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             Chicago Cubs Quizzes, Trivia
             Chicago Cubs Quizzes, Trivia

Chicago Cubs Trivia

Chicago Cubs Trivia Quizzes

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This club began in the first organized baseball league in 1871 as the Chicago White Stockings. When the National Association folded in 1875, the franchise joined the new National League in 1876. Come explore this great franchise of Major League Baseball!

Chicago White Stockings 1876-1889
Chicago Colts 1890-1897
Chicago Orphans 1898-1902
Chicago Cubs 1903-


The logos which appear on this page and in each sub-category in MLB Teams are owned by the relevant Major League Baseball entity. They have been down-loaded and reproduced with the kind permission of MLB Pressbox.

45 Chicago Cubs quizzes and 500 Chicago Cubs trivia questions.
1.
A Few Little Cubs
  A Few Little Cubs   great trivia quiz  
Photo Quiz
 10 Qns
A short and sweet little mix about the Chicago Cubs franchise in all multiple choice with pictures for clues if you can understand them. Have fun. :)
Average, 10 Qns, Nightmare, Apr 12 11
Average
Nightmare gold member
1116 plays
2.
  The Chicago Cubs!   top quiz  
Multiple Choice
 10 Qns
All multiple choice about the franchise of the Chicago Cubs. Not a Cubs fan? Np. I hope you find something new. Have fun! :-)
Average, 10 Qns, Nightmare, Jan 16 17
Average
Nightmare gold member
1450 plays
3.
  Cubs Mania    
Multiple Choice
 10 Qns
The Chicago Cubs are my favorite team. How many players of this storied franchise can you name correctly? Take this quiz and find out.
Easier, 10 Qns, KirkFar33, Jun 13 04
Easier
KirkFar33
1251 plays
4.
  The 1989 Chicago Cubs    
Multiple Choice
 10 Qns
Do you remember who played for the 1989 NL East Champions? We're talking about the normal starters.
Easier, 10 Qns, boilerpicc, May 25 09
Easier
boilerpicc
1236 plays
5.
  Multiple Choice Quiz about Chicago Cubs   great trivia quiz  
Multiple Choice
 10 Qns
A basic quiz on the players, teams, and history of the Chicago Cubs.
Average, 10 Qns, yonglo32, May 18 08
Average
yonglo32
980 plays
6.
  Your Chicago Cubs!   popular trivia quiz  
Multiple Choice
 10 Qns
A quiz for all Cubs and baseball fans. Thanks for playing! :-)
Average, 10 Qns, Nightmare, Dec 18 03
Average
Nightmare gold member
1936 plays
7.
  Your Chicago Cubs   great trivia quiz  
Multiple Choice
 10 Qns
Although the Cubs had won only two World Series in their first 100 years of Major League baseball, they did win 10 NL pennants, and have usually been close. What do you remember about the Cubs in the 1970s? I hope that you enjoy it. :-)
Average, 10 Qns, Nightmare, Dec 09 06
Average
Nightmare gold member
725 plays
8.
  10 Questions about Chicago Cubs Trades   popular trivia quiz  
Multiple Choice
 10 Qns
Let's see if you can remember the players that have been traded for or traded away during the years of frustration.
Average, 10 Qns, jarsma63, Sep 28 06
Average
jarsma63
728 plays
9.
  Chicago Cubs in 1984   popular trivia quiz  
Multiple Choice
 10 Qns
One of the Cubs' great teams. Here's a quiz on the players and results from 1984.
Average, 10 Qns, gbvenom, Feb 02 10
Average
gbvenom
942 plays
10.
  Cubs 2004: Games 26-50    
Multiple Choice
 25 Qns
Every game has a story. This quiz follows the second 25 games of the 2004 season for the Chicago Cubs, from May 4 to May 31.
Difficult, 25 Qns, asutbone, Aug 10 07
Difficult
asutbone
650 plays
trivia question Quick Question
Who did the Cubs play in the 1918 World Series?

