It was mostly chalk that moved through in the Round 1 voting, but there was one surprising upset in the opening round of the tournament.
Best Teams Ever bracket: NHL edition, Round 2
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| Boston Bruins vs Toronto Maple Leafs | |
| Type: Series Winner – Status: OPEN | |
| Boston Bruins | -420 |
| Toronto Maple Leafs | +315 |
| Toronto Maple Leafs vs Boston Bruins | |
| Type: Puck Line – Status: OPEN | |
| Boston Bruins | +215 |
| Toronto Maple Leafs | -260 |
| Nashville Predators vs Vancouver Canucks | |
| Type: Series Winner – Status: OPEN | |
| Nashville Predators | +265 |
| Vancouver Canucks | -330 |
| Vegas Golden Knights vs Dallas Stars | |
| Type: Series Total Games – Status: OPEN | |
| Under | -110 |
| Over | -110 |
| Nashville Predators vs Vancouver Canucks | |
| Type: Puck Line – Status: OPEN | |
| Nashville Predators – 1P | +170 |
| Vancouver Canucks – 1P | -230 |
| Carolina Hurricanes vs New York Rangers | |
| Type: Moneyline – Status: OPEN | |
| Carolina Hurricanes | -160 |
| New York Rangers | +135 |
| Vegas Golden Knights vs Dallas Stars | |
| Type: Puck Line – Status: OPEN | |
| Dallas Stars | +235 |
| Vegas Golden Knights | -285 |
| New York Rangers vs Carolina Hurricanes | |
| Type: Puck Line – Status: OPEN | |
| Carolina Hurricanes | +240 |
| New York Rangers | -290 |