The 1944 Auckland Rugby League season was its 36th. The Auckland Rugby League allowed the Point Chevalier club to enter the first grade competition which meant that it was an even ten teams. There was no reserve grade competition as the war affected adult playing numbers once more. Several former senior players were killed along with others who had played or been involved in Auckland rugby league.

The City Rovers won the Fox Memorial first grade championship for the 8th time in their history, however it was their first championship for 19 years after last winning it in 1925. Their titles prior to 1944 were in 1910, 1911, 1916, 1921, 1922, 1923, and 1925. City also won the Rukutai Shield for being in the lead at the conclusion of the first round of the championship. Their season was nearly derailed when they protested the suspension of Eugene Donovan who was sent off in a match against Richmond for back chatting referee George Kelly. City refused to play their round 12 and round 13 matches and lost by default as a result. The league informed them that they were disqualified from the championship and would be awarded no further competition points regardless of their results according to rules laid out in their constitution regarding successive unfulfilled fixtures. They had a change of mind however and allowed them to compete for the championship. City won their last 5 matches to force a playoff for the championship with Mount Albert United who were level with them on 26 competition points. City won the match 17 to 7 to claim the title.

Ponsonby United won the Roope Rooster knockout trophy for the 6th time when they beat North Shore Albions in the final 19–13 on October 14. Both teams had had disappointing Fox Memorial seasons but Ponsonby had steadily improved in the second half of the competition, particularly after their coach, Arthur Kay came out of retirement to take the playing field. City won their third trophy of the season when they defeated Ponsonby 15–11 in the Stormont Shield champion of champions match on October 21 to conclude the season. The Phelan Shield was not competed for owing to the length of the season.

Once again the representative season was relatively short, in part due to the length of the club season, but also because there were restrictions on war time travel, especially by rail. Teams needed to be given government permits to travel and the West Coast was unable to obtain one of these for an intended visit to Carlaw Park, and Wellington had the same issue. Auckland beat South Auckland (Waikato) 36 to 5 at Carlaw Park, however a weakened Auckland side with 4 clubs playing in Roope Rooster matches in the same day lost the return match in Huntly 12–10. Auckland Māori defeated Auckland Pākehā 18 to 13 in what had become an annual fixture at Carlaw Park on September 9. The North Island – South Island fixture was played for the first time since 1939 season before a crowd of 16,000 with the North Island winning 43 to 15 with 10 of the 13 North Island players from Auckland.

Annual General Meeting Prior to the annual meeting the 34th annual report was released. It stated that "from a financial point of view the league is making steady progress. The total assets are £10,785, from which must be deducted liabilities amounting to £1,519. Assets show and increase of £42, and liabilities a decrease of £416. The surplus for the season was £223". There had been an increase of £4320 in revenue due to better attendance at matches at Carlaw Park, and also through hiring the park out during the off-season to sports such as baseball. They had collected gate receipts of £3,972 from club games and the three representative matches "which compared very favourably with the best seasons".

The annual meeting was held on Tuesday, March 28 in the League Rooms on Courthouse Lane at 7:30 pm. At the meeting chairman Mr. J.W. Watson said "we are providing football for 1300 players every Saturday". He went on to say that the schoolboys' organisation had a very successful season with 30 teams in the competition. The organisation had "done splendid work for the boys. They had decided to set up a board of control to govern schoolboy football, which would be similar to the junior board of control". He went on to say that "there were 10 junior teams, with about 600 players. He urged the senior clubs to take a greater interest in the juniors. In the senior grade they had nine teams, with about 150 players. The large number of players in the game showed... how wide flung the activities of the Rugby League were". He also paid tribute to the work of the referees and believed that "after the war there would be a great swing to sport of all kinds. At present there were just enough playing grounds, and he considered the local bodies should provide more grounds for the future". Mr. Dickson made reference to the illness of the president and former chairman Mr. G. Grey Campbell, "and a unanimous vote of sympathy was passed, with wishes for a speedy recovery".