From Quiz "Cubs in The World Series"




11.
  Chicago Cubs: 2003    
Multiple Choice
 20 Qns
The 2003 season for the Cubs ended in bitter disappointment after leading the NLCS 3-1. They lost the next 3 to lose in 7 games.
Average, 20 Qns, sparky5421, May 25 09
Average
sparky5421
1700 plays
12.
  Chicago Cubs: Lovable Losers    
Multiple Choice
 15 Qns
A quiz about baseball's lovable losers - the Chicago Cubs.
Average, 15 Qns, 81gaucho, Jul 29 04
Average
81gaucho
872 plays
13.
  The 2003 Chicago Cubs    
Multiple Choice
 10 Qns
The Chicago Cubs had a magical 2003 season. Falling short of a World Series appearance, see what you can remember about the 2003 season.
Average, 10 Qns, gerryd, May 25 09
Average
gerryd
2480 plays
14.
  Curse of the Billy Goat   popular trivia quiz  
Multiple Choice
 10 Qns
Test your knowledge about the infamous curse that has tortured Cub souls of all ages.
Tough, 10 Qns, hrssf9866, Jan 27 08
Tough
hrssf9866
506 plays
15.
  The 1969 Chicago Cubs    
Multiple Choice
 15 Qns
The 1969 Chicago Cubs captured the hearts of fans waiting for their first pennant since 1945. The Cubs started strong in April but faded in September. Lets' see what you remember about this great team that almost was.
Tough, 15 Qns, champsx5, May 25 09
Tough
champsx5
604 plays
16.
  The 1984 Cubs    
Multiple Choice
 10 Qns
Long before we had ever heard of Steve Bartman, Cubs' fans had Leon Durham. What do you know of these 1984 Cubs?
Difficult, 10 Qns, chango, May 25 09
Difficult
chango
1012 plays
17.
  Cubs in The World Series    
Multiple Choice
 10 Qns
The Chicago Cubs made 10 World Series appearances in the 20th Century. Do you know who they played?
Average, 10 Qns, gerryd, Jul 14 22
Average
gerryd
Jul 14 22
541 plays
18.
  Cubs 2004: Games 1-25    
Multiple Choice
 25 Qns
Every game has a story. This quiz follows the first 25 games of the 2004 season for the Chicago Cubs, from April 5 to May 3.
Difficult, 25 Qns, asutbone, Jul 29 04
Difficult
asutbone
569 plays
19.
  Wrigley Field    
Multiple Choice
 10 Qns
Here is some trivia about the baseball bark Wrigley Field.
Average, 10 Qns, daisyduke71, Jan 12 17
Average
daisyduke71
3053 plays
20.
  Chicago Cubs Managers    
Multiple Choice
 10 Qns
I know there are many Cub Fans out there. Let's see how much you know about the Cubs' managers.
Average, 10 Qns, gerryd, Jul 24 19
Average
gerryd
Jul 24 19
530 plays
21.
  Chicago Cubs Playoff Seasons    
Multiple Choice
 10 Qns
With the NLCS being introduced in 1969, the Cubs first four playoffs were in 1984, 1989, 1998, and 2003. This quiz is about these four playoff seasons.
Tough, 10 Qns, evenlater, May 02 09
Tough
evenlater
460 plays
22.
  Chicago Cubs Baseball    
Multiple Choice
 10 Qns
A little Cubs history.
Average, 10 Qns, arbogenschutz, May 16 08
Average
arbogenschutz
612 plays
23.
  2007 Chicago Cubs Test Your Knowledge   popular trivia quiz  
Multiple Choice
 10 Qns
A quiz on the 2007 Chicago Cubs and their players.
Average, 10 Qns, JKsport17, Oct 13 08
Average
JKsport17
892 plays
24.
  The Chicago Cubs    
Multiple Choice
 10 Qns
I know that there are many Chicago Cubs fans out there, and i just want to give them a quiz to make sure that they are a true Cubbies fan, or not.
Average, 10 Qns, qwerty3, Feb 14 05
Average
qwerty3
1055 plays
25.
  Cubs Fans Unite    
Multiple Choice
 10 Qns
A quiz for those who fancy themselves to be true aficionados of Cubs baseball
Average, 10 Qns, clarkbk1, Aug 15 06
Average
clarkbk1
1035 plays
26.
  2001 Chicago Cubs    
Multiple Choice
 10 Qns
The 2001 was a disappointing year but do you know them?
Average, 10 Qns, sparky5421, May 25 09
Average
sparky5421
932 plays
27.
  Take this Chicago Cubs Quiz    
Multiple Choice
 15 Qns
This is a quiz of random questions about the Chicago Cubs and the players in its history. I tried to make some of the questions more difficult than others. Hope you enjoy it!
