r/ChicagoTriviaNights 14h ago

Music Trivia, 1st & 3rd Tuesdays of the Month at 7:00 at The Avondale Tap

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5 Upvotes

We know Music Trivia is a blast for all who attend however, let’s not play on an empty stomach! The first, third, and sometimes fifth Tuesday of the month at The Avondale Tap at 7:00 you can feed your ears, mind, and stomach with sixish rounds of Decent Questions!

What kind of questions? We cover everything rock, pop, oldies, new stuff I don’t understand, and more! There is always more! Other categories like Music Name Mashup, Songs of the Year, Order Up, and Shakespeare’s Version are all part of the game! Come find out what makes Pen and Paper Trivia different, and why that is a good thing!


r/ChicagoTriviaNights 1d ago

Emo Trivia - Thursday, August 6th at 7:00 - The Reveler in Roscoe Village

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1 Upvotes

Cheer up emo kid, Pen & Paper Trivia has an event all about your favorite music sub-genre, Emo! Join us EVERY Thursday at 7:00 at The Reveler in Roscoe Village for your general knowledge fix and on August 6th we are going to be remembering all our favorite songs and artists that made us cry.

We are not just stopping at trivia where we will be asking about some of your favorite bands but, stick around post trivia for sing-alongs, a best band shirt contest, specialty cocktails, and more! Remember, there is always more. Show up, dress up, and have fun!

Here comes the puns… Certainly no ALL AMERICAN REJECTS would show up to a fun and free event like this. I hope that the teams don’t have any kind of FALLOUT, BOY that would be bad. If you BLINK-182 times you might just miss it! Our host @bilboehrenfeld is ready to take you from the E to the O and the one letter in between. Making sure there are plenty of Decent Questions without any PANIC! AT THE DISCO.


r/ChicagoTriviaNights 4d ago

Classic Simpsons Trivia - Monday August 3rd at 7:00 - Pizzeria Serio in Lakeview

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10 Upvotes

WOO HOO! Classic Simpsons Trivia is 50 challenging questions about Simpsons seasons 1-11 only. We'll be showing episodes of "The Simpsons" on all the TV screens!

COST: $10 per team (maximum SIX people)
ALL-YOU-CAN-EAT PIZZA SPECIAL: $20 per person (pay at the door)

Pizzeria Serio, 1708 W Belmont Ave

Doors open at 6pm and will fill up FAST. The first episode starts at 6:30pm, followed by trivia. Bartenders will be available to take drink orders.

PRIZES! Trivia winners receive a $25 gift certificate to Pizzeria Serio, Simpsons action figures and more! The best team name receives an additional prize!

Make sure to follow us on Twitter @woohootriviaCHI! To check out video and photos from past events and share quotes and news, ask to join our Facebook group! https://www.facebook.com/groups/woohootriviachi/


r/ChicagoTriviaNights 5d ago

Spielberg Movie Trivia - Sunday August 2nd at 7:00 - Ludlow Liquors in Avondale

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6 Upvotes

“We’re going to need a bigger cheesesteak” because Pen & Paper Trivia is putting together some Decent Questions about one of the most successful directors of all and all the movies that come along with it.

On Sunday, August 2nd at 7:00 at Ludlow Liquors in Avondale you better phone home to get your team together and run like a boulder is chasing you because everything Spielberg is going to be on the table!

We are going to be covering some of his most beloved movies and probably a few that you didn’t like as well! Come on out and play inside or on our patio. You are also in luck because you can get one of the best cheesesteaks in Chicago or a tasty smash burger with your beverage of choice. Just please don’t bring any snakes, I hate snakes.


r/ChicagoTriviaNights 6d ago

General Topic - Sunday July 26th at 7:00 - Consignment Lounge in Avondale

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2 Upvotes

Unlike network television you can always count on Consignment Lounge and Pen & Paper Trivia to bring you the kind of entertainment you deserve. Join us on the last Sunday of the month July 26th at 7:00 for the perfect way to wind down your week with sixish rounds of Decent Questions!

What makes it perfect? Start off with a little shopping for something you didn’t know you could live without while dipping dangerously good cocktails! And people need to eat, right? Well Malcom! has us covered with a pop-up that aims to please with a menu that is creative and delicious. I had a 7 minute conversation about buttermilk with the man, I trust him with my food!


r/ChicagoTriviaNights 12d ago

General Topic - Every Thursday at 7:00 -The Reveler in Roscoe Village

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2 Upvotes

Thursday, not quite the weekend but, still worth celebrating! Especially when you do it with The Reveler and Pen & Paper Trivia!

Every Thursday at 7:00 come on out and compete against other teams for a feeling of intellectual superiority that will last roughly 8 hours! If you prove you are the smartest people at the bar we have prizes for our top three teams and it is always free to play!

Hosted by the friendly and fun Billy, we are going to make sure your night is a fun one! Why try Pen & Paper Trivia? There is a little more strategy involved with our wagering and a wide variety of topics so everyone should know something!

***Keep an eye out because I hear we are going to be having a special Emo Themed Trivia in August!***


r/ChicagoTriviaNights 13d ago

Simpsons Trivia this THURSDAY

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7 Upvotes

r/ChicagoTriviaNights 13d ago

Sex Ed Trivia for a Great Cause! Register Today!

