Chicago Sports Ultimate Trivia Showdown | Team Building in Chicago

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Guest count 15+ guests (no max)

Experience $0.00

Discount % -0%

Discount $ -$0.00

Travel fee $0.00

Total $0.00 USD

Next available date: Monday, August 3

Book in about a minute — date confirmed right after checkout

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Originals

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Get ready to channel the grit of the ’85 Bears, the swagger of the ’90s Bulls, and the high-stakes energy of a Game 7 at Wrigley. The Chicago Sports Ultimate Trivia Showdown is an immersive, fast-paced, in-person team trivia experience designed to ignite friendly competition and build real team bonds, Chicago style.

This isn’t your typical trivia night where one person carries the whole team and everyone else quietly eats pretzels. We go beyond basic stats and box scores to deliver a game-show-inspired experience packed with rounds that require strategy, collaboration, and quick thinking. Expect rapid-fire questions that reward speed and teamwork, interactive puzzles that test your ability to problem-solve together, and “lock-in” moments where teams must commit under pressure, like taking a shot with the clock winding down.

Our engaging hosts run the event like a live broadcast: energetic, structured, and designed to keep every participant involved. Categories span Chicago’s legendary sports history, iconic venues, unforgettable moments, fan culture, and even Chicago sports in film and pop culture so both die-hard fans and casual watchers will have plenty of chances to contribute.

This event is more than a trophy hunt; it’s a high-connection experience where teammates celebrate wins, laugh through misses, and discover new sides of each other. By the end, your team will feel more connected, more energized, and very confident about who actually runs the city.

Office
Conference space
Local venue

World-class hosts
Actually fun — even for the skeptics
One price, everything handled
Backed by our Happiness Guarantee

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Energy 4/5 How energetic and dynamic is this activity?

Connection 4/5 How well does this build team relationships?

Creativity 2/5 How much creative thinking and expression is required?

Learning 5/5 How much new knowledge or skills are gained?

Welcome & Intro

10 minutes

Hosts set the tone, rules, and team structure.
Chicago-Inspired Games & Challenges

70 minutes

Rounds like Majority Rules, Chicago Sports Trivia, Lock-It-Ins (and more).
Announce Winners & Wrap Up

10 minutes

Points tallied, winners crowned, celebration + group photo, final reflections.

Expert facilitation

90-minute experience led in person by our host.
Dedicated support crew

A co-host runs logistics, plus a VIP contact before, during, and after.
Flexible venue support

We fit the experience to your space and schedule.
All materials included

Game assets, props, and supplies.
Fully insured

COI, general liability, and workers' comp maintained by teambuilding.com.
Memorable team moments

We capture share-ready team photos.

Plans might change? No problem.

Reschedule free up to 3 days before your event, or cancel 7+ days out for a full account credit.

Full account credit	Cancel 7 or more days before the event date.
Guest count updates	Adjust guest count up to 7 days before the event (difference issued as account credit).
Free reschedule	Free reschedule up to 3 days before the event.
50% account credit	Cancel 3–6 days before the event.
No credit	Cancel within 3 days of the event.

Ratings & Reviews for Chicago Sports Ultimate Trivia Showdown

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How many people can join Chicago Sports Ultimate Trivia Showdown?

Chicago Sports Ultimate Trivia Showdown works for groups of 15 to 1000 guests. Planning something bigger? Our client advisors can split larger teams across multiple sessions.

How long does Chicago Sports Ultimate Trivia Showdown last?

The full experience runs about 90 minutes, guided by your host from kickoff to wrap-up.

Is Chicago Sports Ultimate Trivia Showdown virtual or in person?

This experience takes place in person in Chicago. The exact meeting point is confirmed when you book.

How much does Chicago Sports Ultimate Trivia Showdown cost?

Pricing starts at $50 per person. Use the guest counter on this page to see your exact total instantly — no email or phone number required.

What if our plans change?

You can reschedule free up to 3 days before your event. The full cancellation policy on this page covers credits and cutoff dates.

How does booking work?

Pick your dates, customize your experience, and check out online — it takes about a minute. We confirm availability with your host right after checkout.