Best Stanley Cup Finals Series of All Time
This article ranks the most memorable Stanley Cup Finals based on drama, stakes, storylines, and on-ice quality. From Mark Messier ending the Rangers' drought to Ray Bourque finally lifting the Cup, these series represent hockey's greatest championship moments. The best Finals combine elite play with emotional storylines that transcend the sport.

How Finals Are Ranked
Criteria for greatest championship series:
Drama Factors:
- Number of Game 7s and overtime games
- Lead changes and comeback victories
- Series momentum swings
Star Power:
- Hall of Famers involved
- Marquee matchups
- Elite goaltending duels
Historical Stakes:
- Ending long droughts
- Dynasty implications
- Legendary players seeking first or last Cup
Cultural Impact:
- Iconic images and moments
- Long-term narrative weight
- Fan and media reaction
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#1: 1994 Rangers vs. Canucks
Mark Messier ends 54-year drought:
Series Result: Rangers win 4-3
Why It's #1:
1. Drought Narrative: Rangers hadn't won since 1940 (54 years). New York City desperate for championship.
2. Game 7 at MSG: Winner-take-all at Madison Square Garden created electric atmosphere.
3. Mark Messier's Leadership: Captain guaranteed Game 6 victory, then delivered hat trick.
4. Vancouver's Fight: Pavel Bure and Trevor Linden became legends despite losing.
5. Cultural Impact: "Now I can die in peace" became rallying cry for Rangers fans.
Conn Smythe: Brian Leetch
This series represents perfect blend of individual heroics, team drought, and Game 7 drama.
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#2: 2001 Avalanche vs. Devils
Ray Bourque's emotional finale:
Series Result: Avalanche win 4-3
Why It's Elite:
1. Ray Bourque's Quest: Legendary defenseman in final season seeking first Cup after 22 years.
2. Goalie Duel: Patrick Roy vs. Martin Brodeur, two all-time greats in nets.
3. Game 7 in Denver: Winner-take-all with Bourque storyline at peak.
4. Emotional Payoff: Joe Sakic immediately hands Cup to Bourque for first lift.
5. Elite Teams: Two legitimate championship contenders, high-quality hockey.
Conn Smythe: Patrick Roy
Bourque's 22-year wait created narrative that transcended hockey.
#3: 2011 Bruins vs. Canucks
Physical, controversial, unforgettable:
Series Result: Bruins win 4-3
Why It's Memorable:
1. Physical Play: Nasty, violent series with big hits and fights.
2. Goalie Battle: Tim Thomas vs. Roberto Luongo created compelling matchup.
3. Series Swings: Multiple blowouts and overtime games created drama.
4. Vancouver Riots: Post-Game 7 riots added controversial element.
5. Tim Thomas's Dominance: .967 save percentage in series, Conn Smythe performance.
Conn Smythe: Tim Thomas
Highly polarizing series that remains debated today.
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#4: 1987 Oilers vs. Flyers
Seven-game classic at dynasty peak:
Series Result: Oilers win 4-3
Why It's Great:
1. Seven Games: Series went distance with Edmonton dynasty on line.
2. Ron Hextall's Heroics: Flyers goalie nearly won Cup despite losing, Conn Smythe in defeat.
3. Peak Gretzky/Messier: Edmonton's stars at absolute peak competing with determined opponent.
4. Enormous Tension: Every game felt pivotal with both teams capable of winning.
5. Quality Hockey: Elite offensive and defensive play throughout.
Conn Smythe: Ron Hextall (despite losing)
Hextall's Conn Smythe in defeat shows how dominant he was.
#5: 2013 Blackhawks vs. Bruins
17-second comeback defines series:
Series Result: Blackhawks win 4-2
Why It's Legendary:
1. Game 6 Comeback: Chicago scored two goals in 17 seconds late in third period, won in overtime.
2. Elite Teams: Two legitimate championship contenders with star power.
3. Multiple Overtime Games: Several games went to OT, creating maximum drama.
4. All-Time Finish: 17-second comeback is one of greatest comebacks in sports history.
5. Star Performances: Patrick Kane, Jonathan Toews, Patrice Bergeron all elite.
Conn Smythe: Patrick Kane
Game 6's 17-second comeback ensures this series is never forgotten.
