Chicago: Pictionary

Put your creative guessing skills to the test in this high-speed Pictionary game. Teams compete to correctly identify whiteboard drawings and score the most points. A laughter-filled team building experience that combines creativity, quick thinking, and friendly competition.

Live professional host
Instantly bookable
Private Event

Provider

CourseHorse Experiences (4.8-star rating across 5,558 reviews)

Location At your location in Chicago

Pricing

$549 for up to 15 people; $20 per additional person

Pricing details

Customization costs $300. We’ll connect you with an expert to tailor the event to your group’s needs.

If you don’t know your group size, select the minimum to pay the minimum deposit and secure your date. We’ll finalize your payment once your headcount is confirmed.

Duration

Up to 1 hour

For a shortened session, please request desired length in special requests at checkout.

Group Size

Up to 50 people

Group size can be changed after booking if needed.

Materials None required

Other

General Notes

After you book the event, we will send you a confirmation email and details for the event.
For events with materials, we will then collect the addresses of each of the participants and ensure every individual is sent a kit.
Our event fulfillment team will be able to answer any questions you have before, during, or after the event.
See Pricing details above for this event’s customization fee. Customizations include things like combining different games, requesting specific questions or a themed game, or adding something to an event with materials included. Using a different platform that is not Zoom is not a customization.
Get a Demo: Not convinced? Book a 20-minute demo of this event for $25 before committing to it for your group. Your payment will apply towards your final purchase.

Supported Platforms for Virtual Events: Zoom is our recommended platform, but we can accommodate Google Meets, Microsoft Teams, and WebEx if you provide the meeting link to CourseHorse in advance of the event.

Policies

If you find a similar event with a competitor at a lower price, we’ll gladly match it. This applies to events of comparable description and duration. Simply provide the details when booking, or within 72 hours of your booking, and we’ll ensure you get the best value. Contact an event concierge to get started.

Reschedule or cancel your event by emailing us at [email protected].

Days before event	3 days or less	7 days or less	30 days or less	More than 30 days
Reschedule Days before event:	3 days or less No reschedule allowed	7 days or less $150 fee	More than 7 days Reschedule for no fee
Cancellation Days before event:	30 days or less No cancellation allowed			More than 30 days 15% fee

Rescheduled events must occur within 1 year of the original event.

Compete in a Pictionary-style whiteboard challenge, interpreting teammates' drawings in real time without pen or paper.

Drawers face prompts that range in difficulty from beginner-friendly to genuinely baffling, keeping the game balanced between accessibility and real challenge. The team that guesses the most correctly wins, but everyone leaves with something equally valuable: an afternoon of shared laughter that is hard to replicate in any ordinary meeting room.

What your group will do:

Your facilitator opens with a welcoming introduction, explains all the rules clearly, and sets a competitive, fun tone for the whole event
Teams take turns with drawers and guessers, cycling through prompts of varying difficulty
The team with the highest score across all rounds is declared the champion
The competition is designed to keep the whole group engaged throughout, not just the team currently drawing

What is included:

An experienced and entertaining host who manages the competition and keeps participants engaged from start to finish
An interactive game platform with a real-time scorecard and digital leaderboard
Full event fulfillment support before, during, and after the event