The rivals have not met in a major tournament since the iconic group stage game at the old Wembley during Euro ’96.
For England, victory would secure a place in the last-16 with a game to spare after their win over Croatia, while Scotland could do with a positive result after losing their opener to Czech Republic.
Here’s where we think the game will be won and lost…
Reece James vs Andy Robertson
Gareth Southgate is expected to pick a more attacking right-back in James tonight but there is little doubt that Robertson’s thrust and delivery from wing-back is Scotland’s biggest threat.
The key for England and James will be forcing the Liverpool man onto the back foot and into his own half.
Scott McTominay vs Kalvin Phillips
Phillips was surprisingly England’s best player in the win over Croatia, proving a creative force in midfield and setting up the winner.
McTominay has moved out of the back three for Scotland and the Manchester United man will be tasked with with earning Scotland a foothold in the game and shackling Phillips.
Harry Kane vs the back three
Scotland’s three centre-backs will attempt to starve Kane of space in the width of the penalty box but the system may create opportunities for him in other areas.
Kane is adept at dropping into pockets but will want to be more a threat in front of goal than he was on Sunday.