About Breakout




Breakout builds community and creates experiences and content for the modern entrepreneur. Each year we select 1 city and invite a select group of the country's most promising leaders and creatives for an immersive behind-the-scenes deep dive into an American city.  

Breakout is now headed to Chicago Sept. 21-23, 2018!




Your Ticket


Tickets: Your admission to Breakout. For three days, we'll lift up the hood and give you an insiders peek into the city of Chicago. Sure, we'll have inspiring talks, incredible local meals, and exciting interactive activations. But the real magic comes from our favorite locals, who inform every inch of the soul of the program and will show you why to them, this is no second city.

Schedule: Starts at 4 PM on Friday, Sept 21st. Expect morning's to begin at 9 am with nights going late into the evening.


FieldHouse: Our comfortable home base for those who want a camp type feel with multiple attendees to a room.

Dana Hotel & Spa: Our stylish home base with a little more space where you have the option of doubling with one other attendee or having your own private space.



Read Carefully


We're building the experience of the weekend through the lens of the local leaders who are transforming Chicago. We'll delve into the challenges they face, the promise they see, and learn how our nationwide community of Breakers can raise the profile of the issues that hit so close to their home. This purposeful programming will not be without a healthy dose of fun and potentially a moment that will change your life - or so we've been told.

We keep the weekend intentionally intimate so this event will sell-out, but we will have marquee moments through out the 3-day event that invite in the broader public. It's this mixture of curation and inclusivity that makes Breakout unique. If you're unable to attend, we will be capturing the highlights and unforgettable stories and if you're with us in Chicago, you may see yourself featured.

A whirlwind 48 hours with dozens of peers who don’t lead with ego, but with interest in connection-making...to combine exposure and education with friendships and fun is what makes Breakout special and a success.
— Entrepreneur.com

Expect an in-depth exploration of the city, plus conversations on technology, healthcare, education, social entrepreneurship, wellness and music. The canvas will be reimagined venues, barbershops, libraries and secret mixology rooms, hundred-person group meditations and sound baths, basketball tournaments, rides on the L train, shoptalks with the new creative class, workshops with social entrepreneurs, pop up dinners with up-and-coming chefs, block parties and much much more. 







Sept 21

4 PM





Sept 23

4 PM




Purchase Tickets





















How does the weekend work?

You will be assigned a team and have access to our private app which will detail the weekend's agenda breaking down a combination of intimate sessions, larger community activities and a healthy dose of fun. This is far and away not your typical event.

When should I arrive?

By 2pm on Friday.  Your first Breakout session starts promptly at 4 pm on Friday, and if you can't make it in time before that, then skip this event and signup for the next one. For those who arrive early, you will be rewarded with bonus programming.

What should I bring?

Sneakers, both comfy ones and you're coolest ones for at night. We really get out and about so wear what makes you feel comfortable.

Who else attends?

Breakers from around the country. Hop on our instagram @Breakout and see some of our friends and family.

Have you done this before?

Over the last 4 years we have hosted events in Atlanta, Baltimore, Detroit, New Orleans, Miami, Portland, New York City, LA, San Francisco, Harlem and the Bronx. See more about our events



OMG, how do I get tickets?

Drop us a note and tell us about yourself or who you know in the Breakout community. Everyone we invite is based on someone we trusts recommendation. We spend hours and hours of our lives being thoughtful about our crew.  

How much does it cost?

Tickets start at $1,650 for the weekend, which include your hotel room and everything you need for the weekend minus your transportation to Chicago. 

Refund Policy

Full Refund up til June. 15th, 2018

50% Refund up til Aug. 1st, 2018

After Aug. 1st, 2018, 50% credit to be granted to the next Breakout event.

Tickets are not exchangeable

Ticket prices rise as demand increases. Take advantage of early bird pricing.