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Crossover Chukka

$279
10 reviews

Crossover Chukka

$279
10 reviews
Colorway: Pine 3 colorways
material:
Suede
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Size: Ruler What size am I?
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    • Designed To Repel Water
    • All-Day Comfort For Your Feet
    • Premium Italian Leather
    • Free Shipping
    • A Hybrid Desert Boot
    • Stone / Pine: Water-repellent Italian suede upper
    • Honey: Italian calfskin upper
    • FloatForm memory foam throughout leather-lined footbed
    • Ultra soft, abrasion-resistant sheepskin lining
    • Wax-coated laces
    • TPU midsole with rubber outsole
    • Made in Portugal
  • Runs true to sneaker size. Take your true sneaker size for a comfortable, glove-like fit. These will give with time and mold to the shape of your foot.

    • Chinos/Trousers
    • Dark Jeans
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Size Guide

Shoe Size Guide
Men's U.S. Size Women's U.S. Size EU Size U.K. Size Canadian Size Inches
6 8 39 5 6 9.25
6.5 8.5 39.5 5.5 6.5 9.42
7 9 40 6 7 9.625
7.5 9.5 40.5 6.5 7.5 10
8 10 41 7 8 10.4
8.5 10.5 41.5 7.5 8.5 10.125
9 11 42 8 9 10.25
9.5 11.5 42.5 8.5 9.5 10.5
10 12 43 9 10 10.625
10.5 12.5 43.5 9.5 10.5 10.75
11 13 44 10 11 11
11.5 13.5 44.5 10.5 11.5 11.125
12 14 45 11 12 11.25
12.5 14.5 45.5 11.5 12.5 11.5
13 15 46 12 13 11.625
14 16 47 13 14 12
15 17 48 14 15 12.25
Belt Size Guide
Waist Size Inches Belt Size Inches Belt size CM Strap Length Inches Strap Length CM
28 30 76.2 36 91.44
30 32 81.28 38 96.52
32 34 86.36 40 101.60
34 36 91.44 42 106.68
36 38 96.52 44 111.76
38 40 101.6 46 116.84
40 42 106.68 48 121.92
42 44 111.76 50 127.00
Colorway Pine 3 colorways
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The Crossover Chukka.

Rooted in British military history, we’ve taken the classic Chukka and injected it with modern comfort. Rebuilt on a fresh FloatForm memory foam footbed, these boots offer comfort and versatility at the speed of life. The high traction outsole offers the perfect grip, be it subway stairs or a sandstone ridge.

go there in comfort.

Sturdy support.

Equal parts poise and performance, the Crossover is Wolf & Shepherd’s newest dress shoe built to bridge the gap between work and play. Featuring a lightweight construction, shock absorbent cushioning, and premium Italian leather, the Crossover gets you where you need to go, no matter the route you take.

Water-repellent Italian suede

Softer. Lighter. Better.

The Crossover features full-grain Italian leather and an athletic, agile sole. With its cross-functional design, this hybrid dress shoe comfortably navigates both business and casual settings – and especially the space in between.

a refined silhouette

The future of footwear.

Hybrid dress shoes are redefining workplace footwear by offering a more casual alternative to standard dress shoes. We think they pair best with slacks/trousers and a jacket, khakis, denim, chinos, and plenty more.

Casual versatility

Dress them up, or down.

The Crossover Chukka in Stone suede is one of our most versatile shoes. Our water repellent suede makes it a perfect shoe to throw on when weather isn't favorable. Feel free to dress it down with jeans, or keep it classy in a pair of chinos and a sweater.

See our styleguide here.

Pair Crossover Chukka With

dawn to dusk

Hybrid boot comfort.

These resilient boots will take you from the boardroom to the backwoods, and fill every space in between with versatility to meet you where you are… wherever that is.

‘‘Stylish dress shoes made to feel as comfortable as sneakers... by a former Adidas designer’’
‘‘Wolf & Shepherd is pitching men's dress shoes as comfortable enough for long commutes.’’
‘‘All the comfort of a running shoe..and now they have a world record to back it up.’’
‘‘A former adidas designer has reinvented the dress shoe to be as comfortable as sneakers.’’
Customer Reviews
5.0 Based on 10 Reviews
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Filter Reviews:
SS
01/12/2021
Sam S.
United States United States
Crossover Chukka by Sam Shepherd

I like them very much

MP
01/11/2021
Matthew P.
United States United States
Great shoes

This is my 4th pair of W&S. Comfortable as sneakers. Fit slightly narrow but will buy more for sure.

  • Sizing Runs SmallFeels Just RightRuns Large
  • Width Feels too narrowFeels just rightFeels too wide
  • Comfort Just Another Dress ShoePretty GoodRidiculously Comfortable
EM
12/30/2020
Edwin M.
United States United States
Chukkool

These are the best pair of Chukka boot I’ve ever worn. Just as comfortable as my crossover wingtips. They’re light as a feather and make any pair of feet looking”kool”! Wolf and Shepherd shoes are spot on when it comes to size 10.5!

  • Sizing Runs SmallFeels Just RightRuns Large
  • Width Feels too narrowFeels just rightFeels too wide
  • Comfort Just Another Dress ShoePretty GoodRidiculously Comfortable
CM
12/26/2020
Christopher M.
United States United States
Best CHUKKA I own!

These boots fit like a glove and extremely comfortable!

  • Sizing Runs SmallFeels Just RightRuns Large
  • Width Feels too narrowFeels just rightFeels too wide
  • Comfort Just Another Dress ShoePretty GoodRidiculously Comfortable