Top 10 Most Heartbreaking Losses in Philadelphia Sports History

Everything seemed to be set up perfectly for the 2002 Philadelphia Eagles in a poetic fashion. They had a fantastic 12-4 regular season despite young star QB Donovan McNabb being out for six games, and Andy Reid ended up winning Coach of the Year. Their defense was absolutely stacked and was led by the late great Jim Johnson.

Heading into the 2002 NFC Championship Game against the Tampa Bay Buccaneers, there was not much reason to be nervous. Despite their historically ferocious defense, Tampa had a limited offensive attack and notoriously struggled in colder weather. Not only that, but the Eagles had destroyed them in their previous two playoff matchups in 2001 and 2000, as well. It would be the final Eagles game ever played in Veterans Stadium, and the Birds seemed destined to end their tenure with a triumph.

When veteran kick returner Brian Mitchell returned the opening kickoff deep into Tampa territory, everything seemed to be falling into inevitable place. But the Eagles ended up falling behind as the Tampa defense exposed their shortcomings in their passing attack, and they seemed to move the ball with ease against Philadelphia. Into the 4th quarter, down by 10 points and deep into Bucs territory, the Eagles still had a chance to fulfill their supposed destiny and head to the Super Bowl.

Any chance soon evaporated into the arms of cornerback Ronde Barber as he intercepted McNabb and took the ball back 92 yards for a Tampa touchdown. The normally raucous Philadelphia crowd (that included my father and a few of my uncles) was notoriously so quiet that you could hear a pin drop inside the stadium's decaying walls. All of the hope for the season and all of the memories of watching the Eagles play at The Vet had violently and decisively concluded. The Buccaneers went on to destroy the Oakland Raiders in the Super Bowl (a game that the Eagles most likely would have won if they made it), while the Eagles had to wait 15 more years to finally win... more

I love the Phillies. I will always love the Phillies. I will be a fan of theirs until the day I die. But let's be honest here. Historically, as a franchise, they have been complete losers. They have been around ever since the World Series was invented in 1903, and they have only won 2 titles. The Marlins have been around for 26 seasons, have only made the playoffs twice, and they have as many World Series rings as the Phillies. They lead all of professional sports with the most total losses, losing more than 10,000 games in their history.

Out of all the franchise's failures, the most notorious will always be their collapse in the 1964 season, known as the "Phold of '64" - a moment that will live in the zeitgeist of Philadelphia sports fandom forever. The club had a 6 1/2 game division lead with 12 games left to play in the regular season, and a National League pennant seemed certain. However, an unpredictable ten-game losing streak occurred in September as the Phillies ended up relinquishing the pennant to the St. Louis Cardinals.

What compounded this misery was the fact that the Cardinals ended up winning the World Series, and the Phillies (despite their talented core) would not be a contending team until more than a decade into the future. The 1964 Phillies truly set the standard for regular season collapses in Major League Baseball, as this very talented ball club seemingly forgetting how to play baseball in the final few weeks of the season and missing out on a chance to play in the World Series almost feels impossible with 50+ years of hindsight. At least the 2018 and 2019 versions of the club gave their fans a much-needed breather by collapsing in the middle of the season as opposed to the end.

You know how the 2019 Phillies were supposed to blossom into a World Series contender only to once again succumb to the mediocrity that the franchise has been marinating in for the better part of a decade? Well, the exact opposite happened for the 1993 version of the team. Nobody expected this team to be good. They weren't even good after this year and wouldn't make the playoffs again for another 14 years. But in one of the most bizarre and unpredictable one-year wonders in the history of sports, the Phillies absolutely ruled the baseball world in 1993.

Their gritty play and unexplained winning with a ragtag group of likable personalities that included Lenny Dykstra, John Kruk, Darren Daulton, Curt Schilling, Dave Hollins, and Mitch "Wild Thing" Williams captured the city's imagination. It almost seemed like a group of drunken community softball players had gotten together and put on the red pinstripes, but they were somehow inexplicably really, REALLY good.

After a huge upset over the Atlanta Braves in the NLCS, the Phillies made it to the World Series where they faced a juggernaut in the defending champion Toronto Blue Jays. After a hard-fought series, the Phillies found themselves in Canada down in the series 3-2 but up by one in the bottom of the ninth. Finish off the inning scoreless and you get a chance for World Series glory in Game 7.

