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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 >

  • Aldo Men's Pillow Walk Comfortable Ankle Boots Graveldiver Black

    Pillow Walk

    Graveldiver -

    Sale

    Graveldiver - Leather Combat Ankle Boots

    Men's - Colour / Black
    £75.00
    £150.00 £75.00
    Sale
  • Journey

    Pillow Walk

    Journey -

    New Season

    Journey - Leather Loafers

    Men's - Colour / Cognac
    £119.00
    £119.00
  • Ludovik

    Pillow Walk

    Ludovik -

    New Season

    Ludovik - Leather Loafers

    Men's - Colour / Bordo
    £139.00
    £139.00
  • Finespec

    Pillow Walk

    Finespec -

    New Season

    Finespec - Fashion Athletics

    Men's - Colour / Light Beige
    £99.00
    £99.00
  • Antley

    Pillow Walk

    Antley -

    New Season

    Antley - Lace Ups

    Men's - Colour / Brown
    £109.00
    £109.00
  • Portwind

    Pillow Walk

    Portwind -

    Sale

    Portwind - Leather Boat Shoe

    Men's - Colour / Ecru
    £48.00
    £120.00 £48.00
    Sale
  • Jensen

    Pillow Walk

    Jensen -

    Sale

    Jensen - Lace Ups

    Men's - Colour / White
    £65.00
    £130.00 £65.00
    Sale
  • Jensen

    Pillow Walk

    Jensen -

    Sale

    Jensen - Lace Ups

    Men's - Colour / Light Beige
    £52.00
    £130.00 £52.00
    Sale
  • Winslow

    Pillow Walk

    Winslow -

    Sale

    Winslow - Fashion Athletics

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

    Pillow Walk

    Speakeasy -

    Sale

    Speakeasy - Leather Loafers

    Men's - Colour / Ivory
    £70.00
    £140.00 £70.00
    Sale
  • Shirdon

    Pillow Walk

    Shirdon -

    Sale

    Shirdon - Leather Lace Ups

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

    Pillow Walk

    Seafarer -

    Sale

    Seafarer - Fashion Athletics

    Men's - Colour / Navy
    £50.00
    £100.00 £50.00
    Sale
  • Laraede

    Pillow Walk

    Laraede -

    Sale

    Laraede - Leather Loafers

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

    Pillow Walk

    Elio -

    Sale

    Elio - Fashion Athletics

    Men's - Colour / White Overflow
    £60.00
    £100.00 £60.00
    Sale
  • Ederrac

    Pillow Walk

    Ederrac -

    Sale

    Ederrac - Leather Slip Ons

    Men's - Colour / Cognac
    £72.00
    £120.00 £72.00
    Sale
  • Daniells

    Pillow Walk

    Daniells -

    Sale

    Daniells - Leather Lace Ups

    Men's - Colour / Cognac
    £65.00
    £130.00 £65.00
    Sale
  • Courtline

    Pillow Walk

    Courtline -

    Sale

    Courtline - Fashion Athletics

    Men's - Colour / White/Bone
    £57.00
    £95.00 £57.00
    Sale
  • Clubmtl

    Pillow Walk

    Clubmtl -

    Sale

    Clubmtl - Fashion Athletics

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

    Pillow Walk

    Casino -

    Sale

    Casino - Loafers

    Men's - Colour / Black
    £75.00
    £150.00 £75.00
    Sale
  • Paxley

    Pillow Walk

    Paxley -

    New Season

    Paxley - Leather Lace Ups

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

    Pillow Walk

    Cedar -

    Sale

    Cedar - Leather Ankle Boots

    Men's - Colour / Black
    £75.00
    £150.00 £75.00
    Sale
  • Omono

    Pillow Walk

    Omono -

    Sale

    Omono - Trainers

    Men's - Colour / Black
    £45.00
    £90.00 £45.00
    Sale
  • Aldo Men's Loafers Seatide Beige

    Pillow Walk

    Seatide -

    Sale

    Seatide - Leather Loafers

    Men's - Colour / Medium Beige
    £60.00
    £120.00 £60.00
    Sale
  • Akai

    Pillow Walk

    Akai -

    Sale

    Akai - Trainers

    Men's - Colour / Black
    £60.00
    £100.00 £60.00
    Sale
  • Zigosh

    Pillow Walk

    Zigosh -

    New Season

    Zigosh - Leather Slip Ons

    Men's - Colour / Black
    £119.00
    £119.00
  • Zigosh

    Pillow Walk

    Zigosh -

    New Season

    Zigosh - Leather Slip Ons

    Men's - Colour / Cognac
    £119.00
    £119.00
  • Zayd

    Pillow Walk

    Zayd -

    New Season

    Zayd - Fashion Athletics

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

    Pillow Walk

    Zayd -

    New Season

    Zayd - Fashion Athletics

    Men's - Colour / Light Beige
    £109.00
    £109.00
  • Zanka

    Pillow Walk

    Zanka -

    New Season

    Zanka - Leather Lace Ups

    Men's - Colour / Cognac
    £129.00
    £129.00
  • Xavier

    Pillow Walk

    Xavier -

    New Season

    Xavier - Fashion Athletics

    Men's - Colour / White
    £99.00
    £99.00
  • Xavier

    Pillow Walk

    Xavier -

    New Season

    Xavier - Fashion Athletics

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

    Pillow Walk

    Xavier -

    New Season

    Xavier - Fashion Athletics

    Men's - Colour / Light Grey
    £99.00
    £99.00
  • Wynder

    Pillow Walk

    Wynder -

    New Season

    Wynder - Lace Ups

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

    Pillow Walk

    Turley -

    New Season

    Turley - Lace Ups

    Men's - Colour / Black
    £119.00
    £119.00
  • Tides

    Pillow Walk

    Tides -

    New Season

    Tides - Leather Loafers

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

    Pillow Walk

    Tides -

    New Season

    Tides - Leather Loafers

    Men's - Colour / Light Yellow
    £139.00
    £139.00