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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 >

  • Dason

    Pillow Walk

    Dason -

    Extra 10% Off

    Dason - Leather Lace Ups

    Men's - Colour / Black
    £62.50
    £125.00 £62.50
    Sale
  • Aldo Men's Pillow Walk Comfortable Trainers Finespec Black

    Pillow Walk

    Finespec -

    Extra 10% Off

    Finespec - Trainers

    Men's - Colour / Black
    £52.50
    £105.00 £52.50
    Sale
  • Derryk

    Pillow Walk

    Derryk -

    Extra 10% Off

    Derryk - Trainers

    Men's - Colour / Black
    £47.50
    £95.00 £47.50
    Sale
  • Cortleyflex-in

    Pillow Walk

    Cortleyflex-in -

    Extra 10% Off

    Cortleyflex-in - Leather Lace Ups

    Men's - Colour / Black
    £75.00
    £125.00 £75.00
    Sale
  • Bocelli

    Pillow Walk

    Bocelli -

    Extra 10% Off

    Bocelli - Leather Lace Ups

    Men's - Colour / Black
    £81.00
    £135.00 £81.00
    Sale
  • Bocelli

    Pillow Walk

    Bocelli -

    Extra 10% Off

    Bocelli - Leather Lace Ups

    Men's - Colour / Cognac
    £81.00
    £135.00 £81.00
    Sale
  • Aldo Men's Pillow Walk Comfortable Lace Ups Keagan Black

    Pillow Walk

    Keagan -

    Extra 10% Off

    Keagan - Leather Lace Ups

    Men's - Colour / Black
    £57.50
    £115.00 £57.50
    Sale
  • Reece

    Pillow Walk

    Reece -

    Extra 10% Off

    Reece - Leather Lace Ups

    Men's - Colour / Black
    £81.00
    £135.00 £81.00
    Sale
  • Aldo Men's Pillow Walk Comfortable Ankle Boots Waldramm-u Brown

    Pillow Walk

    Waldramm-u -

    Extra 10% Off

    Waldramm-u - Leather Lace Up Boots

    Men's - Colour / Brown
    £105.00
    £175.00 £105.00
    Sale
  • Aldo Men's Pillow Walk Comfortable Ankle Boots Waldramm-u Black

    Pillow Walk

    Waldramm-u -

    Extra 10% Off

    Waldramm-u - Leather Lace Up Boots

    Men's - Colour / Black
    £105.00
    £175.00 £105.00
    Sale
  • Preth

    Pillow Walk

    Preth -

    Extra 10% Off

    Preth - Lace Ups

    Men's - Colour / Black
    £63.00
    £105.00 £63.00
    Sale
  • Keifer

    Pillow Walk

    Keifer -

    Extra 10% Off

    Keifer - Leather Loafers

    Men's - Colour / Black
    £87.00
    £145.00 £87.00
    Sale
  • Aldo Men's Lace Up Zale Black

