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Pillow Walk Shoes For Men

Expect the unexpected with our extra comfortable shoes designed with Pillow Walk technology. Stand tall and stay comfy from morning to midnight. Comfy-cushy insole with a double layer of foam that helps skip the break-in period.

Learn more about Pillow Walk Here >

  • Portos

    Pillow Walk

    Portos -

    New Season

    Portos - Leather Loafers

    Men's - Colour / Black
    £139.00
    £139.00
  • Leejay

    Pillow Walk

    Leejay -

    Sale

    Leejay - Fashion Athletics

    Men's - Colour / Navy
    £48.00
    £80.00 £48.00
    Sale
  • Heriot

    Pillow Walk

    Heriot -

    Sale

    Heriot - Leather Loafers

    Men's - Colour / Black
    £91.00
    £130.00 £91.00
    Sale
  • Fitzpatrick

    Pillow Walk

    Fitzpatrick -

    Sale

    Fitzpatrick - Lace Ups

    Men's - Colour / Navy
    £70.00
    £100.00 £70.00
    Sale
  • Eton

    Pillow Walk

    Eton -

    Sale

    Eton - Leather Slip Ons

    Men's - Colour / Taupe
    £48.00
    £120.00 £48.00
    Sale
  • Eton

    Pillow Walk

    Eton -

    Sale

    Eton - Leather Slip Ons

    Men's - Colour / Navy
    £48.00
    £120.00 £48.00
    Sale
  • Clubmtl

    Pillow Walk

    Clubmtl -

    Sale

    Clubmtl - Fashion Athletics

    Men's - Colour / Bright Blue
    £38.00
    £95.00 £38.00
    Sale
  • Bornes

    Pillow Walk

    Bornes -

    Bornes - Leather Loafers

    Men's - Colour / Black
    £140.00
    £140.00
  • Belford

    Pillow Walk

    Belford -

    Sale

    Belford - Fashion Athletics

    Men's - Colour / White
    £54.00
    £90.00 £54.00
    Sale
  • Belford

    Pillow Walk

    Belford -

    Sale

    Belford - Fashion Athletics

    Men's - Colour / Cognac
    £54.00
    £90.00 £54.00
    Sale
  • Scottie

    Pillow Walk

    Scottie -

    Sale

    Scottie - Trainers

    Men's - Colour / White
    £47.50
    £95.00 £47.50
    Sale
  • Wynder

    Pillow Walk

    Wynder -

    New Season

    Wynder - Lace Ups

    Men's - Colour / Cognac
    £99.00
    £99.00
  • Paxley

    Pillow Walk

    Paxley -

    New Season

    Paxley - Leather Lace Ups

    Men's - Colour / Cognac
    £139.00
    £139.00
  • Mariner

    Pillow Walk

    Mariner -

    New Season

    Mariner - Leather Slip Ons

    Men's - Colour / Taupe
    £119.00
    £119.00
  • Carlson

    Pillow Walk

    Carlson -

    New Season

    Carlson - Leather Fashion Athletics

    Men's - Colour / Navy
    £109.00
    £109.00
  • Carlson

    Pillow Walk

    Carlson -

    New Season

    Carlson - Fashion Athletics

    Men's - Colour / Black
    £99.00
    £99.00
  • Carlson

    Pillow Walk

    Carlson -

    New Season

    Carlson - Fashion Athletics

    Men's - Colour / Cognac
    £99.00
    £99.00
  • Auren

    Pillow Walk

    Auren -

    New Season

    Auren - Leather Fashion Athletics

    Men's - Colour / Dark Brown
    £99.00
    £99.00
  • Allegro

    Pillow Walk

    Allegro -

    New Season

    Allegro - Leather Lace Ups

    Men's - Colour / Black
    £149.00
    £149.00
  • Zelasien

    Pillow Walk

    Zelasien -

    Sale

    Zelasien - Leather Loafers

    Men's - Colour / Cognac
    £84.00
    £140.00 £84.00
    Sale
  • Zaccary

    Pillow Walk

    Zaccary -

    Sale

    Zaccary - Leather Loafers

    Men's - Colour / Camel
    £78.00
    £130.00 £78.00
    Sale
  • Wildbrook

    Pillow Walk

    Wildbrook -

    Sale

    Wildbrook - Leather Lace Ups

    Men's - Colour / Bone
    £40.00
    £100.00 £40.00
    Sale
  • Wilbart

    Pillow Walk

    Wilbart -

    Sale

    Wilbart - Leather Slip Ons

    Men's - Colour / Black
    £98.00
    £140.00 £98.00
    Sale
  • Uptown

    Pillow Walk

    Uptown -

    Sale

    Uptown - Fashion Athletics

    Men's - Colour / White Combo
    £50.00
    £100.00 £50.00
    Sale
  • Uptown

    Pillow Walk

    Uptown -

    Sale

    Uptown - Leather Fashion Athletics

    Men's - Colour / Taupe
    £55.00
    £110.00 £55.00
    Sale
  • Matchpoint

    Pillow Walk

    Matchpoint -

    Sale

    Matchpoint - Fashion Athletics

    Men's - Colour / Black
    £45.00
    £90.00 £45.00
    Sale
  • Lazio

    Pillow Walk

    Lazio -

    Sale

    Lazio - Leather Lace Ups

    Men's - Colour / Black
    £84.00
    £140.00 £84.00
    Sale
  • Heriot

    Pillow Walk

    Heriot -

    Sale

    Heriot - Leather Loafers

    Men's - Colour / Cognac
    £78.00
    £130.00 £78.00
    Sale
  • Finespec

    Pillow Walk

    Finespec -

    Sale

    Finespec - Fashion Athletics

    Men's - Colour / Light Grey
    £52.50
    £105.00 £52.50
    Sale
  • Finespec

    Pillow Walk

    Finespec -

    Sale

    Finespec - Leather Fashion Athletics

    Men's - Colour / Camel
    £52.50
    £105.00 £52.50
    Sale
  • Faro

    Pillow Walk

    Faro -

    Sale

    Faro - Leather Lace Ups

    Men's - Colour / Open Navy
    £77.00
    £110.00 £77.00
    Sale
  • Clubmtl

    Pillow Walk

    Clubmtl -

    Sale

    Clubmtl - Fashion Athletics

    Men's - Colour / White/Navy
    £38.00
    £95.00 £38.00
    Sale
  • Clubmtl

    Pillow Walk

    Clubmtl -

    Sale

    Clubmtl - Fashion Athletics

    Men's - Colour / Bright Green
    £38.00
    £95.00 £38.00
    Sale
  • Toney

    Pillow Walk

    Toney -

    Sale

    Toney - Leather Ankle Boots

    Men's - Colour / Cognac
    £92.50
    £185.00 £92.50
    Sale
  • Scottie

    Pillow Walk

    Scottie -

    Sale

    Scottie - Trainers

    Men's - Colour / Black/Black
    £57.00
    £95.00 £57.00
    Sale
  • Roby

    Pillow Walk

    Roby -

    Sale

    Roby - Leather Ankle Boots

    Men's - Colour / Open Black
    £85.00
    £170.00 £85.00
    Sale