Very Difficult, 15 Qns, jmegin35, May 02 09
Very Difficult
jmegin35
2256 plays
28.
  I Didn't Mean To Do It!    
Multiple Choice
 10 Qns
Cubs fan Steve Bartman never would have thought trying to catch a foul ball could be so life changing. Learn a little more about Bartman and the game that changed his life.
Average, 10 Qns, jbooker8, Oct 18 11
Average
jbooker8 gold member
282 plays
29.
  Cubs Nation    
Multiple Choice
 10 Qns
A quiz about the Chicago Cubs history.
Average, 10 Qns, disneyland50, Jul 01 06
Average
disneyland50
483 plays
30.
  Take this 2007 Chicago Cubs Quiz    
Multiple Choice
 10 Qns
All about the 2007 NL Central champion Chicago Cubs.
Difficult, 10 Qns, bugmenot, Mar 27 08
Difficult
bugmenot
1043 plays
31.
  Chicago Cubs 1998 Playoffs    
Multiple Choice
 10 Qns
How much do you remember about the Cubs wildcard playoff series in 1998 versus Atlanta?
Difficult, 10 Qns, charlie57, May 25 09
Difficult
charlie57
825 plays
32.
  For Cubs Fans    
Multiple Choice
 10 Qns
Here is a fun quiz for you older Cubs fans. You younger players might find it more challenging. Enjoy!
Average, 10 Qns, freudian_1, May 29 06
Average
freudian_1
1234 plays
33.
  The Friendly Confines    
Multiple Choice
 10 Qns
Wrigley Field is one of the most beautiful and historic parks in the world. I hope you enjoy this quiz.
Average, 10 Qns, dabrain30, Aug 20 04
Average
dabrain30
2019 plays
34.
  1908 Cubs    
Multiple Choice
 10 Qns
Here is a quiz comemorating the last World Championship win by the Cubs. Since it was (unfortunately) so long ago, it is challenging. GO CUBS.
Difficult, 10 Qns, cubs1908, May 02 09
Difficult
cubs1908
468 plays
35.
  Remember Your 1984 Cubs?    
Multiple Choice
 5 Qns
I hope you remember this team in 1984.
Average, 5 Qns, daisyduke71, Feb 23 10
Average
daisyduke71
1558 plays
36.
  Cubs Baseball    
Multiple Choice
 5 Qns
I hope you enjoy this Chicago Cubs quiz. Keep watching those Chicago Cubs.
Average, 5 Qns, Daisyduke71, May 29 06
Average
Daisyduke71
2051 plays
37.
  The Cubbies !    
Multiple Choice
 15 Qns
A quiz about the Cubbies!
Average, 15 Qns, Superdawg, May 15 06
Average
Superdawg
1378 plays
38.
  Cubs Stumpers    
Multiple Choice
 10 Qns
Here are a few tidbits for long suffering Cubs' fans.
Difficult, 10 Qns, bcgcolts, May 02 09
Difficult
bcgcolts
713 plays
39.
  Take this Chicago Cubs Trades Quiz    
Multiple Choice
 5 Qns
Cubs quiz about trades in their history.
Easier, 5 Qns, jbhock6, Aug 12 06
Easier
jbhock6
1065 plays
40.
  What do you know about Chicago Cubs?    
Multiple Choice
 15 Qns
A test on your knowledge of Chicago Cub history.
Difficult, 15 Qns, d-brick, May 02 09
Difficult
d-brick
467 plays
41.
  Chicago Cubs in 2003    
Multiple Choice
 10 Qns
This is a quiz about the 2003 Chicago Cubs season. Great Season. Bad ending.
Very Difficult, 10 Qns, Nirvanakosher, May 25 09
Very Difficult
Nirvanakosher
1480 plays
42.
  Cubs League Leaders    
Multiple Choice
 10 Qns
Who was Cub to lead the league in a category?
Difficult, 10 Qns, jakeonu, May 02 09
Difficult
jakeonu
353 plays
43.
  Cubbies    
Multiple Choice
 10 Qns
This is for the devoted Cubs fan as well as a devoted Baseball fanatic. If you are looking for a simple quiz this is not it. Good luck to all.
Difficult, 10 Qns, tcice2k, May 02 09
Difficult
tcice2k
1294 plays
44.
  1998 Chicago Cubs    
Multiple Choice
 5 Qns
Do you remember who played for the Cubs in 1998?
Average, 5 Qns, dbull7, May 25 09
Average
dbull7
1611 plays
45.
  Tough Cubs    
Multiple Choice
 15 Qns
If you get all of these right, you know about every single thing involving the Cubs. This quiz is tough and I think you are going to fail. If you are man enough to take my quiz, take it.
Difficult, 15 Qns, qwerty3, May 02 09
Difficult
qwerty3
757 plays
Related Topics
  Chicago White Sox [Sports] (16 quizzes)

