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. Everything you see online is also available in-store and our expert staff is here for personalized advice. Short on time? Use in-store pickup at checkout for speedy results.

Learn Something

the latest inlearn something

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Bustin Longboards 2015

An OG in the longboard game, Bustin Longboards is now available at Windward. Here is a list of some of our favorite boards for summer 2015.

Never Summer Longboards 2015

Rider owned and operated and made right here in the U.S.A., Never Summer longboards is absolutely doing it right with the 2015 Never Summer Longboards lineup.

Landyachtz Longboards 2015

Landyachtz Longboards released the 2015 line and we couldn't be more hyped on the collection. Here's a list of our favorites.

Arbor Longboards 2015

A trusted name in the snow and skate game and one of our favorite brands is Arbor longboards. Check out their fresh new collection of longboards for 2015.

WW

the latest inwindward events

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26 apr 2015

The Hunt Longboard Race 2015

Chicago's Scavenger Hunt on Longboards is back for 2015.

25 apr 2015

Surfrider Chicago Hangs Upon Nothing Video Premiere

Join us at the Hangs Upon Nothing video premiere with Surfrider Chicago on April 25th - 2pm at the Logan Theater.

Ladies Shred Day 2015 Recap

Ladies Shred Day 2015 was a huge success! Great weather, rad ladies and good times all around.

01 mar 2015

Ladies Shred Day 2015

A day of lessons, snow shred and giveaways? Specialized for the ladies? Oh, that must be ladies shred day 2015 on March 1st, 2015.