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honey white
honey white
honey white
honey white
honey white
honey white
honey white
honey white
pine white
pine white
pine white
pine white
pine white
pine white
pine white
pine white
stone white
stone white
stone white
stone white
stone white
stone white
stone white
stone white
stone white
stone white

Crossover Chukka

$250
11 reviews

Crossover Chukka

$250
11 reviews
Colorway: Pine / White 3 colorways
material:
Suede
Size Ruler What size am I?
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.

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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 / White 3 colorways
Size Ruler What size am I?
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choose your adventure

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.

Game for anything.

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.

ITALIAN LEATHER UPPER

A luxury finish with no break-in time.

Celebrate the unique properties and depth found in full-grain Italian leather. Slight color and finish variation are natural and occur when our artisans hand-finish each product. Enjoy the rich color, natural creamy finish, and wax coated shine found in your Wolf & Shepherd shoes.

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 is one of our most versatile shoes. Feel free to dress it down with jeans, or keep it classy in a pair of chinos and a sweater. When adventure calls, answer in Chukkas. See our style guide here.

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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
4.9 Based on 11 Reviews
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Filter Reviews:
DF
03/28/2021
Daniel F.
United States United States
Like the shoe, wish I’d gotten a wider size

Purchased a 10.5 originally, and felt it was too long from toe to heel, so opted to exchange for a 10, but after wearing it for a couple days, I realized my toe box was getting all smashed up. I think I’d need a 10W for the shoe to fit properly. Unfortunately, I’ve retired the shoe after a few uses, but perhaps after I save some money I’ll buy a wide size (do they have those ?)

  • Sizing Runs SmallFeels Just RightRuns Large
  • Width Feels Too NarrowFeels Just RightFeels Too Wide
  • Comfort Just Another Dress ShoePretty GoodThere's No Turning Back
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 GoodThere's No Turning Back
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!

  • Comfort Just Another Dress ShoePretty GoodThere's No Turning Back
  • Width Feels Too NarrowFeels Just RightFeels Too Wide
  • Sizing Runs SmallFeels Just RightRuns Large