19. Jake Allen – Montreal Canadiens
The Canadiens have not been great this season. They are near the bottom of the standings and are not going to be in the playoffs this year. If they are interested in acquiring assets for the rebuild or retooling of this roster then trading their goaltender Jake Allen might be the safest bet.
There are teams out there looking for a netminder, and moving Allen would give them some draft capital back in return. With the general manager position vacant in Montreal this probably is not going to happen right now, but hey anything is possible.
20. Patrick Kane – Chicago Blackhawks
The last name on this list needs no introduction. The Blackhawks are bad, and they need to do whatever they can to help get this rebuild along. Trading their star forward Patrick Kane would definitely bring back some assets in return, plus it would give him a shot at a championship again.
Kane does have a no-movement clause so any deal involving him would need to be cleared by him ahead of time. While it is unlikely the Blackhawks do trade Kane if the team doesn’t start winning a Kane trade would definitely make for an interesting trade deadline and playoff run with whatever team he lands on.