Odds & predictions Upcoming matchups No upcoming game is scheduled. Recent results and the experts who know these teams are below.
Dec 16, 2025 Chicago Blackhawks 2 Toronto Maple Leafs 3 Final Nov 15, 2025 Toronto Maple Leafs 2 Chicago Blackhawks 3 Final Dec 2, 2024 Chicago Blackhawks 1 Toronto Maple Leafs 4 Final Nov 24, 2023 Toronto Maple Leafs 3 Chicago Blackhawks 4 Final/OT Oct 16, 2023 Chicago Blackhawks 4 Toronto Maple Leafs 1 Final Feb 19, 2023 Toronto Maple Leafs 3 Chicago Blackhawks 5 Final Feb 15, 2023 Chicago Blackhawks 2 Toronto Maple Leafs 5 Final Dec 11, 2021 Chicago Blackhawks 4 Toronto Maple Leafs 5 Final Oct 27, 2021 Toronto Maple Leafs 3 Chicago Blackhawks 2 Final/OT Jan 18, 2020 Chicago Blackhawks 6 Toronto Maple Leafs 2 Final Nov 10, 2019 Toronto Maple Leafs 4 Chicago Blackhawks 5 Final Mar 13, 2019 Chicago Blackhawks 5 Toronto Maple Leafs 4 Final Oct 7, 2018 Toronto Maple Leafs 7 Chicago Blackhawks 6 Final Jan 24, 2018 Toronto Maple Leafs 3 Chicago Blackhawks 2 Final Oct 9, 2017 Chicago Blackhawks 3 Toronto Maple Leafs 4 Final Mar 18, 2017 Chicago Blackhawks 2 Toronto Maple Leafs 1 Final Oct 22, 2016 Toronto Maple Leafs 4 Chicago Blackhawks 5 Final Feb 15, 2016 Toronto Maple Leafs 2 Chicago Blackhawks 7 Final Jan 15, 2016 Chicago Blackhawks 4 Toronto Maple Leafs 1 Final Expert grades weight verified head-to-head profit at 75% and profit on other games involving either team at 25%, with a confidence adjustment until ten qualifying picks are recorded.