Tottenham's new manager, Thomas Frank, described Maddison's injury as severe and it is uncertain how long he will be out of action.
Spurs have taken swift action to find a replacement, reaching out to Manchester City to explore the possibility of signing Grealish.
Grealish, 29, has struggled since joining Manchester City from Aston Villa in 2021 for a reported £100 million. In 157 games across all competitions, he has scored 17 goals.