Chicago is a city full of culture, history, and fun activities. One popular way for fans to connect with others is through trivia games. If you’re a fan of the TV show “The Office,” you might want to join in on some Office-themed trivia nights happening around the city. From funny quotes to unforgettable moments, these events are all about celebrating one of the most beloved sitcoms of all time.
Today, we’ll take a look at where you can find Office trivia in Chicago and how to join the fun. Whether you’re a superfan who knows every episode by heart or just someone who enjoys a good laugh with friends, you’re sure to have a great time. Plus, trivia nights are an excellent way to meet new people and test your knowledge in a fun atmosphere. So get ready to answer questions about characters, memorable scenes, and office antics that made us laugh!
Office Trivia Chicago
That’s What She Said: Iconic Quotes
1. What famous phrase does Michael Scott often say that became a catchphrase? (Answer: That’s what she said)
2. Who said, “Would I rather be feared or loved? Easy. Both. I want people to be afraid of how much they love me”? (Answer: Michael Scott)
3. What does Jim say to Pam in the finale that makes her cry? (Answer: “I’m in love with you”)
4. What phrase does Dwight repeat like a mantra concerning his job? (Answer: “I am ready to face any challenges that might be foolish enough to face me”)
5. What was the famous line from Stanley when he was asked if he liked Dwight? (Answer: “I love Dwight”)
6. What does Michael declare that he’s “not superstitious” but also believes in? (Answer: “I’m just a little stitious”)
7. What catchphrase is associated with Andy when he sings? (Answer: “Take me home, country roads”)
8. What is the line that Phyllis uses to get back at Michael during their wedding planning? (Answer: “This is just like my parents’ wedding”)
9. Whose famous line is, “I am Beyoncé, always”? (Answer: Michael Scott)
10. Who said, “I am running away from my responsibilities. And it feels good”? (Answer: Jim Halpert)
Papers and Printers: Workspace Facts
1. What type of paper does Michael Scott mistakenly use for his Christmas cards? (Answer: Red)
2. In Season 4, why does someone put Dwight’s stapler in Jell-O? (Answer: Jim’s prank)
3. How many times a week does Pam print out the daily sales report? (Answer: Five)
4. What office supply does Michael buy that causes a scene? (Answer: A copier)
5. What did Kevin spill all over the office floor? (Answer: Chili)
6. What brand of paper does Dunder Mifflin sell? (Answer: Recyclable paper)
7. What color are most of the office desks in the Scranton branch? (Answer: Grey)
8. What type of printer does the office use? (Answer: A multi-function printer)
9. What unusual item did Dwight bring to “paper” the office? (Answer: A cow)
10. What office item does Michael use to decorate for parties? (Answer: Streamers)
The Love Connection: Romance in the Office
1. Who is Pam engaged to at the beginning of the series? (Answer: Roy)
2. What is the name of Jim and Pam’s first child? (Answer: Cecelia)
3. Who kisses Jim at the office Christmas party before Jim starts dating Pam? (Answer: Katy)
4. What is Dwight’s romantic interest’s name during Season 2? (Answer: Angela)
5. Who dresses as Jim for Halloween and receives a lot of attention? (Answer: Andy)
6. Who marries Angela in the series finale? (Answer: Dwight)
7. What was Jim’s big surprise for his wedding with Pam? (Answer: A video from their loved ones)
8. Where do Jim and Pam get married? (Answer: Niagara Falls)
9. What embarrassing moment did Jim and Pam have in the office? (Answer: Their first kiss)
10. What did Michael attempt to do to bring Jim and Pam closer together? (Answer: Set them up on a date)
The Boss’s Antics: Michael Scott Shenanigans
1. What kind of job does Michael think is similar to managing a zoo? (Answer: Running a branch)
2. What is the name of the film Michael wrote and directed? (Answer: Threat Level Midnight)
3. What does Michael do during the fire drill episode? (Answer: Sets the office on fire)
4. What stunt does Michael do to impress Ryan? (Answer: Clears a table in one motion)
5. Who does Michael invite to an improv comedy class? (Answer: Dwight)
6. What is Michael’s favorite type of music? (Answer: ’80s music)
7. What does Michael lie about during the Diversity Day episode? (Answer: His racial background)
8. What does Michael hand out to his employees during staff meetings? (Answer: Awards)
9. What holiday does Michael turn into a party for the office? (Answer: Christmas)
10. How does Michael once celebrate a fictitious “Dundie Awards”? (Answer: By throwing a diner event)
The Office Squad: Memorable Characters
1. Who is the Assistant to the Regional Manager? (Answer: Dwight Schrute)
2. What is the profession of Angela’s fiancé? (Answer: State Senator)
3. Who is Kevin’s favorite food? (Answer: Chili)
4. What does Pam do for a living before becoming a receptionist? (Answer: Artist)
5. Who is known for their love of beet farming? (Answer: Dwight)
6. What food item does Stanley love the most? (Answer: Pretzels)
7. What does Oscar do for a living? (Answer: Accountant)
8. Who often says their catchphrase, “Bears, beets, Battlestar Galactica”? (Answer: Jim)
9. What does Meredith bring to the office during a meeting? (Answer: A travel t-shirt)
10. Who calls themselves the “World’s Best Boss”? (Answer: Michael Scott)
Office Party: Events and Celebrations
1. What is the name of the annual event organized by Michael? (Answer: The Dundie Awards)
2. What party does Michael host in honor of Jim and Pam’s wedding? (Answer: A reception)
3. What does the office celebrate every Halloween? (Answer: A costume party)
4. In which episode does Michael have to cancel the Christmas party? (Answer: Season 2, Episode 10)
5. What is thrown into the air during the end of Season 5’s office party? (Answer: Confetti)
6. What happens at the St. Patrick’s Day office celebration? (Answer: Michael wears green)
7. What festive activity does the office do for Christmas? (Answer: Secret Santa)
8. What does Phyllis do during the Diwali celebration? (Answer: Dances)
9. Who is in charge of organizing the events at the office? (Answer: Pam)
10. Where does the office celebrate their summer party? (Answer: A local park)
Out of Office: Memorable Moments Outside Work
1. What country does Jim propose to Pam during a trip? (Answer: Mexico)
2. Where does Michael go to try and bond with Pam and Jim? (Answer: Lake Wallenpaupack)
3. What does Dwight take to the farm for a bonding retreat? (Answer: Friends)
4. What destination does Michael plan for his “weekend away”? (Answer: A local hotel)
5. Where do Jim and Pam go for their honeymoon? (Answer: Paris)
6. What do Kelly and Ryan do at the Dunder Mifflin holiday party? (Answer: Break up)
7. What are Jim and Dwight trapped in together during an office event? (Answer: A car)
8. What is the theme of Michael’s outdoor “office retreat”? (Answer: Camp)
9. What is Pam’s secret project during her time off? (Answer: Art)
10. What do the employees participate in at the beach on their summer break? (Answer: A volleyball game)
Final Thoughts
The Office has entertained audiences for years with its quirky characters and hilarious moments. Trivia nights around Chicago provide an exciting opportunity for fans to come together and showcase their knowledge. From unforgettable quotes to crazy office antics, there’s so much to explore and learn about the show. Whether you’re a lifelong fan or just discovering the series, participating in Office trivia can be a fun-filled experience. So grab your friends, hit a local trivia night, and test your memory of this iconic series! Don’t forget to check out other fun trivia activities in the city, like Chicago trivia or trivia nights organized by trivia experts around town.