Tottenham's new manager, Thomas Frank, described the injury as severe and it is unclear how long Maddison will be out of action.
The club has quickly begun searching for a replacement and has reached out to Manchester City to discuss Grealish's potential transfer.
Grealish, 29, has struggled since joining Manchester City from Aston Villa in 2021 for a reported £100 million fee. He has scored 17 goals in 157 games across all competitions.