| Seasons | Competition | Date | Venue |  | Results | Wolves Manager | Grimsby Manager | Referee | 
| 1901/02 | Football League (1) | 2 November 1901 | Molineux | W | 2-0 | Jack Addenbrooke | Committee | C Sutcliffe (Rawtenstall) | 
| 1901/02 | Football League (1) | 1 March 1902 | Blundell Park | L | 0-3 | Jack Addenbrooke | Committee | C Sutcliffe (Rawtenstall) | 
| 1902/03 | Football League (1) | 29 November 1902 | Blundell Park | W | 2-1 | Jack Addenbrooke | HN Hickson | J Howcroft (Bolton) | 
| 1902/03 | Football League (1) | 28 March 1903 | Molineux | W | 3-0 | Jack Addenbrooke | HN Hickson | J Howcroft (Bolton) | 
| 1906/07 | Football League (2) | 3 November 1906 | Blundell Park | L | 1-2 | Jack Addenbrooke | HN Hickson | J Ibbotson (Derby) | 
| 1906/07 | Football League (2) | 9 March 1907 | Molineux | W | 5-0 | Jack Addenbrooke | HN Hickson | A Farrant (Bristol) | 
| 1907/08 | Football League (2) | 28 December 1907 | Molineux | W | 5-1 | Jack Addenbrooke | HN Hickson | A Neale (New Southgate) | 
| 1907/08 | Football League (2) | 17 April 1908 | Blundell Park | W | 1-0 | Jack Addenbrooke | HN Hickson | A Neale (New Southgate) | 
| 1908/09 | Football League (2) | 24 October 1908 | Blundell Park | L | 0-3 | Jack Addenbrooke | HN Hickson | J Mason (Burslem) | 
| 1908/09 | Football League (2) | 27 February 1909 | Molineux | D | 0-0 | Jack Addenbrooke | HN Hickson | J Mason (Burslem) | 
| 1909/10 | Football League (2) | 11 December 1909 | Molineux | W | 8-1 | Jack Addenbrooke | HN Hickson | C Fallowfield (Streatham Heath) | 
| 1909/10 | Football League (2) | 23 April 1910 | Blundell Park | L | 0-1 | Jack Addenbrooke | HN Hickson | C Fallowfield (Streatham Heath) | 
| 1911/12 | Football League (2) | 2 September 1911 | Blundell Park | D | 0-0 | Jack Addenbrooke | HN Hickson | T Rowbotham (Nottingham) | 
| 1911/12 | Football League (2) | 30 December 1911 | Molineux | L | 1-2 | Jack Addenbrooke | HN Hickson | T Rowbotham (Nottingham) | 
| 1912/13 | Football League (2) | 5 October 1912 | Molineux | W | 3-0 | Jack Addenbrooke | HN Hickson | C Hall (Small Heath) | 
| 1912/13 | Football League (2) | 8 February 1913 | Blundell Park | L | 1-2 | Jack Addenbrooke | HN Hickson | J Hall (Olton, Warks) | 
| 1913/14 | Football League (2) | 20 September 1913 | Blundell Park | L | 0-1 | Jack Addenbrooke | HN Hickson | H Swift (Sheffield) | 
| 1913/14 | Football League (2) | 17 January 1914 | Molineux | W | 4-1 | Jack Addenbrooke | HN Hickson | H Swift (Sheffield) | 
| 1914/15 | Football League (2) | 3 October 1914 | Molineux | L | 0-1 | Jack Addenbrooke | HN Hickson | S Peers (Liverpool) | 
| 1914/15 | Football League (2) | 6 February 1915 | Blundell Park | W | 4-1 | Jack Addenbrooke | HN Hickson | S Peers (Liverpool) | 
| 1919/20 | Football League (2) | 1 September 1919 | Molineux | W | 6-1 | Jack Addenbrooke | HN Hickson | A Fletcher (Bury) | 
| 1919/20 | Football League (2) | 8 September 1919 | Blundell Park | W | 1-0 | Jack Addenbrooke | HN Hickson | A Fletcher (Bury) | 
| 1923/24 | Football League (3N) | 03 November 1923 | Molineux | W | 4-1 | George Jobey | George Fraser | F Freemantle (Sturton-le-Steeple) | 
| 1923/24 | Football League (3N) | 10 November 1923 | Blundell Park | L | 0-2 | George Jobey | George Fraser | F Freemantle (Sturton-le-Steeple) | 