    Pillow Walk

    Zale -

    Extra 10% Off

    Zale - Leather Lace Ups

    Men's - Colour / Black
    £77.50
    £155.00 £77.50
    Sale
  • Konnor

    Pillow Walk

    Konnor -

    Extra 10% Off

    Konnor - Lace Ups

    Men's - Colour / Black
    £52.50
    £105.00 £52.50
    Sale
  • Orlovoflexx-in

    Pillow Walk

    Orlovoflexx-in -

    Extra 10% Off

    Orlovoflexx-in - Leather Slip Ons

    Men's - Colour / Open Black
    £145.00
    £145.00
  • Konnor

    Pillow Walk

    Konnor -

    Extra 10% Off

    Konnor - Lace Ups

    Men's - Colour / Cognac
    £63.00
    £105.00 £63.00
    Sale
  • Ogspec

    Pillow Walk

    Ogspec -

    Extra 10% Off

    Ogspec - Trainers

    Men's - Colour / Cognac
    £57.00
    £95.00 £57.00
    Sale
  • Konnor

    Pillow Walk

    Konnor -

    Extra 10% Off

    Konnor - Lace Ups

    Men's - Colour / Navy
    £63.00
    £105.00 £63.00
    Sale
  • Keiran

    Pillow Walk

    Keiran -

    Extra 10% Off

    Keiran - Trainers

    Men's - Colour / Black
    £63.00
    £105.00 £63.00
    Sale
  • Dex

    Pillow Walk

    Dex -

    Extra 10% Off

    Dex - Leather Loafers

    Men's - Colour / Black
    £87.00
    £145.00 £87.00
    Sale
  • Khal

    Pillow Walk

    Khal -

    Extra 10% Off

    Khal - Leather Lace Ups

    Men's - Colour / Black
    £81.00
    £135.00 £81.00
    Sale
  • Teodoro

    Pillow Walk

    Teodoro -

    Extra 10% Off

    Teodoro - Leather Lace Ups

    Men's - Colour / Black
    £87.00
    £145.00 £87.00
    Sale
  • Odis

    Pillow Walk

    Odis -

    Extra 10% Off

    Odis - Leather Loafers

    Men's - Colour / Navy
    £75.00
    £125.00 £75.00
    Sale
  • Mtl72sneaker-m

    Pillow Walk

    Mtl72sneaker-m -

    Extra 10% Off

    Mtl72sneaker-m - Trainers

    Men's - Colour / Green
    £47.50
    £95.00 £47.50
    Sale
  • Geoff

    Pillow Walk

    Geoff -

    Extra 10% Off

    Geoff - Leather Lace Ups

    Men's - Colour / Black
    £81.00
    £135.00 £81.00
    Sale
  • Torroo

    Pillow Walk

    Torroo -

    Extra 10% Off

    Torroo - Leather Ankle Boots

    Men's - Colour / Black
    £77.50
    £155.00 £77.50
    Sale
  • Preth

    Pillow Walk

    Preth -

    Extra 10% Off

    Preth - Lace Ups

    Men's - Colour / Navy
    £73.50
    £105.00 £73.50
    Sale
  • Ogspec

    Pillow Walk

    Ogspec -

    Extra 10% Off

    Ogspec - Trainers

    Men's - Colour / Navy
    £57.00
    £95.00 £57.00
    Sale
  • Dinbrenn

    Pillow Walk

    Dinbrenn -

    Extra 10% Off

    Dinbrenn - Lace Ups

    Men's - Colour / Navy
    £63.00
    £105.00 £63.00
    Sale
  • Waltonn

    Pillow Walk

    Waltonn -

    Extra 10% Off

    Waltonn - Leather Ankle Boots

    Men's - Colour / Black
    £77.50
    £155.00 £77.50
    Sale
  • Lionel

    Pillow Walk

    Lionel -

    Extra 10% Off

    Lionel - Leather Loafers

    Men's - Colour / Black
    £87.00
    £145.00 £87.00
    Sale
  • Ferruci

    Pillow Walk

    Ferruci -

    Extra 10% Off

    Ferruci - Leather Lace Ups

    Men's - Colour / Cognac
    £67.50
    £135.00 £67.50
    Sale
  • Fabio

    Pillow Walk

    Fabio -

    Extra 10% Off

    Fabio - Leather Loafers

    Men's - Colour / Black
    £72.50
    £145.00 £72.50
    Sale
  • Bastian

    Pillow Walk

    Bastian -

    Extra 10% Off

    Bastian - Leather Lace Ups

    Men's - Colour / Black
    £94.50
    £135.00 £94.50
    Sale
  • Thevoid

    Pillow Walk

    Thevoid -

    Limited Edition

    Thevoid - Leather Lace Ups

    Men's - Colour / Brown
    £70.00
    £140.00 £70.00
    Sale
  • Kurtis

    Pillow Walk

    Kurtis -

    Extra 10% Off

    Kurtis - Trainers

    Men's - Colour / Navy
    £95.00
    £95.00