Toews and Kane's contracts are pretty consistent with the rest of the superstars in this league when you compare cap percentage, and especially when you eliminate those stupid last several years of cap circumvention on pre-new-CBA contracts. Weber, Crosby, Suter, Parise, etc. would all be in the 9-10+M range without those added years.
To me, Benn and Seguin almost did sign bridge contracts. Players of their caliber are a bit different though. Their current contracts are great for both the team and the player - the players get paid and have some sense of security, while still having the desire the prove themselves to the league and earn even more, while the team obviously benefits from the lower cap hit. Afterwards though, is when they cash in. Toews and Kane are an almost perfect example of what'll likely happen with Benn and Seguin. Might be scary, but that's still a ways off, and I'm not going to worry about that until we have to.
Chicago will be fine as well. Get rid of Bickell (there always seem to be takers for Chicago's leftovers), sign some cheap bottom six players, and they'll be set. Chicago's almost turning into Detroit in the sense that players simply seem to play better when they put a Blackhawks' jersey on. They've somehow turned plenty of cut-rate players into legit 3rd/4th line forwards or 4-6 defenders. They'll be as scary as always - this doesn't mark the end of their dynasty-lite team.