[1] On 2 July, the club announced that manager Darren Moore would miss the first pre-season friendly against Alfreton Town due to recent knee surgery.

[8] On 20 January, manager Darren Moore confirmed that ex-loan star, Michael Hector was currently on trial at the club.

[10] On 24 February, Marvin Johnson was given a three-match suspension for violent conduct for an incident during the game against Ipswich Town.

[14] On 23 April, Barry Bannan and Josh Windass were both included into the EFL League One Team of the Season.

[18] On 12 May, the club faced Peterborough United at London Road Stadium in the first leg of the League One play-offs, where they would lose 4–0.

The match nearly went to penalties until where Josh Windass scored a last-minute winner in extra time to promote Wednesday back to the EFL Championship.

[21] On 8 June, Wednesday announced their first pre-season friendly against Harrogate Town before heading off to Portugal for a warm weather training camp.

[30] Sheffield Wednesday finished 3rd in the regular 2022–23 EFL League One season, so were drawn against 6th placed Peterborough United in the Play-off Semi Final.

[35] The second round draw took place on 10 August 2022 by Clinton Morrison and Michael Gray in which Wednesday were drawn against Rochdale.