Fifteen squads missed the playoffs in 2018-19, but several have made improvements to their rosters that should help them make the postseason in 2019-20.
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| Edmonton Oilers vs Vegas Golden Knights | |
| Type: Moneyline - Status: OPEN | |
| Edmonton Oilers | -120 |
| Vegas Golden Knights | +100 |
| Edmonton Oilers vs Vegas Golden Knights | |
| Type: Series Winner - Status: OPEN | |
| Edmonton Oilers | -240 |
| Vegas Golden Knights | +200 |
| Dallas Stars vs Winnipeg Jets | |
| Type: Moneyline - Status: OPEN | |
| Dallas Stars | -145 |
| Winnipeg Jets | +125 |
| Winnipeg Jets vs Dallas Stars | |
| Type: Series Winner - Status: OPEN | |
| Winnipeg Jets | +255 |
| Dallas Stars | -310 |
| Toronto Maple Leafs vs Florida Panthers | |
| Type: Total - Status: OPEN | |
| Under - 1P | -110 |
| Over - 1P | -120 |
| Florida Panthers vs Toronto Maple Leafs | |
| Type: Series Winner - Status: OPEN | |
| Florida Panthers | -200 |
| Toronto Maple Leafs | +170 |