  Chicago Bears [Sports] (15 quizzes)

  Chicago Bulls [Sports] (13 quizzes)

  Chicago [Geography] (7 quizzes)

  Chicago Blackhawks [Sports] (2 quizzes)


Chicago Cubs Trivia Questions

1. On October 14, 2003, the Chicago Cubs played what team during the National League pennant series?

From Quiz
I Didn't Mean To Do It!

Answer: Florida Marlins

The Chicago Cubs faced off with the Florida Marlins for the National League pennant. Chicago defeated the Atlanta Braves previously during the Division Series, while the Florida Marlins defeated the San Francisco Giants.

2. The team that is now known as the Cubs has undergone a great number of name changes. What was the very first name of this old franchise?

From Quiz Chicago Cubs

Answer: Chicago White Stockings

The name White Stockings was a variant of the team name of the most successful baseball franchise at the time, the Cincinnati Red Stockings. The Red Stockings were also the first all-pro team. While many people mistakenly believe that this team became the Cincinnati Reds, the Reds moved to Boston, and became the Boston Red Stockings. The Boston Red Stockings franchise later became the Atlanta Braves.

3. Which Cub was nominated for the Clutch Performer of the Year Award in 2007?

From Quiz Chicago Cubs Baseball

Answer: Aramis Ramirez

Ramirez was a huge part of the reason the Cubs won the NL central in 2007 but unfortunately didn't win the award. Alex Rodriguez of the New York Yankees did win it.

4. What was the name of the cursed goat?

From Quiz Curse of the Billy Goat

Answer: Murphy & Murphey & Sinova & Sinnova

Sianis' goat, Sinova (sometimes known as Murphy), was not allowed entrance to Wrigley Field for game four of the 1945 World Series because "the goat smelled". Therefore, Sianis cursed the Cubs, supposedly keeping them from making it to the World Series since 1945.

5. This Chicago franchise has a storied history. They began in the National Association before the National League even existed. What was the franchise's first team name?

From Quiz The Chicago Cubs!

Answer: White Stockings

The franchise began in 1871 in the National Association as the Chicago White Stockings. The team went defunct after the season, then came back in 1874 and 1875. The NA league folded after the 1875 season. The franchise then joined the new National League in 1876 with the same team name of White Stockings. With player-manager Al Spalding at the helm, the White Stockings won the very first National League pennant over the second place Hartford Dark Blues. There were eight teams in the inaugural National League season. In 1880, this Chicago franchise changed their name to the Colts, but went back to the White Stockings name in 1889. 1890 saw a new name, the Orphans, and that lasted until 1902, when after the season they changed their name to the Cubs.

6. The Cubs began the 1970s decade under the helm of Leo Durocher. They finished second in the NL East to the Pirates by five games. Who was the Cubs' only 20-game winner in 1970?

From Quiz Your Chicago Cubs

Answer: Fergie Jenkins

Jenkins was in his fifth season in Chicago after coming from the Phillies in his second season in the majors in 1966. He had won only two games for Philadelphia. In his first full season with the Cubs, then five more thereafter, Fergie ran off 20+ wins in every season. In 1970, Jenkins went 22-16 with 274 strikeouts to finish third in the Cy Young voting. Fergie would go on to win the Cy Young in 1971 over Tom Seaver of the Mets, and Al Downing of the Dodgers. With the Texas Rangers in 1974, Jenkins was also the Cy Young runner-up to the great Jim 'Catfish' Hunter of the Oakland Athletics.

7. Who was the power hitting outfielder turned first baseman that the Cubs traded in 1988 for Mitch Williams?

From Quiz Chicago Cubs Trades

Answer: Rafael Palmiero

This was a nine player deal. The Cubs needed a closer, and it did win a division. The Cubs were not convinced Palmiero would hit for power. In this case, they were dead wrong.

8. In 2006, what was the name of Wrigley Field's Bleachers?

From Quiz Cubs Nation

Answer: Bud Light Bleachers

They got that name after 2006 renovation of the bleachers, sponsored by Budweiser.

9. The Chicago Cubs won 14 of their first 15 games in '69 including a dramatic opening day extra-inning victory over Phillies 7-6. Which Cub hit the game winning home run.

From Quiz The 1969 Chicago Cubs

Answer: Willie Smith

The Phillies actually hit the go-ahead run in the top of the eleventh inning when Don Money doubled, driving in Johnny Callison. With a runner on and the Phillies leading 6-5 in the bottom of the eleventh, Willie Smith hit the ball over the 368 marker in right-centerfield giving the Cubs a 7-6 Opening Day victory.

10. How many National League pennants did the Cubs win from 1902-1920?

From Quiz Chicago Cubs

Answer: 5

They won three in a row from 1906-1908, winning two World Series(1907-08), then in 1910 and 1918.

