Chicago Cubs Trivia
Chicago Cubs trivia taps into the long history of a Major League Baseball team that has represented Chicago in the National League since the 19th century. From iconic moments at Wrigley Field to the franchiseās distinctive culture, it offers plenty for casual fans and devoted baseball followers alike.

Easy Chicago Cubs Trivia
13 questions
These easy Chicago Cubs trivia questions are great for beginners and kids around age 12 and under.
Question 1
In what city and state are the Chicago Cubs based?
Answer: Chicago, Illinois
The Chicago Cubs are based in Chicago, Illinois.
Question 2
The Chicago Cubs play in which sports league?
- A.NBA
- B.WNBA
- C.NFL
- D.MLB
Answer: Major League Baseball
The Cubs play in Major League Baseball.
Question 3
The Cubs are a team in which league of baseball?
Answer: National League
The team is a member of the National League.
Question 4
Which division do the Cubs compete in?
- A.National League West Division
- B.NL Central
- C.National League East Division
- D.American League Central Division
Answer: National League Central Division
The Cubs compete in the National League Central Division.
Question 5
What is the name of the Cubs' home ballpark?
Answer: Wrigley Field
The Cubs play their home games at Wrigley Field.
Question 6
Wrigley Field sits on which side of Chicago?
- A.North Side
- B.The South Side
- C.The West Side
- D.The East Side
Answer: The North Side
Wrigley Field is located on the North Side of Chicago.
Question 7
In what year was the Cubs franchise established?
Answer: 1876
The Cubs franchise was established in 1876.
Question 8
What year did the Cubs win the World Series most recently in this fact set?
Answer: 2016
The team won the 2016 World Series.
Question 9
Which team did the Cubs defeat in the 2016 World Series?
- A.The Boston Red Sox
- B.The Houston Astros
- C.The Los Angeles Dodgers
- D.Cleveland Indians
Answer: The Cleveland Indians
The Cubs defeated the Cleveland Indians in the 2016 World Series.
Question 10
How many World Series titles have the Cubs won?
Answer: Three World Series titles
The Cubs have won three World Series titles.
Question 11
Which Cubs great is one of the most famous players in team history?
Answer: Ernie Banks
Ernie Banks is one of the most famous players in Cubs history.
Question 12
Which former Cubs star played second base for the team?
Answer: Ryne Sandberg
Ryne Sandberg played second base for the Cubs.
Question 13
How many home runs did Sammy Sosa hit for the Cubs in 1998?
Answer: 66 home runs
Sammy Sosa hit 66 home runs for the Cubs in 1998.
Chicago Cubs Family Trivia
11 questions
These family Chicago Cubs trivia questions are built for mixed-age game nights, classrooms, and groups.
Question 1
What is the name of the Chicago Cubs' live bear cub mascot?
Answer: Clark the Cub
The Cubs' live bear cub mascot is named Clark the Cub.
Question 2
In what year was Clark the Cub introduced?
Answer: 2014
Clark the Cub was introduced in 2014.
Question 3
After a Cubs home win, what song do fans often sing?
Answer: Go, Cubs, Go
The Cubs sing "Go, Cubs, Go" after home wins.
Question 4
During the seventh-inning stretch at Wrigley Field, which classic baseball song is traditionally sung?
- A.Take Me Out to the Ball Game
- B.Go, Cubs, Go
- C.The Star-Spangled Banner
- D.Centerfield
Answer: Take Me Out to the Ball Game
"Take Me Out to the Ball Game" is traditionally sung at Wrigley Field during the seventh-inning stretch.
Question 5
Wrigley Field first opened in which year?
Answer: 1914
Wrigley Field opened in 1914.
Question 6
The ivy on Wrigley Field's outfield walls was planted in what year?
Answer: 1937
The ivy on Wrigley Field's outfield walls was planted in 1937.
Question 7
What nickname is often used for Wrigley Field?
Answer: the Friendly Confines
Wrigley Field is nicknamed the Friendly Confines.
Question 8
What is the name of the Cubs' spring training home in Arizona?
Answer: Sloan Park
The Cubs' spring training home is Sloan Park in Mesa, Arizona.
Question 9
In which Arizona city do the Cubs hold spring training?
Answer: Mesa, Arizona
The Cubs hold spring training in Mesa, Arizona.
Question 10
Which design stands out on the Cubs' team logo?
Answer: a red "C"
The Cubs' team logo prominently features a red "C.".
Question 11
What old-school feature is Wrigley Field especially famous for in center field?
Answer: a hand-operated scoreboard
Wrigley Field is famous for its hand-operated center-field scoreboard.
