For example, the Stars and the Caps for this year.
This is modern era, where we've had full 4-tier playoffs.
Sports Stack Exchange is a question and answer site for participants in team and individual sport activities. It only takes a minute to sign up.Sign up to join this community
Yes. The NHL spent 25 years with only six teams (the "Original Six" era), and to some extent only three of those teams were competitive, so this has happened many times.
Going even further back (to the 1920s), the playoffs were just a matchup between the top two teams, so this was guaranteed to happen.