performance.[9] He scored his first career goal on 7 April 2018 with a fourth-minute header in a 1–1 draw against Scunthorpe United.[10][11]
He was named the club's Player of the Season for the 2018–19 campaign,[12] which saw Wimbledon achieve survival despite being ten points adrift of safety in February.[13] On 22 May 2019, he signed a new contract with AFC Wimbledon of an undisclosed length.[14]
On 14 August 2021 during a 3–3 draw against Bolton Wanderers, Nightingale scored the first Wimbledon goal in front of fans at the newly built Plough Lane stadium.[15]
Nightingale moved on loan to Scottish Premiership club Ross County in July 2023.[16] In June 2024, Ross County announced a season-long loan extension for Nightingale, ensuring he stayed at the club for a second consecutive season.[17]
At the end of the 2024-25 season, Nightingale was released by AFC Wimbledon, ending his playing association with a testimonial match on June 1st 2025 at the Cherry Red Records Stadium. [18]
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