"Compromise, google, find a bar locally that has sky and he can watch the match there"
There speaks a person who isn't a serious football fan. There's no comparison between watching the match on TV (especially not in the team's locality) and being at Wembley, none at all.
There's far, far to much talk of "letting" him go. Let him?
Since when did adults have to get permission to go anywhere? I'd love to see the reaction if a woman posted her about her husband "letting" her go somewhere!
I'm very biased as a football fan myself so obviously I'm going to say that if Leicester get to Wembley it'll be a chance of a lifetime and in his shoes wild horses wouldn't stop me from going. I certainly wouldn't be asking or waiting for someone to "let" me go. I'm also a good enough fan to know that the chances of Leicester making it are slim. 
Far more importantly I'm of a sufficiently independent spirit to think that if he wants to go he should and that it's not beyond the wit of the average able bodied person to travel and be alone on holiday for a couple of days with three young children and an elderly lady - or for that person to keep in mind that she will have a favour up her sleeve that she can call in when she wants to go somewhere.
But, helsbels03, few on here will see it like that, not because I've said anything outrageous but because here on MN there's a groundswell of posters of a certain type who feel it's their duty to look down on anything to do with football and regard it with disdain and the fans and players as if they're thugs and Neanderthals with a collective IQ of 5, which says more about those individuals than it does about the sport or the majority of its fans. 