The 28-year-old ruptured his anterior cruciate ligament (ACL) during Tottenham’s pre-season match against Newcastle in South Korea earlier in the summer.
Maddison has since undergone a successful reconstructive surgery but will miss a vast majority of the upcoming season.
He has since taken to Instagram to send a message to his fans, describing the injury as the “lowest low I’ve ever had”.
Maddison wrote: "Heartbroken at the fact this injury has occurred at this time in my career. With the UEFA Super Cup tomorrow, the Premier League season on the horizon, the exciting Champions League campaign and it being a World Cup year for England it all feels very, very cruel."
The attacking midfielder has vowed to come back stronger, however.
"To those who doubt, hate and mock, you truly motivate me to levels I didn't know I had inside of me… See you all on the other side," he wrote.