From controversial goals that forced rule changes to others that were just fluky, here are our picks for the most memorable playoff overtime winners.
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| Carolina Hurricanes vs Washington Capitals | |
| Type: Total - Status: OPEN | |
| Under - 1P | -125 |
| Over - 1P | -105 |
| Washington Capitals vs Carolina Hurricanes | |
| Type: Series Winner - Status: OPEN | |
| Washington Capitals | +450 |
| Carolina Hurricanes | -650 |
| Edmonton Oilers vs Vegas Golden Knights | |
| Type: Moneyline - Status: OPEN | |
| Edmonton Oilers | -133 |
| Vegas Golden Knights | +112 |
| Edmonton Oilers vs Vegas Golden Knights | |
| Type: Series Winner - Status: OPEN | |
| Edmonton Oilers | -240 |
| Vegas Golden Knights | +200 |
| Toronto Maple Leafs vs Florida Panthers | |
| Type: Moneyline - Status: OPEN | |
| Toronto Maple Leafs | +117 |
| Florida Panthers | -138 |
| Winnipeg Jets vs Dallas Stars | |
| Type: Series Winner - Status: OPEN | |
| Winnipeg Jets | +260 |
| Dallas Stars | -320 |
| Florida Panthers vs Toronto Maple Leafs | |
| Type: Series Winner - Status: OPEN | |
| Florida Panthers | -185 |
| Toronto Maple Leafs | +160 |