Fall Skate Jam at Zen Leaf Pilsen: What to Expect on October 17

Timeless and Zen Leaf are teaming up again in Pilsen, this time for an afternoon of skating, music, and fall costumes. The Fall Skate Jam takes over Zen Leaf Pilsen on Saturday, October 17, from 12 p.m. to 4 p.m., with local skate vendors, an open skate activation, a live DJ, free food, and in-store deals on Timeless products all day.

Here’s what the afternoon looks like so you can plan your visit.

What You’ll Learn

• The basics: date, time, and where the jam happens
• What’s happening outside, from open skate to the live DJ
• Why you should wear a costume
• The Timeless deals running in-store on October 17
• The limited-edition “Ewok” flip case and battery combo

Fall Skate Jam Basics

The jam runs for four hours on Saturday, October 17, at Zen Leaf Pilsen in Chicago. It’s a daytime event, so it’s easy to work into a weekend afternoon, whether you plan to skate the whole time or just stop by to shop and see what the local scene has set up.

The event is a collaboration between Timeless and Zen Leaf, with support from The Low Pressure Collective. Expect a laid-back, neighborhood feel with plenty going on outside and the dispensary open for browsing inside.

Open Skate, Local Vendors, and a Live DJ

The centerpiece is the open skate activation, so bring your board if you want to ride. Skaters of all levels are welcome to session, and it’s just as fun to hang back and watch.

Local skate vendors will be set up around the space, which makes it a good chance to discover Chicago brands and makers from the skate community. Boards Across Boarders keeps the music going all afternoon with a live DJ, and there will be free food on hand while you hang out.

Costumes Encouraged for Prizes

With Halloween two weeks out, the jam leans into the season. Costumes are encouraged, and there are prizes on the line for the standouts. Whether you go full character or keep it to a skate-friendly look you can actually ride in, it’s an easy way to get into the spirit.

Exclusive Timeless Deals In-Store

Inside the dispensary, consumers can shop 35% OFF all Timeless products on October 17. Timeless is known for its vape lineup and its artist collaborations, and the deal covers the full range of Timeless products on the menu.

Every Timeless product at Zen Leaf is lab-tested and sold through a licensed dispensary, and Cannabis Advisors will be on hand to walk you through the options if you’re deciding between formats.

The Limited-Edition “Ewok” Flip Case and Battery Combo

The jam’s artwork comes from a limited-edition “Ewok” flip case and battery combo, part of the Timeless Artist Legacy Program. The design features bold graffiti-style art carried across both the protective flip case and the matching battery.

It’s available now at Zen Leaf, so you don’t have to wait for the event to pick one up, but the jam is a natural time to see it in person alongside the rest of the Timeless lineup.

Frequently Asked Questions

What should I bring to the Fall Skate Jam?
Bring your board if you want to join the open skate, a costume if you’re going for a prize, and a valid government-issued ID if you plan to shop. Adult-use cannabis purchases in Illinois require you to be 21 or older.

Does the 35% off apply only on October 17?
Yes. The 35% off all Timeless products is tied to the event date, so it runs in-store on Saturday, October 17.

Do I have to skate to attend?
Not at all. Plenty of people come for the music, the vendors, the food, and the deals, so the afternoon works whether you ride or not.

Can I order ahead for pickup?
You can browse the Zen Leaf Pilsen menu online and place an order for in-store pickup, which is a handy way to skip the line on a busy afternoon.

Stop By Zen Leaf Pilsen

Mark your calendar for Saturday, October 17, from 12 p.m. to 4 p.m. Stop by Zen Leaf Pilsen to skate, shop the Timeless deals, and consult with a Cannabis Advisor who can help you Find Your Zen.