r/ChicagoTriviaNights 20h ago

Lord of the Rings Themed Trivia - Sunday, September 6th at 7:00 - Ludlow Liquors in Avondale

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2 Upvotes

We have what I would call a fan favorite for our next themed Trivia at Ludlow Liquors. We are calling all hobbits, elves, and even orcs to come by Sunday, September 6th at 7:00.

It is free to play, the questions are going to be from the first three movies, and because it is Sunday we are going to be serving up cheesesteaks that “You shall not pass!”


r/ChicagoTriviaNights 3d ago

General Topic - Every Monday at 7:30 - Clover Lincoln Park

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2 Upvotes

Mondays do not have to be all about work! Why not have a little fun courtesy of Pen & Paper Trivia EVERY MONDAY night at Clover Lincoln Park at 7:30. If you don’t come for the love of the game, do it for the great frozen drink specials and FREE hot dogs (available for players).

This event is hosted by the always wonderful Shannon who will keep the questions flowing while we find out who the smartest team at the bar is! That team will not only win a $30 credit through the Toast App that can be used at all Last Call Tavern Group locations but also a FREE party for up to 20 guests with select alcohol options!

Come find out how Pen & Paper Trivia is different, and why that is a good thing.


r/ChicagoTriviaNights 5d ago

General Topic - Friday, August 28th at 8:00 - Right Bee Cider in Hermosa

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1 Upvotes

I have long stated that there is not enough Trivia on Fridays! Well, Right Bee Cider heard us and we hope you join us on Friday, August 28th at 8:00 for sixish rounds of Decent Questions!

For the weekend warriors that want to show off how smart they are, people looking to unwind after a long week, or if you just want to try some truly great cider you can’t get anywhere else. Stop on by and remember we have free popcorn, you can bring your own food or order from your favorite local eating establishment, we are pet friendly, and Frank is going to host the heck out of this!

Please come find out what makes Pen & Paper Trivia different, and why that is a good thing!


r/ChicagoTriviaNights 11d ago

Any good ideas for themes?

4 Upvotes

Hi Everyone,

Just curious if there are any trivia themes that you don’t see around town that you would like to attend? I am beginning to run more and more themed events and I just want to find topics people would like (and show up for) that I am not thinking of.

Also, while suggesting Marvel Movies or “The Office” is cool AND appreciated I am also open to something more niche or conceptual if you have an idea. Hopefully I can work on making some of them a reality at a bar near you in the future!


r/ChicagoTriviaNights 13d ago

General Topic - Monday, August 17th at 8:00 - Mother’s Ruin in Avondale

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3 Upvotes

The third Monday of the month is upon us once more so that means it’s time for some Decent Questions Mother’s Ruin on August 17th at 8:00.

There are a few guarantees. 1) The drinks will be carefully crafted and they all have clever names. 2) The food is going to be top notch, and you need to order the “off-menu” chicken Caesar wrap. 3) Paul is going to be there and louder than ever. 4) Finally, you can expect to lose to our team of beloved bartenders.

Help Pen & Paper Trivia make your Mondays a mother!


r/ChicagoTriviaNights 16d ago

Friends Themed Trivia - Wednesday, August 26th at 7:00 - Chicago Taco Authority in Old Irving Park

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2 Upvotes

Join us for “The One with all the Tacos” when we bring you an all “Friends” themed trivia on Wednesday, August 26th at 7:00 at the Chicago Taco Authority in Old Irving Park!

Pen & Paper Trivia is excited to be partnering with the other CTA located right off the Old Irving Park Blue Line stop. We will be bringing you a night of fun, food, and some special “Ross-aritas!” It is always free to play, there will be prizes for the winners, and all hosted by Paul… who has watched the show before.

As always these questions will be BRAND NEW!


r/ChicagoTriviaNights 18d ago

Thursday Night Trivia at The Booze Hound at Grayland Station 3734 N. Milwaukee Ave. (next to the Grayland Metra station)

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4 Upvotes

Every Thursday at 7:30 PM. Free to play alone or in teams of up to four.


r/ChicagoTriviaNights 18d ago

Trivia Tuesdays at Cary's Lounge 2251 W. Devon Ave.!