But Mitch Williams had a serious mountain to climb as he had to face Hall of Famers Ricky Henderson, Paul Molitor, and Silver Slugger Joe Carter. Needless to say, it didn't really work out. Carter blasted a three-run shot over the left field wall, clinching the Blue Jays' second World Series in as many years, and ending the Phillies' Cinderella story. This would not be the final time that a Toronto team would crush the hearts of Philadelphia sports fans en route to championship glory.

Even though we are only one year removed from this game at the time I am writing this, the 2019 76ers season seems like a lifetime ago. Integral pieces such as Jimmy Butler, JJ Redick, and TJ McConnell have moved on as the team is currently floundering and trying to re-find and re-establish an identity. Much of that is due to the overwhelming incompetence of head coach Brett Brown and the beyond questionable knee-jerk decision-making of GM Elton Brand, but I digress.

We're talking about one series and one play that elevated a young but frustrating franchise into championship glory while sinking another franchise into deep pits of despair. While the Sixers certainly appeared to be more talented than the Raptors on paper, Toronto had several key advantages.

One: They had played a full season together and were fully used to playing with one another while the Sixers played with three versions of the same team in one season.

Two: Even with Joel Embiid limited with injuries and sickness, the Raptors had by far the most talented and impactful player for either team in the series in Kawhi Leonard.

Three: Nick Nurse is a much better coach than Brett Brown. Well, then again, who isn't?

Four: The Raptors had home court advantage in game seven.

In a relatively low-scoring and defensive contest that harkened back to some of the tightest and most memorable games in NBA Playoff history, the Raptors had the final possession of the game with the score tied. Kawhi Leonard dribbled to his right, pulled up along the baseline, and fired a rainbow towards the basket. The ball clonked off the rim. I breathed a sigh of relief. The ball clonked off the rim again. I gasped. The ball clonked off the rim again. I knew what was about to happen, but I didn't believe it. The ball went through the hoop. I didn't sleep that night.

The Flyers were at a bit of a crossroads coming into the new millennium. They had a very talented roster but appeared to have already peaked in terms of reaching their full potential as a team. They had reached the Stanley Cup Finals in 1997 only to be swept by a burgeoning empire in the Detroit Red Wings. Polarizing superstar forward Eric Lindros had been stripped of his captaincy by president and GM Bob Clarke and would not play at the beginning of the 2000 Stanley Cup playoffs.

Despite Lindros' absence, the Flyers galvanized themselves in the postseason and went on a run that led them to the Eastern Conference Finals against a very tough and defense-oriented New Jersey Devils team. Up 3-1 in the series, the Flyers appeared to be on their way back to the Cup Finals only to lose the next two games. However, Lindros had returned for Game 6, and Game 7 would be on Philadelphia home ice. The cards seemed to be aligned for a Flyers victory.

Then Scott Stevens did what Scott Stevens does. In the middle of the first period, the veteran, future Hall of Fame defenseman blindsided Lindros in the head with his left shoulder in open ice, sending the concussion-riddled Lindros down to the pond in a heap. Any possible momentum the Flyers might have been carrying heading into the game was stripped away from them as Lindros was helped off the ice. The Devils won the game and the series, coming back from a 3-1 deficit, and would go on to win the Stanley Cup. Lindros would not play another game in a Flyers uniform.

Much like the 1993 Phillies, the 2010 Flyers appeared to be a team of destiny. They had to win in a shootout against the Rangers in the last game of the season in order to make the playoffs, and once they were in, they went on one of the most exciting playoff runs in NHL history. They upset the 2-seeded Devils in the first round, came back from a 3-0 series deficit against the Bruins in the second round by erasing a 3-0 lead in Game 7, and they dispatched a red-hot Canadiens team that was on their own magical ride in the East Finals.

The only team that remained was a young and hungry Blackhawks squad that was looking to deliver the franchise's first Stanley Cup since 1961. After a rough handful of games that involved stellar goals, poor goaltending, big hits, bad blood, and puck stealing, the Flyers found themselves in overtime of Game 6 down in the series 3 games to 2, needing to score to push the series to a Game 7. However, any hope of winning the city's first Cup since 1975 vanished as young star Patrick Kane shot the puck under the legs of goaltender Michael Leighton and into the net.

