Ange Postecoglou has revealed that Tottenham are expected to be without James Maddison and Micky van de Ven until 2024.
Dutch international centre-back Van de Ven suffered a hamstring injury while midfielder Maddison injured his ankle in Monday's 4-1 loss at home to Chelsea.
"Fair to say a fair bit happened after Monday," Postecoglou said on Friday.
"Micky obviously with that hamstring injury, we knew it was fairly significant, probably a couple of months for him looking into the new year.
"Madders is a lot worse than we thought. He came off with an ankle injury and the next day wasn't great, so we sent him for a scan. Again probably into the new year for him."
Tottenham, who are second in the Premier League table, a point behind champions Manchester City, earlier Friday confirmed that Maddison had withdrawn from the England squad for this month's Euro 2024 qualifiers.