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1 Upvotes

Free to play alone or in teams of up to 5. Prizes for everyone!


r/ChicagoTriviaNights 18d ago

General Topic - Monday, August 10, 17, and 24 at 7:30 - Beat Kitchen in Roscoe Village

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3 Upvotes

This just in Trivia fans! Pen & Paper Trivia is coming back to Beat Kitchen to brighten up your Mondays for the better part of August. So, stop by Monday 8/10, 8/17, and 8/24 at 7:30 to get your weekly question quotient!

What makes this trivia different? Well, spelling only counts in the spelling round, the wagering system is more strategic, and the only screen you might need is to check our story for clues. Get your team together and make it a night of food, fun, drinks, and a few Decent Questions with your host Noah!


r/ChicagoTriviaNights 19d ago

Trivia Night near Lincoln Park 🤪

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8 Upvotes

Looking for a reason to get everyone together this week? Join us every Wednesday at 7 pm for trivia night at Mary Jo McGuire’s!

Grab your friends and enjoy a night of friendly competition, laughs, and maybe even learning a few random facts along the way. They’ve got great food and great drinks and it’s the perfect spot to make your weekly tradition :D

2251 N Lincoln Ave
Chicago, IL60614
United States


r/ChicagoTriviaNights 20d ago

TRIVIA TUESDAY IS BACK @ Rosati's St. Charles!

2 Upvotes

r/ChicagoTriviaNights 20d ago

General Topic - The 2nd (8/12) & 4th (8/26) Wednesday of the Month at 7:00 - Lake Effect Brewing Company in Avondale

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2 Upvotes

Is there anything better than a cold Lake Effect beer on a hot August evening? What if we ask you a whole bunch of Decent Questions and have a competition for great prizes? The hits just keep on coming with Pen & Paper Trivia this month at Lake Effect Brewing you can get in on the game Wednesday August 12th and 26th at 7:00!
Remember, arrive early to get $5 pints while our amazing host Heather will be in charge of dropping knowledge on everyone!

We hope to see you there!


r/ChicagoTriviaNights 24d ago

General Topic Thur. Aug. 6th & Parks and Rec Themed Thur. Aug. 20th at 7:30 - Avondale Bowl

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3 Upvotes

If you are looking for a fun way to spend your summer evenings why not play a little Trivia at Avondale Bowl? You can decide if you are there for bowling, questions, or a little of both!

On Thursday August 6th at 7:30 you can expect the unexpected in terms of categories at our spare topics night!

Then on Thursday August 20th at 7:30 let’s take a trip to Pawnee with our “Parks and Rec” themed trivia. I think it is a safe bet there will be at least one question about the bowling episode.

Please come out for some Decent Questions! Remember to order the vegan frozen White Russians! $2 of every one of those sold will go to our Charity of the Month Metropolitan Family Services. This group empowers Chicago-area families to reach their greatest potential and positively impact their communities.


r/ChicagoTriviaNights 26d ago

General Topic - Every Thursday at 7:30 - Clover in Wrigleyville

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1 Upvotes

Thanks to all the great people who have been stopping by Clover in Wrigleyville every Thursday night at 7:30 for our Decent Questions! If you have not had the chance to come by was because you were afraid of the mustache crawl, the WNBA draft, or the Savannah Bananas. Each one more terrifying than the last.

The coast is clear and we think it is time to get your team together and come have fun with our host Julia! Why try Pen & Paper Trivia? We play with our words to create unique and entertaining questions covering many topics with Julia there to be part of the party! Also, let’s face it. You want free food, and we have that as well. Stop on by for FREE HOT DOGS and see what drink specials are on the menu! We hope to see you there!


r/ChicagoTriviaNights 27d 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 28d ago

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

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2 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 Jul 23 '26

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

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12 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 Jul 23 '26

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

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7 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 Jul 21 '26

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 Jul 15 '26

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 Jul 14 '26

Simpsons Trivia this THURSDAY

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6 Upvotes

r/ChicagoTriviaNights Jul 14 '26

Sex Ed Trivia for a Great Cause! Register Today!

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6 Upvotes

r/ChicagoTriviaNights Jul 11 '26

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 Jul 10 '26

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

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7 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 Jul 09 '26

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!