Friendly- Saturday 1 September 1888 at Ironbridge
Ironbridge (0) 0.
Wolves (2) 5 (Wood, Knight, Baguley (og), Unknown (2)): Moore, Dudley, Purcell, Davies, Martin, Smith, Christmas, Hill, Wood, Garner, Knight.

Friendly- Saturday 8 September Perry Barr
Aston Villa ‘R’ 5.
Wolves 0: Moore, Purcell, Dudley, Tuft, Martin, Benton, Christmas, Hill, Wood, Knight, Garner.

Friendly- Saturday 22 September 1888 at Marston Road
Stafford Rangers 1.
Wolves 2 (Scorers Unknown): Moore, Wood, Dudley, Martin. Tuft, Purcell, Hill, Gleeson, Benton, Griffiths, Garner.

Friendly- Saturday 6 October 1888 at Dudley Road
Wolves 4 (Hill (2), Martin, Skidmore): Moore, Martin, Dudley, Tuft, Purcell, Cannon, Hill, Garner, Skidmore, B Griffiths, White.
Birmingham Summerhill 0.

Friendly- Saturday 20 October 1988 at Dudley Road
Wolves (1) 1 (Scorer Unknown): Moore, Dudley, Purcell, Tuft, Martin, Cannon, Gleeson, White, Benton, Anderson, Knight.
Wellington St George (0) 0.

Friendly- Saturday 10 November at Willenhall
Willenhall Pickwick 3.
Wolves 0.

Dudley Challenge Cup (Round One)- Saturday 17 November 1888 at Town.
Wolverhampton Town (0) 0.
Wolves (2) 2 (Scorers Unknown): Moore, Dudley, Martin, Cannon, Bigford, Purcell, Tuft, Gleeson, Davies, Cannon, Knight, B Griffiths.

Friendly- Saturday 24 November 1888 at Dudley Road
Wolves 1.
Aston Villa ‘R’ 3.

Friendly- Saturday 1 December 1888 at Aggborough
Kidderminster Olympic 3.
Wolves 0.

Friendly- Saturday 15 December 1888 at Stoney Lane
West Bromwich Albion ‘R’ 2.
Wolves 0.

Friendly- Saturday 29 December at Dudley Road
Wolves 7 (Scorers Unknown): Moore, Dudley, Martin, Cannon, Dumford, Tuft, Little, Bigford, Crooke, Hill, Pumkiss.
Willenhall Pickwick 0.

Friendly- Saturday 5 January 1889 at Dudley Road
Wolves 1.
West Bromwich Albion ‘R’ 2.

Friendly- Monday 7 January 1889 at Stoney Lane
West Bromwich Albion ‘R’ 1
Wolves 0.

Friendly- Saturday 12 January 1889 at Dudley Road
Wolves 2.
Wolverhampton Druids 2.

Friendly- Saturday 19 January 1889 at Dudley Road
Wolves 0.
Aston Shakespeare 1.

Dudley Challenge Cup (Second Round)- Saturday 9 February 1889 at Hednesford
Hednesford Town 5.
Wolves 2.

Wednesbury Charity Cup (Third Round)- Saturday 9 March 1889 at Dudley Road
Wolves (1) 8.
First Warwick Volunteers (0) 0.
Protest: Match ordered replayed due to state of pitch.

Wednesbury Charity Cup (Third Round Replay)- Saturday 16 March 1889 at Dudley Road
Wolves 4.
First Warwick Volunteers 1.

Wednesbury Charity Cup (Semi-final)- Saturday 27 April at Ironbridge
Ironbridge 1.
Wolves 0.