India and Singapore have met twice before in official U20 men’s competitions, with India winning both encounters in the AFC Youth Championship — a 4-1 victory in 1966, followed by a penalty shootout triumph in the quarter-finals during their title-winning campaign in 1974. The two sides also played a pair of U19 international friendlies in Goa in 2017, with India winning the first 7-2 before Singapore claimed the second 1-0.
In the 2027 qualifiers, the Blue Colts, led by head coach Mahesh Gawali, will face Syria (August 31), Uzbekistan (September 3), and Bangladesh (September 6) in Tashkent.