Fun Chicago Cubs Trivia
13 questions
These fun Chicago Cubs trivia questions highlight surprising moments and playful facts for game-night groups.
Question 1
How many games did the Cubs win in their powerhouse 1906 season?
- A.116 games
- B.106
- C.112
- D.120
Answer: 116 games
The 1906 Cubs piled up 116 wins, one of the most eye-popping totals in baseball history.
Question 2
The 1906 Cubs played baseball at a clip so rude it produced what winning percentage?
- A..736
- B..783
- C..763 winning percentage
- D..703
Answer: .763 winning percentage
That 1906 club finished with a .763 winning percentage.
Question 3
In what year did the Cubs begin their back-to-back World Series championships?
Answer: 1907
The Cubs won consecutive World Series titles in 1907 and 1908, so the streak began in 1907.
Question 4
The Cubs' 2016 championship finally ended a World Series drought lasting how many years?
- A.88 years
- B.100 years
- C.110 years
- D.108 years
Answer: 108 years
Their 2016 title famously snapped a 108-year World Series drought.
Question 5
Game 7 of the 2016 World Series refused to be normal. How many innings did it last?
- A.9 innings
- B.11 innings
- C.12 innings
- D.10 innings
Answer: 10 innings
The deciding Game 7 went 10 innings before the Cubs won it all.
Question 6
Which Cub was named MVP of the 2016 World Series?
- A.Ben Zobrist
- B.Kris Bryant
- C.Anthony Rizzo
- D.Jon Lester
Answer: Ben Zobrist
Ben Zobrist earned 2016 World Series MVP honors.
Question 7
Who handled the final out in Game 7 of the 2016 World Series?
- A.Addison Russell
- B.Ben Zobrist
- C.Kris Bryant
- D.Anthony Rizzo
Answer: Kris Bryant
Kris Bryant fielded the final out and completed the Cubs' championship-clinching play in Game 7. The anchor is the title-ending final out, not the earlier extra-inning hit.
Question 8
On the 2016 championship team, who was stationed at first base for the Cubs?
Answer: Anthony Rizzo
Anthony Rizzo played first base for the 2016 title-winning Cubs.
Question 9
Which year did Jake Arrieta win the NL Cy Young with the Cubs?
- A.2016
- B.2017
- C.2015
- D.2014
Answer: 2015
Arrieta won the National League Cy Young Award in 2015 while pitching for Chicago. That Cubs season is the anchor fact.
Question 10
Behind the plate in the 2016 World Series, who was the Cubs' starting catcher?
Answer: Willson Contreras
Willson Contreras was the Cubs' starting catcher in the 2016 World Series.
Question 11
Which veteran Cub launched a home run in the final game of his career during Game 7 of the 2016 World Series?
Answer: David Ross
David Ross homered in Game 7, which was the final game of his career.
Question 12
Who tied Game 7 with an eighth-inning homer against the Cubs?
- A.Kris Bryant
- B.Rajai Davis
- C.David Ross
- D.Ben Zobrist
Answer: Rajai Davis
Rajai Davis hit the game-tying home run in the eighth inning of the 2016 World Series Game 7. That swing set up the tense late-game finish against Chicago.
Question 13
In the 2016 NLCS, which Cubs catcher delivered a grand slam?
Answer: Miguel Montero
Miguel Montero hit a grand slam for the Cubs in the 2016 NLCS.
Funny Chicago Cubs Trivia
13 questions
These funny Chicago Cubs trivia questions highlight playful moments, odd facts, and inside jokes.
Question 1
What year kicked off the Cubs' legendary 'Curse of the Billy Goat' saga, as if baseball needed more drama?
Answer: 1945
The famous Billy Goat curse story dates to the 1945 World Series.
Question 2
Which tavern owner became the human face of the Cubs' most famous goat-related headache?
Answer: William Sianis
Billy Goat Tavern owner William Sianis is the central figure in the Cubs' famous curse story.
Question 3
In the curse tale, what was the goat actually named?
- A.Billy
- B.Wrigley
- C.Shea
- D.Murphy
Answer: Murphy
The goat in the Cubs curse story was named Murphy.
Question 4
Who gave Cubs fans the cheerful exclamation 'Hey Hey!' long before social media could ruin it?
Answer: Jack Brickhouse
Broadcaster Jack Brickhouse popularized the phrase 'Hey Hey!' with Cubs fans.
Question 5
Which Cubs broadcaster made 'Holy Cow!' his signature catchphrase?
