Winnipeg will be last year's Edmonton. I don't even think they make the playoffs.
Edmonton and Chicago have an outside chance at the cup imo (Edm for McDavid, Chi for 3 cups - perfect storm makes them strong cup contenders, above quite a few others imo). I wouldn't have them top 5 or anything, but i would list them between 10-15 max imo. Below is too low.
I personally also expect Boston to falter quite a bit, possible bubble/wildcard team.
I'd be SHOCKED if Washington wins again. SHOCKED. It's not that they're not still a great team that should be able to contend - it's just that after all the playoff underperformances, and after the crazy celebrations/displays of joy after winning - somehow they just don't strike me as only the 2nd team in the past 25 years to win back to back cups.
I expect Pittsburgh to compete HARD this year. I think Crosby and Malkin will be on a mission and will both have absolute monstrous years (Crosby especially - he seemed to have a LOT left in the tank come playoffs last year and his team didn't follow - so i think he lets it all out during the season instead of saving himself as much). I think Tampa of course always looks great, and this could be the year they put it together. Toronto with an outside chance (very curious to see Tavares effect - but i do think the East is too strong for them). In the west - I really like Nashville a lot.
So Pit, Tampa and Nashville are my top 3 right now.
bonus - if Karlsson gets traded - that's the 1 player that can EASILY tip the scales in a team's favor. He's an absolute game changer. Trade him to Dallas, SJ....some other team, and that team becomes a top 3 contender imo.