35 Chicago Trivia Questions and Answers

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Round 1: Easy Chicago Trivia Questions

1. In which US state is Chicago located?
2. Which system of rivers and canals runs through Chicago?
3. What is the nickname of Chicago?
4. Which lake is Chicago by?
5. What is the tallest building in Chicago?
6. What type of pizza is Chicago famous for?
7. Which sport is played at Wrigley Field?
8. What is the name given to someone who live in Chicago?
9. What type of seeds is on the bun of a classic Chicago-style hot dog?
10. Who is the main female character in the musical Chicago?

Round 1: Easy Chicago Trivia Questions and Answers

1. In which US state is Chicago located? Illinois
2. Which system of rivers and canals runs through Chicago? Chicago River
3. What is the nickname of Chicago? The Windy City
4. Which lake is Chicago by? Lake Michigan
5. What is the tallest building in Chicago? Willis Tower
6. What type of pizza is Chicago famous for? Deep Dish
7. Which sport is played at Wrigley Field? Baseball
8. What is the name given to someone who live in Chicago? Chicagoans
9. What type of seeds is on the bun of a classic Chicago-style hot dog? Poppy seed
10. Who is the main female character in the musical Chicago? Roxie Hart

Round 2: Medium Chicago Trivia Questions

1. Which county is Chicago the seat of?
2. How many people live in Chicago (+/- 200,000)?
3. True or False – Chicago is not the windiest city in the United States.
4. For which occasion is the Chicago River dyed in green?
5. True or false – Chicago is the third most populous city in the United States.
6. What music genre can be ‘Chicago style’?
7. Which Chicago hockey team won the Stanley Cup in 2015?
8. True or False – the flow of the Chicago River was reversed.
9. ​​Chicago is home to the largest food festival in the world. What is it called?
10. What is the largest park in Chicago?
11. True or False – Chicago Riverwalk is less than 2 miles long.
12. Which chocolate cake was created at the Palmer House Hotel in Chicago in 1893?
13. In which park is the Cloud Gate sculpture?
14. In which neighbourhood is Navy Pier?
15. What sport do the Chicago Cubs play?

Round 2: Medium Chicago Trivia Questions and Answers

1. Which county is Chicago the seat of? Cook county
2. How many people live in Chicago (+/- 200,000)? 2.716 million
3. True or False – Chicago is not the windiest city in the United States. True
4. For which occasion is the Chicago River dyed in green? St Patrick’s Day
5. True or false – Chicago is the third most populous city in the United States. True
6. What music genre can be ‘Chicago style’? Jazz
7. Which Chicago hockey team won the Stanley Cup in 2015? Chicago Blackhawks
8. True or False – the flow of the Chicago River was reversed. True
9. ​​Chicago is home to the largest food festival in the world. What is it called? Taste of Chicago food festival
10. What is the largest park in Chicago? Lincoln Park
11. True or False – Chicago Riverwalk is less than 2 miles long. True, it’s 1.25 mile
12. Which chocolate cake was created at the Palmer House Hotel in Chicago in 1893? The Brownie
13. In which park is the Cloud Gate sculpture? Millennium Park
14. In which neighbourhood is Navy Pier? Streeterville
15. What sport do the Chicago Cubs play? Baseball

Round 3: Hard Chicago Trivia Questions

1. Greater Chicagoland extends into two other states. Which ones?
2. Who designed the Jay Pritzker Pavilion?
3. In which building can you find the observation deck 360 Chicago?
4. Which ​​golden sponge cake with a creamy filling was created in Chicago?
5. The first televised presidential debate took place in Chicago. Who were the two candidates?
6. In which museum can you see the painting American Gothic by Grant Wood?
7. True or false – The first US blood bank was established in Chicago.
8. The first open-heart surgery was performed in Chicago. Who was the surgeon?
9. What is the largest library in Chicago?
10. Which US President was a community organizer in Chicago in the 80s?

Round 3: Hard Chicago Trivia Questions and Answers

1. Greater Chicagoland extends into two other states. Which ones? Wisconsin and Indiana
2. Who designed the Jay Pritzker Pavilion? Frank Gehry
3. In which building can you find the observation deck 360 Chicago? John Hancock Building
4. Which ​​golden sponge cake with a creamy filling was created in Chicago? Twinkie
5. The first televised presidential debate took place in Chicago. Who were the two candidates? Kennedy and Nixon
6. In which museum can you see the painting American Gothic by Grant Wood?  Art Institute of Chicago
7. True or false – The first US blood bank was established in Chicago. True
8. The first open-heart surgery was performed in Chicago. Who was the surgeon? Daniel Hale Williams
9. What is the largest library in Chicago? Harold Washington Library Center
10. Which US President was a community organizer in Chicago in the 80s? Barack Obama

Round 4: Chicago Multiple Choice Quiz Questions

1. How many major league sports are there in Chicago?
   1. 2
   2. 4
   3. 8
   4. 12
2. How many parks are there in Chicago?
   1. 100
   2. 200
   3. 400
   4. 600
3. How many miles of bike lanes are there in Chicago?
   1. 101
   2. 303
   3. 707
   4. 1001
4. How many Michelin-starred restaurants are there in Chicago?
   1. 2
   2. 6
   3. 16
   4. 26
5. In which Chicago park does the music festival Lollapalooza take place?
   1. Millennium Park
   2. Grant Park
   3. Lincoln Park
   4. Garfield Park

Round 4: Chicago Multiple Choice Quiz Questions and Answers

1. How many major league sports are there in Chicago? 8
2. How many parks are there in Chicago? 600
3. How many miles of bike lanes are there in Chicago? 303
4. How many Michelin-starred restaurants are there in Chicago? 26
5. In which Chicago park does the music festival Lollapalooza take place? Grant Park

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