The following officers were elected: Patron, Mr. J.B. Donald; vice patron, Mr. J.F.W. Dickson; president Mr. George Grey Campbell; vice presidents, Sir Ernest Davis, Messrs J. Donald, C. Drysdale, H. Grange, R.J. Laird, W.J. Lovett, MP Frederick William (Bill) Schramm, W. Wallace, J.L. Coakley, T.G. Symonds, G.T. Wright, R.H. Wood, H. Walmsley, Joe Sayegh, Richard (Dick) H. Benson, Allan J Moody, H.W. Gray, B Brigham, N. Kyle, L.H. Heard, F.J. Osborne, J.R. Simpson, R. Newport, Joseph Patrick Moodabe; trustees Messrs J.W. Watson, Edward John (Ted) Phelan, A. Stormont; chairman Mr. J.W. Watson; deputy-chairman, Mr. Edward John Phelan; auditors, Messrs Garrard and Bennett; honorary solicitor, Mr. H.M. Rogerson; delegate to New Zealand Rugby League, Mr. R. Doble; club delegates to board of control Messrs Jim Clark, T. Davis, W.J. Probert and D. Wilkie; honorary secretary Mr. Ivan Culpan; honorary treasurer Mr. R. Doble. In October Mr. T. Davis resigned from his position on the board of control. Mr. F.T. McAneny was appointed in his position for the remainder of the season.

Senior competition Ten teams were nominated for the senior Fox Memorial championship: Manukau, Richmond, Ponsonby, Newton, Marist, City, North Shore, Otahuhu, Mt Albert, and Point Chevalier. All of these teams had taken part in the previous season with the exception of Point Chevalier who had applied to join. The Auckland Rugby League at their board of control meeting on March 28 decided to ask the club to send two officials to the next board meeting to give information as to the playing strength of the team. The application of Point Chevalier was accepted to participate in the preliminary round which would begin on April 15. They were to play the curtain raiser to the principal match on the main field at Carlaw Park against Otahuhu. As there would now be 5 senior matches per round one would need to be played away from Carlaw Park each week and in the first round of preliminary games the Richmond match with Marist was scheduled for Grey Lynn Park.

At the May 10 meeting of the board of control it was recommended by the Senior Club Officers Association that during the 1944 season senior clubs should be allowed to play first juniors (second grade players) as seniors and vice versa without the requirement for them to be regraded. The recommendation was accepted. At the May 24 meeting it was suggested by the Referees Association that teams in the early games at Carlaw Park remain on the field at halftime and not retire to the dressing rooms. The reason was that the games were late to kick off in the second half. The request was declined with Mr. R. Doble stating that this procedure had been attempted years ago and was not a success then. It was decided to enforce the rule about getting players out in time.

With there being ten teams and five matches in each round it meant that one match would have to be played away from Carlaw Park each weekend. The grounds used were Devonport Domain (5), Grey Lynn Park (4), Walker Park in Point Chevalier (4), Fowlds Park in Morningside (3), Sturges Park in Otahuhu (1), Ellerslie Domain (1), and Onehunga School (1).

At the June 21 meeting of the board it was suggested that the second round of the competition be split into two as some teams were well out of contention already, Pt Chevalier had 1 win and 7 losses while Newton had lost all 8 of their matches. Mr. R. Doble said "that a keen second round was assured, but there were some teams hopelessly out of the competition". Mr. J. Clark suggested that the senior officers' association should be consulted before any change was made and it was decided to defer any decision until after the final matches in the first round were played.

Horace Hunt, the North Shore captain was awarded a gold medal donated by Mr. J.F.W. Dickson for the most sportsmanlike players. Hunt had been connected to the North Shore club since 1926 when he was in his teens. He captained the North Shore reserve grade side when they won the inaugural reserve grade championship in 1931. He began playing in their senior side in 1932 when they won the championship. He had retired in 1939 and played a season of soccer before returning to the North Shore league side which had been depleted by the war effort. When Verdun Scott left for the war in 1941 Hunt took over the captaincy and North Shore won the championship for the 6th time. He also played cricket for the R.V. club in the city and Suburban senior competition and had represented Auckland in the Plunket Shield as wicket keeper four times in 1930 and 1931.

At the board of control meeting on October 11 a letter "was received from the Point Chevalier club in reference to an increase in the transfer club fee from £2 to £10. It was decided that the time was not opportune to amend the existing regulations".

Protest defaults of City Rovers