| 1926/27 | Football League (2) | 18 December 1926 | Molineux | L | 3-4 | Fred Scotchbrook | Wilf Gillow | A Josephs (South Shields) | 
| 1926/27 | Football League (2) | 7 May 1927 | Blundell Park | L | 0-6 | Fred Scotchbrook | Wilf Gillow | A Josephs (South Shields) | 
| 1927/28 | Football League (2) | 10 December 1927 | Molineux | L | 0-1 | Major Frank Buckley | Wilf Gillow | A Ward (Kirkham, Lancs) | 
| 1927/28 | Football League (2) | 21 April 1928 | Blundell Park | W | 1-0 | Major Frank Buckley | Wilf Gillow | A Ward (Kirkham, Lancs) | 
| 1928/29 | Football League (2) | 1 December 1928 | Molineux | D | 2-2 | Major Frank Buckley | Wilf Gillow | J Roscoe (Bolton) | 
| 1928/29 | Football League (2) | 13 April 1929 | Blundell Park | L | 0-2 | Major Frank Buckley | Wilf Gillow | W Nunnerley (Ellesmere) | 
| 1934/35 | Football League (1) | 22 September 1934 | Blundell Park | L | 1-2 | Major Frank Buckley | Frank Womack | R Warr (Bolton) | 
| 1934/35 | Football League (1) | 2 February 1935 | Molineux | L | 0-3 | Major Frank Buckley | Frank Womack | R Warr (Bolton) | 
| 1935/36 | Football League (1) | 9 November 1935 | Blundell Park | L | 1-2 | Major Frank Buckley | Frank Womack | J Millward (Derby) | 
| 1935/36 | Football League (1) | 4 March 1936 | Molineux | W | 1-0 | Major Frank Buckley | Frank Womack | J Millward (Derby) | 
| 1936/37 | Football League (1) | 28 November 1936 | Blundell Park | D | 1-1 | Major Frank Buckley | ? | G Jones (West Bridgford, Notts) | 
| 1936/37 | FA Cup | 20 February 1937 | Blundell Park | D | 1-1 | Major Frank Buckley | ? | S Boardman (Hale) | 
| 1936/37 | FA Cup | 24 February 1937 | Molineux | W | 6-2 | Major Frank Buckley | ? | S Boardman (Hale) | 
| 1936/37 | Football League (1) | 3 April 1937 | Molineux | W | 5-2 | Major Frank Buckley | Charlie Spencer | G Jones (West Bridgford, Notts) | 
| 1937/38 | Football League (1) | 30 October 1937 | Molineux | D | 1-1 | Major Frank Buckley | Charlie Spencer | AW Barton [Dr] (Repton) | 
| 1937/38 | Football League (1) | 12 March 1938 | Blundell Park | L | 0-1 | Major Frank Buckley | Charlie Spencer | AW Barton [Dr] (Repton) | 
| 1938/39 | Football League (1) | 26 December 1938 | Blundell Park | W | 4-2 | Major Frank Buckley | Charlie Spencer | I Wright (Derby) | 
| 1938/39 | Football League (1) | 27 December 1938 | Molineux | W | 5-0 | Major Frank Buckley | Charlie Spencer | I Wright (Derby) | 
| 1938/39 | FA Cup | 25 March 1939 | Old Trafford | W | 5-0 | Major Frank Buckley | Charlie Spencer | F West (Mottingham, Kent) | 
| 1939/40 | Football League (1) | 29 August 1939 | Blundell Park | D | 0-0* | Major Frank Buckley | Charlie Spencer | L Dale (Sheffield) | 
| 1946/47 | Football League (1) | 3 September 1946 | Blundell Park | D | 0-0 | Ted Vizard | Charlie Spencer | B Flanagan (Sheffield) | 
| 1946/47 | Football League (1) | 23 September 1946 | Molineux | W | 2-0 | Ted Vizard | Charlie Spencer | B Flanagan (Sheffield) | 
| 1947/48 | Football League (1) | 27 August 1947 | Molineux | W | 8-1 | Ted Vizard | Charlie Spencer | F Chadwick (Leicester) | 
| 1947/48 | Football League (1) | 3 September 1947 | Blundell Park | W | 4-0 | Ted Vizard | Charlie Spencer | F Chadwick (Leicester) | 
| 1954/55 | FA Cup | 8 January 1955 | Blundell Park | W | 5-2 | Stan Cullis | Bill Walsh | J Hunt (Macclesfield) |