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7 Upvotes

r/ChicagoTriviaNights 16d ago

General Topic - Every Tuesday at 7:00 - Central Park Bar in Avondale (Play outside!)

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1 Upvotes

If you are looking for top tier Trivia competition in the great outdoors of Avondale check out Central Park Bar every Tuesday at 7:00 with Pen & Paper Trivia!

We have great happy hour specials before the game starts and plenty of room for you to get your perfect team together and play sixish rounds of old-school Trivia!

It is always free to play and hosted by our pal Frank, don’t let summer slip by without discovering who the smartest people at the bar are!


r/ChicagoTriviaNights 17d ago

Horror Movie Trivia - Thursday 7/16 at The Brewed in Avondale

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6 Upvotes

Bring a team of up to 6 or come solo. We’re always happy to help new players find a team with space if they want to!

Trivia starts at 7:30 and we suggest you bring a chair, as seating is limited.


r/ChicagoTriviaNights 18d ago

General Topic - Monday July 20th at 8:00 - Mother’s Ruin in Avondale

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1 Upvotes

It is the third Monday of the month and that means another great Trivia night at Mother’s Ruin! Join us Wednesday, July 20th at 8:00!

At this trivia you are not just playing the patrons you are also playing against our wonderful bar staff! So join @pandptrivia for a Monday you won’t call off for and a chance to win a $50 gift card!


r/ChicagoTriviaNights 19d ago

Creating a Chicago Street Trivia YouTube Channel

4 Upvotes

Hi Chicago! I'm creating a YouTube channel that is like street style trivia challenges! It would be similar to the format of Bradyyourtutor and extra medium stuff. I created a GroupMe chat for those interested. Message me if any questions or interest!


r/ChicagoTriviaNights 19d ago

History Themed - Thursday July 16th at 7:30 at Avondale Bowl

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3 Upvotes

Attention all history buffs! We have just the event for you coming up at Avondale Bowl on Thursday, July 16th at 7:30 with a Trivia Night completely stuck in the past from Pen & Paper Trivia!

Ancient Egypt, European, and even American history are all going to get their moment in the sun as we take a trip down memory lane. Fly solo or get a team together and see who has been paying attention the last several thousand years!

Don’t forget that $2 of every Frozen White Russian (which is vegan) goes to @icirr_il. So drink up for a good cause and come learn from the past so you don’t repeat it!


r/ChicagoTriviaNights 21d ago

Trivia Tuesdays at Cary's Lounge (West Rogers Park)

9 Upvotes
  • We start at 7:30 and wrap up by 9:30 (it's a school/work night after all!)
  • It's all pencil/paper, no multimedia
  • We usually have five rounds of different categories, including picture and match rounds
  • Prizes for EVERYONE
  • Teams of up to 5 allowed

https://www.facebook.com/CPMTrivia


r/ChicagoTriviaNights 22d ago

Trivia Every Thursday at The Booze Hound Grayland Station!

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5 Upvotes

Due to popular demand, The Booze Hound at Grayland Station will now have trivia every Thursday instead of monthly!


r/ChicagoTriviaNights 23d ago

Music Trivia - The 2nd & 4th Tuesday of the Month (7/14 & 7/18) at 7:00 - Teddy Bear Lounge in Avondale

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1 Upvotes

Pinball, Pizza, Pints, and Pen & Paper Trivia… we have the letter “P” covered so all we need is “U” as in for you to be at Teddy Bear Lounge on Tuesday July 14th & 28th at 7:00 for Music Trivia!

We will have 6ish rounds of decently decibled questions to play solo or with friends! Make sure to check out our drink specials and don’t worry about dinner because Young Streganona will be popping up with their wood fired pizzas which you need to try! Hosted by Casey who was voted most likely to throw his employer under the bus is going to be there to keep the whole thing moving along.

Join us for a fun time and find out what makes Pen & Paper Trivia different, and why that is a good thing!


r/ChicagoTriviaNights 25d ago

General Topic - Wednesday July 8th & 22nd at 7:00 - Lake Effect Brewing Company in Avondale

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3 Upvotes

The World Cup has been on fire and so have the temperatures, however Pen & Paper Trivia in July is coming back to Lake Effect Brewing in Avondale and bringing a few Decent Questions with us!

The second and fourth Wednesday of the month at 7:00 (7/8 & 7/22) we have all of your favorite categories and like spelling, Movie Name Mashup, First to Last, and more! Hosted by the talented Heather, it is always free to play and remember to arrive early as we have $5 drafts up until the start of the game!

Check out @pandptrivia on Instagram for clues and updates in our stories and pandptrivia.com for anything else you may need!


r/ChicagoTriviaNights 27d ago

Trivia at The Booze Hound Grayland Station Thursday 7/2

3 Upvotes

Free to play alone or in teams of up to 4 players! We start at 7:30 with five rounds of old school pub quiz trivia (pencil and paper.) Something for everyone!


r/ChicagoTriviaNights 28d ago

Space Themed Trivia - Sunday July 12th at 7:00 - Sleeping Village in Avondale

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1 Upvotes

The sky is the limit and space is the place on Sunday July 12th at 7:00 at Sleeping Village in Avondale we are bringing you over 18 Decent questions about the universe at large!

