Click offer codes below to apply in checkout. Tap offer codes below to apply in checkout.
There are no promotions running at this time. There are no promotions running at this time.
Get a free Shoe Care Kit with any Gold Cup purchase with code DAD at checkout. Offer expires June 20th, 2021 at 11:59PM ET. While supplies last. Not valid on prior purchases. Offer valid only on Sperry.com. Valid on US orders only. Some restrictions may apply.
Get a free Fanny Pack with any purchase of Men's or Women's Soletide sneakers. Fanny Pack colors may vary. Must use code SOLETIDE at checkout. Offer valid through June 17th, 2021 at 11:59PM PT. While supplies last. Offer does not apply on previous purchases, and cannot be combined with other offers. Offer applies to US orders only. Some restrictions may apply.
Get 20% off your next purchase when you refer a friend to Sperry.com. Your friend will receive 20% off their purchase of $75+ at Sperry.com. Please read all terms and conditions. Offer valid on US orders only. Some restrictions may apply.
45 Products
45 Products
Be ready for any adventure – from the office park to the actual park – in men's chukka boots from Sperry. Our wide selection of men's casual boots is designed to keep you steady, comfortable and stylish wherever your journey takes you. From strolling on the beach, boardwalk or promenade to hailing a cab for your next big night out, your new men's chukka boots will stand up to the weather and stand out in the crowd. Our carefully crafted designs feature waterproof, seam-sealed construction, non-marking rubber outsoles, heavy lugs and Wave-Siping™ for the ultimate in wet/dry protection and traction, plus rawhide laces, premium leather accents and genuine, hand-sewn details for unbeatable charm. Classic Sperry styling ensures our men's chukka boots will help you handle any endeavor with confidence. From simple, slip-on and sneaker styles to high-top duck boots made to protect your every step, you're sure to find a Sperry chukka style you love. Whatever your next quest demands of you, keep comfortable men's casual boots from Sperry.
