NHL Expert Picks: Daily Stanley Cup Playoff Picks and Predictions

Neil Parker - Analyst at Covers.com
Neil Parker • Betting Analyst 16+ years betting experience
Updated: May 18, 2026 , 12:16 PM ET • 4 min read

Get our daily NHL expert picks and predictions, and more for the 2026 Stanley Cup Playoffs.

Montreal Canadiens Cole Caufield NHL
Photo By - Reuters Connect. Cole Caufield of the Montreal Canadiens.

The quest for Lord Stanley's Cup is down to five teams, with Round 2 series reaching their climax.

The battle is on for what's often said to be the hardest trophy to win in professional sports, but only one can be crowned NHL champion in June.

Our hockey experts will deliver their NHL playoffs predictions and NHL picks for every game, every day from now until the Stanley Cup is presented.

NHL playoff predictions today for Monday, May 18

Game Best pick Odds
Canadiens MON vs. Sabres BUF Canadiens MON ML -105

Odds courtesy of Kalshi.


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Monday, May 18

Canadiens vs Sabres Game 7 prediction

7:30 p.m. ET, ESPN

Expert pick: Canadiens moneyline (-105 at Kalshi)

The Canadiens have shown great resilience during the playoffs, following up each loss with a win. I expect them to quickly flush Game 6. They hold the expected goals edge in this series – albeit not by much – and Jakub Dobes has been more consistent than Ukka-Pekka Luukkonen, making him a little more trustworthy in this do-or-die affair.

Check out Todd Cordell's full Canadiens vs. Sabres predictions!


Popular NHL prediction markets

The NHL is a prediction buffet — the key is picking the right market for your edge.

Futures: Not only can you trade on the team you think will win it all in the Stanley Cup odds, but you can also wager on Conn Smythe odds. The latter trophy is awarded to the player judged to be the best performer in the postseason, not just in the Stanley Cup Final

Game lines: The spread, moneyline, and total are the bread-and-butter once the playoffs begin. As the postseason rolls on and teams become more risk-averse, lines will get tighter and totals will drop, so traders can take advantage of swings throughout series one way or the other.

PropsNHL player props will still be going strong all the way until a potential Game 7 of the Cup Final. The most popular markets include anytime goalscorer, player points, assists, shots on goal, and goalie saves.

Same-game parlays: SGPs can be fun, but value varies. Compare the parlay payout to legs individually, and prioritize lines you’d play on their own.

Not intended for use in MA.
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Neil Parker - Covers
Betting Analyst

Neil Parker is, first and foremost, a sports fan. A huge supporter of the Cowboys, Cubs, and Maple Leafs, he has managed to parlay his passion into writing gigs at some of the top websites in the industry.

Neil takes a numbers-based approach to his handicapping and complements his in-depth statistical analysis with a keen eye on the markets to provide the best available odds. He loves to lean on his rolodex of idioms to offset his inner nerd. When it comes to wagering, he throws down on anything that catches his eye at bet365, Betway and BetVictor. He also keeps a close eye on CoolBet because the polar bear brand often has outlier NHL and NFL moneyline prices.

Neil graduated with honors from St. Thomas University in 2007 before completing his BEd at Acadia University in 2010. After teaching a myriad of courses and subjects, he found a groove delivering fun lessons to exceptional learners in non-traditional classroom environments. If his decade-plus teaching run taught him anything about sports betting, it’s to stay the course and use the summer – or offseason – to refresh and prepare to be better in the year to come.

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