Read more: Best Canadian NHL Players of All Time (By Era)
#6: 2019 Blues vs. Bruins
From last place to champions:
Series Result: Blues win 4-3
Why It Matters:
1. Worst-to-First: St. Louis in last place in January, Cup champions in June.
2. Franchise First: First Stanley Cup in Blues' 52-year history.
3. Jordan Binnington: Rookie goalie's breakout playoff performance.
4. Game 7 in Boston: Blues won on road in winner-take-all.
5. Ryan O'Reilly: Conn Smythe performance throughout playoffs.
Conn Smythe: Ryan O'Reilly
Ultimate underdog story in modern NHL.
#7: 1970 Bruins vs. Blues
Bobby Orr's flying goal:
Series Result: Bruins win 4-0
Why It's Iconic:
1. Bobby Orr's Goal: Game 4 overtime winner captured in iconic flying photo.
2. Orr's Dominance: Revolutionary defenseman at peak leading Boston to Cup.
3. First Cup Since 1941: Ended 29-year drought for Bruins.
4. Cultural Impact: Orr's flying photo became one of most famous sports images ever.
Conn Smythe: Bobby Orr
Short series but iconic moment defines it.
#8: 1954 Red Wings vs. Canadiens
Early dynasty clash:
Series Result: Red Wings win 4-3
Why It's Historic:
1. Game 7 Overtime: Winner-take-all went to OT, maximum drama.
2. Dynasty Stakes: Detroit vs. Montreal set tone for decade of battles.
3. Elite Goaltending: Terry Sawchuk vs. Jacques Plante showcased position.
4. Rocket Richard: Maurice Richard's legendary status enhanced despite loss.
This series established Red Wings-Canadiens rivalry.
Read more: Hart Trophy: What It Is & Every Winner
#9: 1982 Islanders vs. Canucks
Dynasty at peak:
Series Result: Islanders win 4-0
Why It Matters:
1. Islanders' Third Cup: Midpoint of four consecutive championships.
2. Vancouver's First Finals: Canucks reached first Finals in franchise history.
3. Dynasty Dominance: Islanders at absolute peak, overwhelming opponent.
4. Mike Bossy: Goal-scoring legend dominated series.
Short series but showcased dynasty at height.
#10: 2009 Penguins vs. Red Wings
Crosby's first Cup:
Series Result: Penguins win 4-3
Why It's Important:
1. Crosby Wins First Cup: Sidney Crosby captured first championship at 21.
2. Rematch of 2008 Finals: Pittsburgh avenged previous year's loss to Detroit.
3. Game 7: Winner-take-all created maximum drama.
4. Generational Talent: Crosby, Malkin established themselves as elite.
Conn Smythe: Evgeni Malkin
Crosby's first Cup established him as elite playoff performer.
Honorable Mentions
Other memorable Finals:
- 1972 Bruins vs. Rangers: Orr vs. Brad Park, elite defensive matchup.
- 2018 Capitals vs. Golden Knights: Ovechkin finally wins Cup, Vegas's expansion magic ends.
- 2022 Avalanche vs. Lightning: Colorado ended Tampa's three-peat bid.
Read more: Conn Smythe Trophy: What It Is & Every Winner
The Verdict
The 1994 Rangers-Canucks series represents the perfect Finals: 54-year drought, Mark Messier's guarantee, Game 7 at MSG, and cultural impact that transcended hockey. Ray Bourque's 2001 emotional Cup win and the 2011 Bruins-Canucks physical battle round out the top three.
Modern candidates like 2022 Colorado-Tampa and 2024 Florida's first Cup may enter all-time conversation as time passes and nostalgia builds.
The best Finals combine elite play with emotional storylines, creating moments that define careers and franchises.
Read more: NHL Betting: The Ultimate Guide for the 2025/2026 Hockey Season
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