Since the introduction of the Play Offs by the Football League in Season 1986/1987, Charlton Athletic have been in the end of season fixtures on 6 different occasions

1986/1987 – Finished 19th in the First Division and would play against sides 3rd, 4th and 5th in the Second Division

14/5/1987 – Ipswich Town (A) Semi Final First Leg – Thursday Night – Referee: DA Hodges. Attendance: 18,465. 0-0 Draw. Colin Walsh with a penalty saved by Paul Cooper after 11 minutes

Bolder, Gritt, Reid, Peake, Thompson, Miller, Shipley, Stuart, Melrose (Milne 80), Walsh, Crooks

17/5/1987 – Ipswich Town (H) Semi Final Second Leg – Sunday – Referee: LC Shapter. Attendance: 11,234. 2-1 Win Jim Melrose 17 and 19 Minutes. Stuart McCall 85 minutes for Ipswich Town

Bolder, Humphrey, Reid, Peake, Thompson, Miller, Gritt, Stuart, Melrose, Walsh (Leaburn 34), Crooks

23/5/1987 – Leeds United (H) Final First Leg – Saturday – Referee: RG MIlford. Attendance: 16,680. 1-0 Win Jim Melrose 87 Minutes

Bolder, Humphrey, Reid, Peake, Thompson, Miller, Gritt, Stuart (Milne 46), Melrose, Walsh, Crooks

25/5/1987 – Leeds United (A) Final Second Leg – Monday Night – Referee: RF Nixon. Attendance: 31,395. 1-0 Defeat Brendan Ormsby 52 Minutes for Leeds United

29/5/1987 – Leeds United at St Andrews Birmingham Final Replay – Friday Night – Referee: A Gunn, Attendance: 18,000. 2-1 Win After Extra Time Peter Shirtliff 113 and 117 Minutes. John Sheridan 99 Minutes for Leeds United

Bolder, Humphrey, Reid, Peake, Shirtliff, Miller, Gritt, Lee, Melrose (Stuart 96), Walsh, Crooks

1995/1996 – Finished 6th in the First Division

12/5/1996 – Crystal Palace (H) Semi Final First Leg – Sunday Afternoon – Referee: J Kirkby. Attendance: 14,618. 2-1 Defeat Shaun Newton 1st Minute. Kenny Brown 64 Minutes and Carl Veart 71 Minutes for Crystal Palace

Petterson, Jackson, C Whyte, Newton, Rufus, Balmer, Robson (D Whyte 71), Leaburn, Robinson, Allen (Nelson 60), Bowyer. Sub Not Used: Brown

15/5/1996 – Crystal Palace (A) Semi Final Second Leg – Wednesday Night – Referee: T Helbron. Attendance: 22,880. 1-0 Defeat Ray Houghton 4 Minutes for Crystal Palace. Crystal Palace win 3-1 on aggregate

1997/1998 – Finished 4th in the First Division

10/5/1998 – Ipswich Town (A) Semi Final First Leg – Sunday Lunchtime – Referee: M Fletcher. Attendance: 21,613. 1-0 Win Jamie Clapham Own Goal 12 Minutes. Danny Mills Sent off 74 Minutes

Ilic, Mills, Bowen, K Jones (Brown 85), Rufus, Youds, Newton, Kinsella, Bright (S Jones 65), Mendonca, Heaney (Barness 75)

13/5/1998 – Ipswich Town (H) Semi Final Second Leg – Wednesday Night – Referee: E Wolstenholme. Attendance: 15,488. 1-0 Win Shaun Newton 36 Minutes. Charlton win 2-0 on aggregate

Ilic, Barness, Bowen, K Jones, Rufus, Youds, Newton, Kinsella, S Jones (Mortimer 82), Bright, Heaney. Subs Not Used: Allen, Brown

25/5/1998 – Sunderland Final at Wembley Stadium – Monday Afternoon – Referee: E Wolstenholme. Attendance: 77,739. 4-4 Draw After Extra Time Charlton win 7-6 on Penalties. Clive Mendonca 23, 71 and 103 Minutes Richard Rufus 85 Minutes. Niall Quinn 50 and 73 Minutes, Kevin Phillips 58 Minutes Nicky Summerbee 99 Minutes for Sunderland

Penalty Shoot Out: Clive Mendonca, Steve Brown, Keith Jones, Mark Kinsella, Mark Bowen, John Robinson, Shaun Newton

Ilic, Mills (Robinson 76), Bowen, K Jones, Rufus, Youds, Newton, Kinsella, Bright (Brown 93), Mendonca, Heaney (S Jones 65)

2009/2010 – Finished 4th in League One

14/5/2010 – Swindon Town (A) Semi Final First Leg – Friday Night – Referee: J Linnington. Attendance: 13,560. 2-1 Defeat. Deon Burton 65 Minutes. Charlie Austin 52 Minutes Danny Ward 60 Minutes for Swindon.