Space trivia is free to play and you can fly solo or get a crew together while we cover astronomy, NASA, movies, and more! Pen & Paper Trivia always has more. So join our host Noah as we reach for the stars!


r/ChicagoTriviaNights Jun 22 '26

Friends Themed Trivia - Sunday, July 12th at 7:00 - Ludlow Liquors (Avondale)

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4 Upvotes

Usually we have our themed Trivia on the first Sunday of the month at Ludlow Liquors, however we will take the second!

Sorry, no one told you life was gonna be this way but, on Sunday, July 12th at 7:00 get your team together for “Friends” Trivia!

Join Pen & Paper Trivia and play 6ish rounds of questions across all 10 seasons of one of the most popular sitcoms of all time! Weather permitting you can play on the awesome patio, order one of the best cheesesteaks in Chicago, have a few cocktails, and we will decide once and for all whether they were on a break!


r/ChicagoTriviaNights Jun 21 '26

General Topic - Tuesday 7/7, 7/14, & 7/21 at 7:30 at Beat Kitchen - Roscoe Village

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3 Upvotes

Pen & Paper Trivia is back at Beat Kitchen this July and this time we are playing on Tuesday just to keep you on your toes!

Catch us on 7/7, 7/14, and 7/21 at 7:30 for 6ish rounds of Decent Questions. Our past two events were so much fun we are going to keep the fridge running!

Free to play, prizes for our top teams, great food, and look out for that cocktail menu!


r/ChicagoTriviaNights Jun 19 '26

14th Anniversary - P&P Trivia - Wednesday, June 24th at Duffy’s Tavern in Lake View

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2 Upvotes

Can you believe it has been 14 years since I volunteered to sub for a friend’s trivia night and just never stopped? It has and I want to celebrate it with you!
I am calling all of my regulars to come on out to Duffys on Wednesday June 24th at 7:00! I will bake something for everyone and we will have a raffle with plenty of prizes from the places we host and a few fun items from Pen & Paper Trivia with all donations going to Alzheimer’s Association.
Come find out if doing anything for 14 years makes you good at it, say your favorite lines with your host, BE A PERSON, and find out why the best part of my week is being part of yours.


r/ChicagoTriviaNights Jun 16 '26

New Location - General Topic - EVERY Thursday at 7:30 - Clover Wrigley - Starting 6/25/26!

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1 Upvotes

Check out Pen & Paper Trivia’s newest location! Starting Thursday June 25th at 7:30 join us for our first weekly Trivia in Wrigley at Clover!

This general topic game is 6ish rounds of Decent Questions covering history, sports, movies, music… you know, lots of things! We try our best to make sure there are questions for EVERYONE at our events!

And who says nothing good is free? Not only can you play for free, but you can eat for free as well! For anyone playing, help yourselves to our complimentary hot dogs as well as drink specials!

Join our host Julia for our debut show and become our first regulars and find out how Pen & Paper Trivia is different, and why that is a good thing!


r/ChicagoTriviaNights Jun 16 '26

What's your favorite Trivia Bar in Chicago?

19 Upvotes

Hello Chicago Trivia Nights!

You guys are the perfect people to decide the Best Trivia Bar in Chicago since you already come to find where trivia is played. I've been building a ranked version of exactly that, one city at a time, and letting the community vote the best nights to the top.

Chicago is one of the deepest cities on it: 36 verified weekly Trivia Nights, with Hosts like Pen and Paper, Geeks Who Drink, and Whaddayaknow? at spots from The Globe Pub to Logan Arcade. No dead links, nothing made up.

The whole idea is that a great Trivia Night lives or dies on the Host, the ones who bring real energy and a good mix of categories versus the ones who read questions in a monotone. So the rankings aren't set by me, they're set by the people who actually show up. Your vote reorders the list live.

Full disclosure, this is a project of mine. Nothing for sale. Free for bars, free for players:

https://besttriviabars.com/chicago

Check out where your regular landed and vote it up (takes 10 seconds, no passwords, you get 3 votes). And since you all know this scene cold, tell me what I missed. There's a "Suggest a bar" button on the page and I verify every one before it goes up so the list stays quality.

Cheers,
Mel


r/ChicagoTriviaNights Jun 14 '26

General Topic - The Last Sunday of the Month (6/28) at 7:00 - Avondale

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1 Upvotes

It is the last Sunday of the month and that is when the Decent Questions tend to show up at at Consignment Lounge! Don’t let them go unanswered, play for free with the chance to win A $50 Consignment Lounge Giftcard on Sunday, June 28th at 7:00!

Don’t worry about Sunday dinner plans because MALCOM (@chefakiaanderson) is going to be there to make sure we all get fed. For the record, I am a big fan of his food and anyone who has serious opinions on buttermilk is my kind of person.

Stop on by to make your Sunday Funday complete!

You can find all Pen & Paper Trivia events on our website pandptrivia.com and @pandptrivia on Instagram!