- A.Pat Hughes
- B.Harry Caray
- C.Jack Brickhouse
- D.Ron Santo
Answer: Harry Caray
Harry Caray was the Cubs broadcaster famous for shouting 'Holy Cow!' during broadcasts. He became one of the most recognizable voices associated with Chicago Cubs lore.
Question 6
Finish Ernie Banks's famously optimistic invitation to overachievers: 'Let's play _____!'?
Answer: Let's play two!
Ernie Banks's signature phrase was 'Let's play two!'.
Question 7
Before Wrigley Field became Wrigley Field, what was its original name?
- A.Weeghman Park
- B.Cubs Park
- C.Shea Stadium
- D.Murphy Park
Answer: Weeghman Park
The Cubs' ballpark was originally named Weeghman Park.
Question 8
What was Wrigley Field called in its in-between era, before the Wrigley family name took over the marquee?
Answer: Cubs Park
Wrigley Field was called Cubs Park before it was renamed for the Wrigley family.
Question 9
The family name on Wrigley Field came from what sweet-smelling business?
- A.chewing gum
- B.Hot dogs
- C.Popcorn
- D.Root beer
Answer: Chewing gum
The Wrigley family made chewing gum, which gave the Cubs' park its famous name.
Question 10
Which Cubs moment featured David Bote's walk-off grand slam in 2018?
- A.Aroldis Chapman
- B.David Bote
- C.Ben Zobrist
- D.Jake Arrieta
Answer: David Bote
David Bote delivered the two-out, two-strike walk-off grand slam against Washington in 2018, a signature Cubs clutch moment.
Question 11
During the 1969 pennant race, what animal wandered into Cubs lore by crossing in front of the dugout like it owned the place?
- A.A raccoon
- B.A pigeon
- C.black cat
- D.A goat
Answer: A black cat
A black cat crossing in front of the Cubs' dugout became a famous omen during the 1969 pennant race.
Question 12
At which ballpark did the infamous black cat make its dramatic guest appearance against the Cubs in 1969?
Answer: Shea Stadium
The black cat incident happened at Shea Stadium against the Mets.
Question 13
Which fan became permanently attached to one foul ball and an avalanche of Cubs history in 2003?
Answer: Steve Bartman
Steve Bartman reached for a foul ball in a 2003 NLCS game at Wrigley Field.
Hard Chicago Cubs Trivia
8 questions
These hard Chicago Cubs trivia questions are for expert fans who want a real challenge.
Question 1
Who anchored the early Chicago White Stockings before the Cubs name?
- A.Kiki Cuyler
- B.Mordecai Brown
- C.Hack Wilson
- D.Cap Anson
Answer: Cap Anson
Cap Anson was the standout star and long-time anchor of the early White Stockings, the franchise before the Cubs name became official.
Question 2
Who managed Chicago during both of its back-to-back championship seasons in 1907 and 1908?
Answer: Frank Chance managed the Cubs during their 1907 and 1908 championship seasons.
Frank Chance was the manager for both title-winning seasons in 1907 and 1908.
Question 3
Which famed Cubs trio completed the dead-ball era infield remembered in baseball lore?
Answer: Tinker, Evers, and Chance were the key infielders.
The infield trio Tinker, Evers, and Chance became one of the most famous combinations in Cubs history.
Question 4
In the Cubs' dominant 1906 season, which pitcher won 26 games despite the nickname that suggested missing digits?
Answer: Mordecai "Three Finger" Brown won 26 games for the Cubs in 1906.
Mordecai Brown, nicknamed "Three Finger," was a 26-game winner for the 1906 Cubs.
Question 5
What is the nickname of Gabby Hartnett's famous 1938 home run?
Answer: It was the "Homer in the Gloamin'."
Hartnett's iconic 1938 blast is remembered is the "Homer in the Gloamin'.".
Question 6
Who managed the Cubs when they returned to the postseason in 1989?
- A.Lou Piniella
- B.Jim Frey
- C.Don Zimmer
- D.Joe Maddon
Answer: Don Zimmer
Don Zimmer was Chicagoās manager in 1989, when the Cubs returned to the postseason. The clue points to the clubās late-1980s comeback season.
Question 7
When was Wrigley Fieldās first official night game completed?
- A.July 4, 1984
- B.April 20, 1990
- C.September 18, 1986
- D.August 9, 1988
Answer: August 9, 1988
Wrigley Fieldās first official night game was completed on August 9, 1988, a milestone moment in Cubs history.
Question 8
Which Cub owns the franchise's career hits lead since 1900?
Answer: Mark Grace is the Cubs' career leader in hits since 1900.
Among Cubs players since 1900, Mark Grace holds the club's career hits lead.
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