Chicago Singles Event: Trivia Night (Ages 40-55)

Chicago Singles Event: Trivia Night (Ages 40-55)

Top Organizer
Hubbard InnChicago, IL
Thursday, May 21  •  7 PM - 9 PM
Overview

Single in Chicago? Join us for a fun, relaxed Singles Trivia Night designed to spark real connections. Hosted by Jigsaw Dating®

Presented by Jigsaw Dating®

Meet other singles aged 40-55 over drinks, custom icebreakers, and fun activities designed to get everyone talking. This is your chance to connect face-to-face and discover who's out there.


🎉 What to Expect:

Mixer-style mingling & friendly competition trivia with singles who are also here to meet someone


✅ NEW! Singles Trivia Night

🗣️ Structured Trivia with fun general knowledge questions

🤝 Gender balance guaranteed

👋 A friendly, dedicated host to greet you and check you in

🕒 Check-in closes 15 minutes after the start time. Please arrive on time!

🎟️ Tickets are limited, and events often sell out in advance.

How does Singles Trivia work?

  1. Find everyone with the same number as you - this is your team!
  2. Claim a table/space, come up with a team name, and assign team roles.
  3. You’ll need a scribe to write the answers, someone to grade the answer sheet, and another person to shout!
  4. Once you’ve done all three, throw a ‘thumbs up’ in the air 👍
  5. When all teams are ready, the host will distribute answer sheets!
  6. Listen up - your host will need your attention 👂

There will be 4 x 10-minute rounds for questions/answers, plus a bonus round!

Good luck, may the best team win 😉

Please note:

This event is for singles only, aged 21+ with a valid ID

Name on your ticket must match your ID

Tickets are non-refundable


🔓 Jigsaw Member Perks:

  • Members get UNLIMITED event tickets!
  • Skip-the-line add-on
  • Exclusive ticket protection (event credit if you cancel)
  • Download the Jigsaw® Dating app to unlock your benefits!

📩 Questions? Contact us at events@jigsaw.co

Single in Chicago? Join us for a fun, relaxed Singles Trivia Night designed to spark real connections. Hosted by Jigsaw Dating®

Presented by Jigsaw Dating®

Meet other singles aged 40-55 over drinks, custom icebreakers, and fun activities designed to get everyone talking. This is your chance to connect face-to-face and discover who's out there.


🎉 What to Expect:

Mixer-style mingling & friendly competition trivia with singles who are also here to meet someone


✅ NEW! Singles Trivia Night

🗣️ Structured Trivia with fun general knowledge questions

🤝 Gender balance guaranteed

👋 A friendly, dedicated host to greet you and check you in

🕒 Check-in closes 15 minutes after the start time. Please arrive on time!

🎟️ Tickets are limited, and events often sell out in advance.

How does Singles Trivia work?

  1. Find everyone with the same number as you - this is your team!
  2. Claim a table/space, come up with a team name, and assign team roles.
  3. You’ll need a scribe to write the answers, someone to grade the answer sheet, and another person to shout!
  4. Once you’ve done all three, throw a ‘thumbs up’ in the air 👍
  5. When all teams are ready, the host will distribute answer sheets!
  6. Listen up - your host will need your attention 👂

There will be 4 x 10-minute rounds for questions/answers, plus a bonus round!

Good luck, may the best team win 😉

Please note:

This event is for singles only, aged 21+ with a valid ID

Name on your ticket must match your ID

Tickets are non-refundable


🔓 Jigsaw Member Perks:

  • Members get UNLIMITED event tickets!
  • Skip-the-line add-on
  • Exclusive ticket protection (event credit if you cancel)
  • Download the Jigsaw® Dating app to unlock your benefits!

📩 Questions? Contact us at events@jigsaw.co

Good to know

Highlights

  • 2 hours
  • In person

Refund Policy

Refunds up to 7 days before event

Location

Hubbard Inn

110 West Hubbard Street

Chicago, IL 60654

How do you want to get there?

Map

Agenda

-

Check-in and get settled

Once scanned, you’ll get your wristband, and name tag with your team number! Grab a drink, get comfortable ?

-

Get to know your opponents

Mix and mingle with people that don’t have the same team number! You’ll have plenty of time to mix with your team members later on ?

-

Trivia time

You'll be assigned a team number on arrival, this is your team! The host will distribute your answer sheets, listen up as the host will need your full attention. There will be 4 x 10-minute rounds for questions/answers, plus a bonus round! ✨

Frequently asked questions
Organized by
Top OrganizerJigsaw® Dating
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