No one knew what had happened at first, as the puck became invisible to the naked eye. The only one who knew that the puck was buried into the inner folds of the net was Kane as he raced to the other side of the rink in celebration. The Blackhawks would become a dynasty in the 2010s while the Flyers have not even reached the third round of the playoffs since. Hopefully that changes soon with coach Alain Vigneault at the helm and Carter Hart in net.

I consider myself very lucky that I was able to grow up during arguably the greatest era in Phillies' franchise history. The Phillies won the NL East five years in a row from 2007 to 2011 and won a World Series in 2008. Featuring iconic players such as Jimmy Rollins, Chase Utley, Ryan Howard, Cole Hamels, Roy Halladay, Shane Victorino, Carlos Ruiz, Jayson Werth, and Brad Lidge, these teams endeared themselves to Philadelphia with their winning ways and swagger.

The Phillies had just completed a phenomenal season, winning 102 games, the best total in all of baseball. They were heavy World Series favorites and just needed to get past a scrappy and resilient Cardinals team to continue their run towards further October glory. In the deciding Game 5 at Citizens Bank Park, the Phillies' usually stellar bats went uncharacteristically cold at the worst time. Usually, a variety of factors come into play that causes a juggernaut to fall from grace. But in this case, the death of this Phillies team (and in many ways my childhood) occurred with the final at-bat of this 2011 NLDS series against the Cardinals.

Home run slugger Ryan Howard hit a ground ball to second base and was about to run to first base to try to beat the throw until he tore his Achilles tendon. The Cardinals won the series as Howard was in pain on the first baseline. The Phillies have not been back to the playoffs since this game. At least this team was able to win one World Series while they were together.

I'm not sure where this game would normally rank amongst Philadelphia sports fans, but this was truly my first experience of firsthand heartbreak as a Philadelphia sports fan. I'm biased in this situation.

I was 10 years old when this game was played, and I will always remember it as the first time a professional sporting event made me feel truly sick to my stomach. The Eagles had sneaked into the playoffs with a record of 9-6-1 after destroying the Cowboys in the final game of the regular season. They were up against a similarly underwhelming 9-7 playoff team in the Cardinals in the NFC Championship.

I remember for some reason being at a bowling alley during the game, and I also remember Larry Fitzgerald absolutely torching the Eagles defense in ways that I did not believe were humanly possible. The Eagles lost the game, and it would be the fourth NFC Championship that the Eagles would lose during the Andy Reid era.

While the Eagles would have had a very difficult task in playing a very good Steelers team in the Super Bowl had they won the game, that didn't make the experience any less traumatic for me at the time. Welcome to Philly sports fandom, kid.

Whenever you make the Super Bowl, you need to operate under the assumption that you will never make it there again, and you need to make every moment and opportunity count once you are there. After losing three straight NFC Championship Games from 2001 to 2003, the Eagles finally punched their ticket to the big one under Andy Reid in 2004.

The only problem was that they had to play a juggernaut in the New England Patriots who had won 2 of the previous 3 Lombardi Trophies. The Eagles fought valiantly against New England and Terrell Owens pulled out an incredibly gutsy performance with a broken leg, but at the end of the day, the Patriots were just too much for the Eagles.

The game was an absolute heartbreak for Eagles fans who had to watch their team lose in the big game after watching them just miss out on the game in the previous three seasons. Coincidentally, this game is probably one of the least talked-about Super Bowls of all time in my opinion. If the only highlight that people bring up about the game is Donovan McNabb throwing up during it, then most people outside of Philly or New England probably don't care too much about it.

At least the Eagles were able to enact some revenge on Brady, Belichick, and the Patriots in the Super Bowl 13 years later.

A lot of people mention how the late 2000s-early 2010s Phillies are a team that should have won more championships than they did given the talent that was on their roster. I believe that the Julius Erving-era 76ers are an even more blatant example of this.

The 1983 team is a legendary, probably Top 15 team in NBA history, but the team had many more chances to win it all before Moses Malone was the new kid in town. They should have probably beaten the Trail Blazers in the 1977 Finals, they should have had a better time in the 1980 Finals with Kareem Abdul-Jabbar missing time due to injury, and they should have finished off the Celtics when they had the chance in the 1981 Eastern Conference Finals.

Up 3 games to 1 in the series, the Sixers blew their chance to reach another Finals and a potential matchup against a substantially weaker Houston Rockets squad that finished with a losing record in the regular season. This was just a major blown opportunity for the Sixers to win it all. It was very fortunate that their time finally came two years later.