Randolph, Richardson, S Sodje, Dailly, Borrowdale, Sam (Wagstaff 79), Semedo, Racon, Bailey, Burton (A Sodje 84), Mooney (Forster 74) Subs Not Used: Elliot, Solly, Llera, Reid

17/5/2010 – Swindon Town (H) Semi Final Second Leg – Monday Night – Referee: N Swarbrick. Attendance: 21,521. 2-1 Win After Extra Time. 3-3 on Aggregate. Swindon win 5-4 on Penalties. Simon Ferry Own Goal 27 Minutes, David Mooney 45 Minutes. Danny Ward 74 Minutes for Swindon. Miguel Angel Llera Sent Off 90 Minutes

Penalty Shoot Out: Deon Burton, Nicky Bailey (Missed), Nicky Forster, Christian Dailly, Fraser Richardson

Randolph, Richardson, Llera, Dailly, Borrowdale, Sam (Wagstaff 66), Semedo, Bailey, Reid (Racon 95), Burton, Mooney (Forster 85) Subs Not Used: Elliot, Solly, A Sodje, Fry

2017/2018 – Finished 6th in League One

10/5/2018 – Shrewsbury Town (H) Semi Final First Leg – Thursday Night – Referee: S Hooper. Attendance: 14,367. 1-0 Defeat Jon Nolan 80 Minutes for Shrewsbury Town

Amos, Bauer, Pearce, Dasilva, Konsa, Reeves (Aribo 77), Kashi, Forster-Caskey, Mavididi (Fosu 62), Magennis, Ajose (Zyro 90+1) Subs Not Used: Phillips, Sarr, Dijksteel, Marshall

13/5/2018 – Shrewsbury Town (A) Semi Final Second Leg – Sunday – Referee: J Simpson. Attendance: 9,016. 1-0 Defeat. Shrewsbury win 2-0 on aggregate. Carlton Morris 58 Minutes for Shrewsbury Town

Amos, Dijksteel (Sarr 86), Bauer, Pearce, Dasilva, Forster-Caskey, Konsa, Fosu (Kaikai 62), Aribo, Magennis, Ajose (Mavididi 59) Subs Not Used: Phillips, Reeves, Kashi, Zyro

2018/2019 – Finished 3rd in League One

12/5/2019 – Doncaster Rovers (A) Semi Final First Leg – Sunday Lunchtime – Referee: O Langford. Attendance: 11,140. 2-1 win. Lyle Taylor 32 Minutes Joe Aribo 34 Minutes. Matty Blair 87 Minutes for Doncaster Rovers.

Phillips, Dijksteel, Bielik, Bauer, Sarr, Purrington, Cullen, Morgan (Pratley 61), Aribo, Parker (Pearce 66), Taylor. Subs Not Used: Maxwell, Page, Forster-Caskey, Williams, Lapslie

17/5/2019 – Doncaster Rovers (H) Semi Final Second Leg – Friday Night – Referee: G Ward. Attendance: 25,428. 3-2 Defeat After Extra Time. 4-4 on aggregate. Charlton win 4-3 on Penalties. Krystian Bielik 2 Minutes Darren Pratley 102 Minutes. Tommy Rowe 11 Minutes Andy Butler 88 Minutes John Marquis 100 Minutes for Doncaster Rovers.

Penalty Shoot Out: Chris Solly, Josh Cullen, Lyle Taylor, Joe Aribo, Naby Sarr (Missed)

Philips, Dijksteel, Bauer, Sarr, Purrington, Bielik (Solly 110), Cullen, Morgan (Pratley 46), Aribo, Taylor, Parker (Williams 96) Subs Not Used: Maxwell, Pearce, Lapslie, Forster-Caskey

26/5/2019 – Sunderland Final at Wembley Stadium – Sunday Afternoon – Referee: A Madley. Attendance: 76,155. 2-1 Win. Ben Purrington 35 Minutes Patrick Bauer 90+5 Minutes. Naby Sarr Own Goal 5 Minutes for Sunderland.

Philips, Dijksteel, Bauer, Sarr (Pearce 46), Purrington, Bielik, Cullen, Pratley (Williams 71), Aribo, Parker, Taylor. Subs Not Used: Maxwell, Solly, Lapslie, Reeves, Forster-Caskey

2024/2025 – Finished 4th in League One

11/5/2025 – Wycombe Wanderers (A) Play Off Semi Final First Leg – Sunday Night – Referee: F Hallam. Attendance: 6,585. 0-0 Draw.

Mannion, Watson (Small 71), Ramsay, Jones, Gillesphey, Edwards, Coventry, Docherty, Berry (Anderson 71), Campbell, Godden. Subs Not Used: Maynard-Brewer, Gilbert, Hylton, Mbick, Mitchell

15/5/2025 – Wycombe Wanderers (H) Play off Semi Final Second Leg – Thursday Night – Referee: D Whitestone. Attendance: 25,722. 1-0 Win. Matt Godden 81 Minutes.

Mannion, Small (Aneke 71), Ramsay, Jones, Gillesphey, Edwards, Coventry, Docherty, Gilbert (Anderson 84), Campbell (Watson 89), Godden. Subs Not Used: Maynard-Brewer, Kanu, Mbick, Mitchell

25/5/2025 – Leyton Orient Final at Wembley Stadium – Sunday Lunchtime – Referee: A Kitchen. Attendance: 76,193. 1-0 Win. Macaulay Gillesphey 31 Minutes

Mannion, Small (Watson 67), Ramsay, Jones, Gillesphey, Edwards, Coventry, Docherty, Gilbert (Anderson 68), Campbell (Mbick 81), Godden (Aneke 81). Subs Not Used: Maynard-Brewer, Berry, Mitchell