Stanley Cup Betting Odds & Guide

Sports betting became legal in the state of Virginia in July 2020. Legislation was fast-tracked to get sports betting up and running in the first quarter of 2021. Though it’s still unknown which sportsbooks will ultimately receive a license, it’s pretty safe to assume the big names in the industry will be jumping all over one another to land one.

The next time the Stanley Cup playoffs come along, you will now be able to legally wager on all the games, be it online or via an app. While much still has to be done to get the ball rolling, you won’t have to wait much longer to bet on your favorite NHL teams and players in the playoffs.

How to bet on the Stanley Cup in Virginia

Once the licenses are all sorted out and a clearer picture has emerged, it’s going to be extremely easy to bet on the hockey playoffs in the state of Virginia, provided you’re located within the state’s borders at the time of placing a wager. You’ll be able to log in to a VA sportsbook online or via a mobile device.

It’s still unknown which companies will ultimately open their virtual doors to Virginians in 2021, but it’s likely that the ones that already are operating in states that already have live sports betting will dominate the first wave. Here a quick look at their offerings and potential sports betting bonuses:

  • FanDuel Sportsbook: It cut its teeth in the daily fantasy sports realm competing with DraftKings for users, and it already is a leading option in many states that already offer sports betting. Along with a variety of bonuses and promotions, FanDuel features one of the best apps in the business.
  • Fox Bet Sportsbook: There are whispers of Virginia trying to woo the Washington Football Team into crossing the border from D.C. Should that come to pass, Fox Bet would be in line to land a potential partnership due to its ties with Fox Sports and the NFL, meaning it’s possible the company opens its first retail location in what would be a brand-new stadium should that come to pass. Though it hasn’t received the same type of traction as the two DFS heavyweights, Fox Bet has received high praise for its betting app along with its competitive boost and bonus offerings.
  • PointsBet Sportsbook: The most intriguing aspect of what PointsBet brings to the table is its namesake type of wagering: PointsBetting. With this type of wager, the payoff increases depending on how correct it was. Say you wager $100 that there will be over six goals in a game in the Stanley Cup Final. If the game has seven goals, you would be paid out like with a traditional bet. But if there are 12 goals in the game — meaning you were correct by six points — you would win $600, or six times your wager. Exercise caution, though, as your losses are likewise multiplied by how wrong they are.

Is it legal to bet on the Stanley Cup in Virginia?

With the passage of HB 896 and SB 384 and signing of said documents by Gov. Ralph Northam, it’s now 100% legal to bet on sports within Virginia. While many sports are available for wagering, there are stipulations, mainly dealing with college sports. You are not allowed to bet on any college teams located in the state. That means Virginia, Virginia Tech, Richmond, VCU and Liberty are off limits. Also, live betting on any college team is not allowed.

How do teams qualify for the Stanley Cup?

In years past, the top eight teams from each conference would punch a ticket to the postseason in hopes of being the last team standing to hoist Lord Stanley’s cup. But with the coronavirus delaying the start of the 2020-21 season and the league shifting how some things worked in order to keep teams closer to one another, it remains to be seen how teams will ultimately qualify for the playoffs moving forward.

The main goal of the league right now is to eventually get teams back in their own arenas with limited capacity for fans to take the games in live, especially once the playoffs come around. Unfortunately, the blueprint for doing that has yet to be announced, and it still might not be once the regular season commences. For now, the league is taking a wait-and-see approach.

Best bets to place on the Stanley Cup

There’s a plethora of wagering options to explore when it comes to Stanley Cup betting. Here’s a quick look at the top ways to bet and how each bet works.

Puck line

This is the NHL’s version of the point spread. The bet sets a standard -1.5/+1.5 line for every matchup. The team getting +1.5 goals is normally the underdog side, with the other team being favored. For example, let’s say the Carolina Hurricanes are laying 1.5 goals to the Washington Capitals. A bet on Carolina on the puck line would need the Hurricanes to win by two goals or more to pay off. On the flip side, a win or one-goal loss by Washington would pay off for Capitals backers. Alternative puck lines are sometimes available, as well.


A wager on the total combined score of a game, also known as a totals bet. You can wager on the total via a pregame bet, during the game via live betting and for every period. Let’s say a sportsbook sets an over/under of 5.5 for a game. In order for bets on the over to win, the game would need six combined goals or more. Under bets would need five goals or fewer. Teams with excellent offenses normally have inflated game totals, while teams benefiting from excellent goaltending may see oddsmakers setting their totals a bit lower.


This is the most popular form of betting on Stanley Cup games, and the NHL for that matter. Sportsbooks set the moneyline based on how much a perceived advantage one team has over the other. There is no point spread with this wager type. If the team you bet on wins, you win — it’s that simple. However, a favorite with odds of -250 would require a wager of $250 for a chance to win $100. On the flipside, an underdog with odds of +250 would win you $250 on a successful $100 wager. Did you know that upward of 70% of all NHL games are decided by one goal? Make a mental note of that the next time someone tells you picking winners in the NHL is easy.


Way before the last two teams qualify for the upcoming Stanley Cup Final, Virginia sports bettors will be able to wager on who they think ends up winning it all. Betting odds on which team wins the Stanley Cup for the upcoming season are released soon after the current championship is decided. The Stanley Cup odds will shift as the season progresses, so if you like a team early in the season, it makes sense to throw some beer money down on said team sooner rather than later. Futures bets pay off like moneyline bets, and they almost always offer up a much greater return than the initial price of the investment, so long as you wager before the playoffs begin.

Recent Stanley Cup winners

  • 2020: Tampa Bay Lightning (4-2)
  • 2019: Louis Blues (4-3)
  • 2018: Washington Capitals (4-1)
  • 2017: Pittsburgh Penguins (4-2)
  • 2016: Pittsburgh Penguins (4-2)
  • 2015: Chicago Blackhawks (4-2)
  • 2014: Los Angeles Kings (4-1)
  • 2013: Chicago Blackhawks (4-2)
  • 2012: Los Angeles Kings (4-2)
  • 2011: Boston Bruins (4-3)
  • 2010: Chicago Blackhawks (4-2)

Stanley Cup record holders

  • The Montreal Canadiens have won the most Stanley Cups (24).
  • The Boston Bruins have lost the most Stanley Cups (14).
  • The Montreal Canadiens’ five consecutive Stanley Cup wins are the most in league history (1956-60).
  • The Montreal Canadiens’ 10 consecutive appearances are the most in league history (1951-60).
  • The Montreal Canadiens’ nine appearances in a row without a loss are the most in league history (1968-86).
  • The Toronto Maple Leafs (1933-40), Detroit Red Wings (1956-95) and Philadelphia Flyers (1976-2010) all have six appearances in a row without a win, the most in league history.
  • The New York Rangers had 54 seasons between Stanley Cup wins (1940-94).
  • The Toronto Maple Leafs haven’t made a Stanley Cup appearance for 52 years and counting.