Why Windward Boardshop?

Since 1982, Windward has served the boardsports, outdoor and apparel industry with top-notch recommendations and un-matched customer service. We invite you to take a look around. Feel free to contact us if we can help at all along the way. Here are some quick facts to get you started.

We Ride First

Gear Tested & Approved

We are snowboarders, stand up paddle boarders, longboarders and skateboarders. Riding the gear we sell is key in a good recommendation for you. Plus, our staff has been riding on average 15+ years and just can't stop.

Since 1982

30+ Years of Expert Knowledge & Service

Our decades of riding experience gives us the know how to get riders like you into the right gear for your next adventure. Take it from others just like you, browse our 5-star collection on Yelp & Shopper Approved.

Fast Free Shipping

No Minimum Orders To Get It

Sure, others offer free shipping that might get there in 7-10 days. Our average free delivery time is 2.5 days with over 95% of shipments arriving in 4 days or less. We can't laser beam it to you just yet but we're getting close.

365 Day Free Returns

Easy Return Label In The Box

Sometimes it just doesn't fit right or isn't exactly what you expected. No problem, as long as the item is brand new w/tags, you have a full 365 days to return it. Just look for your pre-paid free return label included with every order.

Shop Secure

128-bit encryption + No Sensitive Storage

Shop with security and peace of mind under our 128-bit encryption powered by Thawte and credit card processing with Authorize.net or PayPal. All major credit cards are accepted and we don't store your private credit card account info.

Shop Local

Everything Online Is Also In-Store

Visit us at Chicago's original boardshop, just south of Wrigley Field or our new location in downtown Highland Park. Everything you see online is also available in-store at one of our two locations and our expert staff is here for personalized advice.

Learn Something

the latest inlearn something

get more knowledge & news

Landyachtz Longboard Review 2016

With nearly 20 years in the game, Landyachtz is back with another season of killer shapes, insane graphics and quality tech. Here is our Landyachtz Longboards Review 2016.

Never Summer Longboard Review 2016

The 2016 collection of Never Summer Longboards is here and real solid. Find your next longboard right here on this list.

Where to Longboard Around Chicago

This many not be the Rockies, but that doesn't mean there aren't good spots to longboard around Chicago. Checkout our list of our favorite longboard spots in and around the Chicago area.

WW

the latest inwindward events

view the full calendar

21 jun 2016

Go Skate Day 2016

Go Skate Day in Chicago, now at Wilson Skatepark Chicago & Sunset Skate Park Highland Park on Tues. Jun 21st 2016, 12-3pm.

12 mar 2016

Shred Fest 2016

Come out to Shred Fest on March 12th at the Grand Geneva Resort for a day of snowboarding and charity.

06 feb 2016

Ladies Shred Day 2016

The snowboard event you ladies wait all year for is finally upon us. Here are the details for Ladies Shred Day 2016!

11 dec 2015

Grand Opening: Windward Highland Park

Join us for our 2nd location grand opening party at 1883 2nd Street in Highland Park, IL on Friday, Dec 11th from 6-8pm!