The 1944 Istanbul Football Cup season was the third season of the cup. Beşiktaş JK won the cup for the first time. The tournament was single-elimination.

Team 1	Score	Team 2
Beşiktaş JK	19-0	İstiklal SK
Fenerbahçe SK	6-1	Taksim SK

Team 1	Score	Team 2
Beşiktaş JK	16-0	Sarıyer G.K.
Fenerbahçe SK	5-0	Beyoğluspor

Team 1	Score	Team 2
Beşiktaş JK	1-1	Galatasaray SK
Galatasaray SK	0-1	Beşiktaş JK

Team 1	Score	Team 2
Fenerbahçe SK	3-0	Vefa SK
Vefa SK	?-?	Fenerbahçe SK

The cup took place on September 10, 1944. Around 10,000 people attended at the Şeref Stadium.

Team 1	Score	Team 2
Beşiktaş JK	3-1	Fenerbahçe SK

Goals for Beşiktaş JK: Sabri Gençsoy(28 min.), Hakkı Yeten(50 min.), Vecdi Çapa(53 min.)

Goals for Fenerbahçe SK: Müzdat Yetkiner(18 min.)

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