11. What pitcher had the most wins?

From Quiz Chicago Cubs in 1984

Answer: Rick Sutcliffe

Rick Sutcliffe ended up with a 16-1 record to lead the Cubs. He also won the Cy Young award in 1984.

12. Which great player played third for the Dodgers before he came to the Cubs?

From Quiz Cubs Mania

Answer: Ron Cey

Ron Cey was affectionately known as "The Penguin." He was drafted by the Los Angeles Dodgers in the 3rd round of the 1968 amateur draft. Ron Cey played for the Los Angeles Dodgers from 1971-1982 before coming to the Chicago Cubs. He played for the Cubbies from 1983-1986. Ron Cey had 25 home runs and 97 RBI's in 1984 with Chicago.

13. Who was the first baseman?

From Quiz The 1989 Chicago Cubs

Answer: Mark Grace

It was his second of 13 seasons with the Cubs, during which he won 4 Gold Gloves and was a 3 time All-Star.

14. Who did the Cubs play in the 1906 World Series?

From Quiz Cubs in The World Series

Answer: Chicago White Sox

The Cubs played the White Sox and lost the World Series 4 games to 2.

15. Who was the manager of the Cubs in 1945?

From Quiz Chicago Cubs Managers

Answer: Charlie Grimm

The Cubs were in the World Series in 1945. They lost to the Detriot Tigers. Charlie Grimm was their manager. Charlie Grimm managed the Cubs from 1932-1938, 1944-1949, and 1960.

16. Whom did the Cubs trade to the Phillies in 1982, to obtain future Hall of Fame 2nd baseman Ryne Sandberg?

From Quiz Chicago Cubs: Lovable Losers

Answer: Ivan DeJesus

The Cubs also got shortstop Larry Bowa in the deal. Sandberg was the National League MVP in 1984, and helped lead the Cubs to division titles in 1984 & 1989.

17. Sammy Sosa was originally a Ranger, then traded to what team, who then traded Sosa to the Cubs?

From Quiz Chicago Cubs Trades

Answer: White Sox

He was traded for George Bell.

18. Wrigley Field was opened in what year?

From Quiz The Friendly Confines

Answer: 1914

The park opened on April 23, 1914.

19. Who was the first manager to win the World Series for the Cubs?

From Quiz Tough Cubs

Answer: Frank Chance

The year was 1907. The opponent that World Series that year was the Detriot Tigers. Their record is 107-45 that year.

20. What Chicago Cub former player is known as "Mr. Cub"?

From Quiz The Chicago Cubs

Answer: Ernie Banks

Ernie Banks hit more homeruns than anyone in the majors during 1955 to 1960, including Mickey Mantle, Henry Aaron, and Willie Mays, which was 248 homeruns in that time period.

21. What were the Cubs called before they became the Cubs in 1903?

From Quiz Your Chicago Cubs!

Answer: Orphans

The Orphans (1898-1902), was the third name in the team's franchise history. They began it all in 1876 as the White Stockings until 1889, when they became the Colts until 1897. The Orphans were managed by Tom Burns, and played at West Side Park II.

22. Who played 1st base in 1998?

From Quiz 1998 Chicago Cubs

Answer: Mark Grace

Mark was traded to the Diamondbacks for the 2001 season.

23. Strain your brain, what was the Cubs' final record in 1984?

From Quiz Cubs Stumpers

Answer: 96-65

Due to a late season rain-out, the Cubs only played 161 games in 1984.

24. In 1989, Jerome Walton won Rookie of the Year for his contribution to the Cubs' division winning club. Who finished second in the voting that year?

From Quiz Cubs Fans Unite

Answer: Dwight Smith

Dwight was an invaluable pinch hitter off a very flexible cub bench.

25. Who were the 'daily double'?

From Quiz Remember Your 1984 Cubs?

Answer: Bob Dernierand Ryne Sandberg

They were so named by Harry Carey.

26. What was Cubs great Ryne Sandberg's original position with the team?

From Quiz For Cubs Fans

Answer: third base

The Cubs thought the 'kid' did not have enough power to play third and moved him to second where he set the recored for most home runs by a second baseman.

27. Name the player who wore number 14 for the Cubs?

From Quiz Cubs Baseball

Answer: Ernie Banks

28. Who was the Cubs hit leader in the 1920's?

From Quiz Cubbies

Answer: Sparky Adams

29. Which player has played the most career games at shortstop for the Cubs?

From Quiz Chicago Cubs

Answer: Don Kessinger

Ernie Banks played more games at first than at short.

30. Who was the last pitcher to pitch a perfect game against the Cubs?

From Quiz The Cubbies !

Answer: Sandy Koufax

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Last Updated Jun 08 2024 5:44 AM
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