50 free Philadelphia Sports trivia questions with answers — sports quiz, new questions added Aug 2026.
This Philadelphia sports trivia quiz crosses every team and era: the Phillies' 10,000th loss and two World Series titles, the Eagles' shutout back-to-back championships and the Philly Special, the Broad Street Bullies beating the Red Army, the 76ers' 68-13 season, the Union's Sons of Ben, and the departed Athletics, Warriors, Frankford Yellow Jackets and Philadelphia Quakers. College hoops gets its due too, with the Big 5, the Palestra, Villanova's perfect game and La Salle's 1954 title. Then there is everything that makes Philly Philly: the 1968 snowballs at Santa, Eagles Court at the Vet, the Curse of Billy Penn, Kate Smith, the Phanatic and Gritty, Wing Bowl, the Penn Relays, Boathouse Row, Joe Frazier, the Rocky Steps and the year all four teams reached their finals. Questions range from ones any local can answer to details for the true stat heads. Every answer was checked against Wikipedia's articles on the city's teams, venues and events, and each question quotes the sentence that supports it.
30 of 50 questions with answers and explanations. Play the quiz
Q 01In which year did all four of Philadelphia's major teams play for their league championship?
1980
Only the Phillies won; the Eagles lost Super Bowl XV to Oakland, and the Flyers and 76ers both lost their finals too.
Q 02Founded in 1883, the Phillies hold what distinction in American pro sports?
Oldest continuous one-name, one-city franchise
They are also, per the Elias Sports Bureau, the losingest franchise in pro sports.
Q 03In 2007 the Phillies became the first franchise in any pro sport to reach which unwanted milestone?
10,000 losses
They then won the World Series the very next year, ending the Curse of Billy Penn.
Q 04Whom did the Phillies beat to win their first World Series in 1980?
Kansas City Royals
Mike Schmidt and Steve Carlton led six playoff trips in eight years; the second title came in 2008 over Tampa Bay.
Q 05The 1950 'Whiz Kids', led by pitcher Robin Roberts, were swept in the World Series by which team?
New York Yankees
Between 1918 and 1948 the franchise had managed just one winning season.
Q 06How many World Series did the Philadelphia Athletics win before moving to Kansas City?
Five
Connie Mack's A's won in 1910, 1911, 1913, 1929 and 1930 and played at Shibe Park, the majors' first concrete-and-steel ballpark.
Q 07Which team did the Eagles temporarily merge with in 1943 because of wartime player shortages?
Pittsburgh Steelers
The combined 'Steagles' went 5-4-1; the Steelers merged with the Cardinals the following year.
Q 08The 1948 and 1949 Eagles remain the only NFL team to win back-to-back championships how?
By shutout
Steve Van Buren, Chuck Bednarik and Pete Pihos from that era all made the NFL's 75th Anniversary team.
Q 09The 1960 champion Eagles were the only team ever to beat which coach in a playoff game?
Vince Lombardi
Lombardi's Packers won the next two NFL titles and the first two Super Bowls.
Q 10Whom did the Eagles beat in Super Bowl LII to win their first Super Bowl?
New England Patriots
Doug Pederson's team won 41-33 in Minneapolis in February 2018; the second title came over the Chiefs in Super Bowl LIX.
Q 11In the 'Philly Special' trick play in Super Bowl LII, who caught the touchdown pass?
Nick Foles
Kelce snapped to Clement, who pitched to Burton, who threw to the quarterback: the first player ever to throw and catch a touchdown in a Super Bowl.
Q 12The Eagles' February 2025 Super Bowl win ended Philadelphia's run of title-game defeats in what kind of year?
Inauguration years
The city's teams had gone 0-8 in such games from 1977 to 2021.
Q 13Which Philadelphia team won the 1926 NFL championship?
Frankford Yellow Jackets
That same year the AFL's Philadelphia Quakers won their league too, giving the city two football titles; both the AFL and the Quakers folded after one season.
Q 21The 76ers began in 1946 as the Syracuse Nationals in which league, before the 1949 merger created the NBA?
National Basketball League
They were the Syracuse Nationals then, and won their first title in 1955 before moving to Philadelphia in 1963.
Q 22How many games did the 1966-67 76ers win, a record at the time, on the way to the title?
68
They were the only team besides Boston to win an NBA championship in the 1960s.
Q 23Which NBA franchise played in Philadelphia from 1946 to 1962 before moving to San Francisco?
The Warriors
They won the first BAA title in 1947 and again in 1956, and Wilt Chamberlain scored his 100 points wearing their uniform.
Q 14The Philadelphia Stars won the 1984 championship of which spring football league?
USFL
Jim Mora coached them at Veterans Stadium before the franchise moved to Baltimore for the league's last season.
Q 15In which years did the Flyers win their two Stanley Cups?
1974 and 1975
They were the first non-Original Six team to lift the Cup since the Montreal Maroons in 1935.
Q 16Which Flyers enforcer set the NHL record for penalty minutes in a season with 472?
Dave Schultz
He set it in 1974-75 and was traded to Los Angeles before the 1976-77 season as the Bullies era wound down.
Q 17Which team left the ice at the Spectrum in 1976 in protest at the Flyers' rough play?
The Soviet Central Red Army
They came back after being warned they would forfeit their pay for the whole Super Series tour; the Flyers won 4-1.
Q 18Which singer's recording of 'God Bless America' became a Flyers good-luck tradition starting in 1969?
Kate Smith
The team seemed to win more often when it replaced the national anthem, so it was saved for big games.
Q 19What is the name of the furry orange, googly-eyed mascot the Flyers unveiled in 2018?
Gritty
His official biography says arena construction disturbed his secret hideout; he became an internet celebrity within months.
Q 20The Phillie Phanatic made its debut in 1978 at the Vet against which team?
Chicago Cubs
Owner Bill Giles later called paying $3,900 for just the costume instead of $5,200 for costume plus copyright the worst decision of his life.
Q 24Which supporters group is credited with helping bring the Philadelphia Union to MLS in 2010?
Sons of Ben
They formed in 2007 to prove a fan base existed; the club plays at Subaru Park in Chester.
Q 25What was the Union's first major trophy, won in 2020?
The Supporters' Shield
They lost the 2022 MLS Cup on penalties to LAFC after a 3-3 draw and have lost three U.S. Open Cup finals.
Q 26The Philadelphia Atoms won the 1973 championship in their first season in which competition?
North American Soccer League
Their goalkeeper Bob Rigby became the first soccer player on the cover of Sports Illustrated.
Q 27Which of these schools was added to the Big 5 college basketball rivalry in 2023?
Drexel
La Salle, Penn, Saint Joseph's, Temple and Villanova had played a round-robin city series since 1956.
Q 28What nickname does Penn's home gymnasium, the Palestra, carry?
The Cathedral of College Basketball
For many years every Big 5 game was played there.
Q 29Which Big 5 school won the 1954 NCAA men's basketball championship?
La Salle
Villanova has the city's other three titles: 1985, 2016 and 2018.
Q 30Villanova's 1985 'Perfect Game' against Georgetown saw the Wildcats shoot what percentage from the field?
78.6%
As an 8 seed they remain the lowest seed ever to win it all; they went 9 for 10 in the second half.