Here is a list of matches Wednesday have played in various cup competitions through their history.

Included elsewhere are the F.A. Cup, League Cup and European Cups, Sheffield Challenge Cup, Wharncliffe Charity Cup and the County Cup.

1867-1868 :- Just months into their very first season, Wednesday were entered into the Cromwell Cup. For the full story click here.

THE CROMWELL CUP

Scores in the final (played at Bramall Lane) were level at 0-0 after 90 minutes play and it was agreed first goal in extra time would be the winner.
After 10 minutes Wednesday scored with a lucky rebound and so became the first team ever to win a game with a "Golden Goal".

1876/77

Sports Day - 

Annual Athletics of Wednesday Cricket and Football

at Bramall Lane

included football exhibition with Exchange, Heeley, Albion and Hallam

4 a side
Exchange - G Anthony, T Buttery, J Houseley, GB Marples
Heeley - JE Deans, J Hunter, P Andrews, J Tomlinson

1-1,0-0,1-0 to Exchange (Marples in off the bar)

Albion - JC Clegg, WE Clegg, W Mosforth, H Podoski
Hallam - R Gregory, S Lovell, G Clarke, AB Slowe

3-2 Albion (Mosforth(2), JC Clegg)

Final

Exchange v. Albion

0-0 so prize awarded to each team

1879-80

Wednesday Competition

29th March 
4 a-side at Sheaf House
Winner 4 silver watches
Runners Up 4 gold lockets

Heeley, Ecclefsield, Wednesday, Pyebank
Providence, Pital, Exchange, Albion

Albion did not show up

Heeley bt Ecclesfield
Wednesday bt Pyebank
Spital bt Providence
Echange wo Albion

Wednesday 2 - 1 Spital
Heeley 2 - 1 Exchange

Wednesday 0 - 1 Exchange

1885-1886 :- 

1886-1887 :- Possibly the first two-legged final. Played at Sheaf House ground o as part of the Heeley Sports. The first match was played on the Saturday, the second on the following Tuesday.

1888-1889 :- 

 Wednesday withdrew from Sheffield F.A. competitions at the start of the 89/90 season. After failing togain a place in the League's first season, they had turned down the opportunity to play in the ill-fated Combination League. 

This left them rather at a loss, with little real competative football to keep the players and fans interested, and so they entered the Gainsborough News Charity Cup.

There wasn't really much competition for the Wednesday Club, as Doncaster Rovers, Gainsborough Trinity, Grimsby Humber and Burton Swifts all suffered heavy defeats. The last being 4 - 1 in the final at Olive Grove.

1895-1896 :- Wednesday played in the Birmingham Cup for the only time. They lost to Aston Villa after a controversial penalty in extra time. 
After the normal time the score was 3-3. In extra time Villa got a penalty, which they proceeded to miss. Much to the consternation of the crowd and local press the referee ordered the penalty retaken, and Wednesday were out of the cup - and the chance to see a Wednesday v. United Birmingham Cup Final was lost (United made it through to the final but lost to Walsall.)

1901/1902 :- played in Plymouth at the end of the season.

The Owl