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

get more knowledge & news

Red Paddle Co Inflatable SUP Review 2015

When it comes to inflatable stand up paddle boards, nobody does it better than Red Paddle Co. Check out their latest for 2015.

Best Inflatable Stand Up Paddle Boards 2015

No, these are not glorified floaties. These are high quality, super durable, extra stable inflatable SUP boards designed for all-around paddling in 2015.

Spring Break Must Haves 2015

You made it through another brutal winter and spring break is finally here. Don't blow it by forgetting good party supplies. Read on for good ideas...

Volcom Footwear 2015

Just when you thought this OG brand could not get any better, they go and do something like this. Introducing, Volcom Footwear 2015.

WW

the latest inwindward events

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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.

24 jan 2015

Windward 2015 First Bus Trip Recap

Our first bus trip of the season was a bluebird day at Chestnut Mountain! Thanks to Windy City Ski and everyone that was on the bus.