Edmonton Oilers vs Winnipeg Jets Prediction & Prop Bets – 12/29/2025

The Edmonton Oilers and Winnipeg Jets will collide on Monday night in a Western Conference showdown that is important for both teams as they approach the midpoint of the season. Edmonton arrives with more wins and superior offensive output, while Winnipeg is trying to dig itself out of a losing streak at home. Before the puck drops in Winnipeg, continue reading to get my Oilers vs Jets prediction in the NHL.

Our Oilers vs Jets Pick

Game Snapshot

• Matchup: Edmonton Oilers vs Winnipeg Jets
• Date & Time: Monday, December 2,9 2025, 7:30 p.m. ET
• Venue: Canada Life Centre, Winnipeg, Manitoba
• Broadcast: ESPN+

Key Storylines

Recent form

Edmonton has gained ground recently, winning two of its last three games and improving its overall record to 19-14-6. The Oilers have shown they can put up big offensive numbers, highlighted by a 6-2 victory over Winnipeg earlier in December, where Leon Draisaitl and Connor McDavid each produced multi-point efforts. Winnipeg holds a 15-17-4 record and has lost its last five outings, including a 4-3 defeat to Minnesota, where the Jets led for portions but couldn’t close it out. The Jets are tied for the fewest points in the Central Division this season and will try to spark a turnaround here.

Goaltending

Goaltenders will be under pressure in what could be an offensively open game. Edmonton’s Connor Ingram has posted solid numbers recently with a 2.35 goals against average and a respectable save percentage. The Jets are expected to send Connor Hellebuyck to the net, who has a 2.56 GAA despite some injury problems early in the year. The goaltending matchup should go Winnipeg’s way, but Hellebuyck has to face a better offense, which could neutralize that.

Key skaters

Offensively, Edmonton is led by Connor McDavid and Leon Draisaitl. McDavid has been piling up points consistently and Draisaitl’s scoring touch remains a threat every time he’s on the ice. Ryan Nugent-Hopkins and Zach Hyman also contribute substantial scoring for Edmonton. For Winnipeg, Kyle Connor and Mark Scheifele lead the Jets offensively and have continued to generate chances even during the team’s recent struggles. Gabriel Vilardi can also light up the scoreboard and should be considered by prop bettors as well.

Best Player Props

Betting Trends & H2H

• The Oilers defeated the Jets 6-2 in Edmonton in their first meeting of the season.
• Winnipeg is 18-17 on the puckline so far this season.
• Edmonton is 16-22 in the puckline market this year.

Oilers vs Jets Model Projection

Final Thoughts

Jay Sanin

Jay Sanin is the GM and Head of Sports at ATS.io. He has been writing about sports gambling since 2013, handicapping tens of thousands of sporting events. He plays sides and totals aggressively across most sports and is more selective in player prop markets. He does his own modeling across most sports, and his family is jealous of how much time he spends on his precious spreadsheets.