Charlie MacDonald

Southend United During his time at Southend he scored just once in the league against Doncaster Rovers, but he scored a further four goals in cup competitions with a goal against Watford in the League Cup, a brace against Oxford United in the FA Cup and another goal in the FA Cup against Dagenham & Redbridge.

Brentford He joined Brentford on 9 July 2008 for an undisclosed fee on a two-year contract. He scored 18 goals in his first season at the club, helping Brentford to win League Two. He was awarded the League Two Player of the Month award for February 2009. His first season was ended in March due to a shoulder injury; however, he bounced back to become Brentford's top scorer in the 2009–10 season.

Milton Keynes Dons On 26 August 2011, Charlie MacDonald signed a two-year contract with Milton Keynes Dons for a £35,000 fee.

Oldham Athletic MacDonald joined Oldham Athletic on a one-year contract in July 2013, with the option of a second year, after Leyton Orient chose not to extend his contract.

MacDonald's debut was against Stevenage FC in an epic match that ended 4–3 to Oldham Athletic, with MacDonald earning 2 penalties including the match-winner converted by Jose Baxter. MacDonald's first goal for Latics was a consolation header in a 2–1 defeat to Peterborough United at London Road.

At the end of the 2013–14 season, the one – year option that the club had on MacDonald's contract was not exercised, and thus he was released. During his time at the club he had made 30 league appearances, scoring five goals.

Barnet MacDonald joined Barnet on 16 July 2014. He scored a penalty on his debut, a 5–0 away win at Chester. He was appointed captain of the side by manager Martin Allen. After scoring eight goals during Barnet's promotion winning campaign, MacDonald was not offered a new contract with the Bees.

Boreham Wood MacDonald joined Boreham Wood on 15 July 2015. He scored only twice in all competitions in the first half of the season and was loaned to St Albans City in January 2016. Director of football Ian Allinson stated that "it hasn't quite clicked for Charlie in his time with us. He is a great guy who just wants to play football and now he's fit, he was not getting the game time with us that he had hoped for".

Greenwich Borough

On 10 June 2016, MacDonald joined Isthmian Division One South side Greenwich Borough. He would spend a season and a half at the club, before financial constraints led to a number of players and staff leaving the club.

Cray Wanderers On 10 January 2018, MacDonald signed for league rivals Cray Wanderers. He scored on his debut the same day, against VCD Athletic.

VCD Athletic MacDonald joined VCD Athletic for the 2018–19 season, scoring twice on his debut against Ramsgate.

Glebe MacDonald joined Glebe for the 2020–21 season.

Barking MacDonald joined Barking for the 2021-22 season.

Coaching career MacDonald previously coached at Bobby Bowry's Volenti Academy.

Individual

Charlton Athletic Young Player of the Year: 1999–00 League Two Player of the Month: February 2009