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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 Ludo Black

    Pillow Walk

    Ludo -

    Sale

    Ludo - Leather Lace Up Boots

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

    Pillow Walk

    Ferguson -

    Sale

    Ferguson - Leather Lace Ups

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

    Pillow Walk

    Darionn -

    Sale

    Darionn - Leather Lace Up Boots

    Men's - Colour / Brown Overflow
    £85.00
    £170.00 £85.00
    Sale
  • Aldo Men's Loafers Journey

    Pillow Walk

    Journey -

    Sale

    Journey - Leather Loafers

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

    Pillow Walk

    Prato-in -

    Sale

    Prato-in - Leather Slip Ons

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

    Pillow Walk

    Jensen -

    Sale

    Jensen - Lace Ups

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

    Pillow Walk

    Faro -

    Sale

    Faro - Lace Ups

    Men's - Colour / Brown Overflow
    £77.00
    £110.00 £77.00
    Sale
  • Zaccary

    Pillow Walk

    Zaccary -

    Sale

    Zaccary - Leather Loafers

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

    Pillow Walk

    Winslow -

    Sale

    Winslow - Fashion Athletics

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

    Pillow Walk

    Wildbrook -

    Sale

    Wildbrook - Leather Lace Ups

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

    Pillow Walk

    Topper -

    Sale

    Topper - Leather Fashion Athletics

    Men's - Colour / Ivory
    £66.00
    £110.00 £66.00
    Sale
  • Topper

    Pillow Walk

    Topper -

    Sale

    Topper - Leather Fashion Athletics

    Men's - Colour / Denim
    £44.00
    £110.00 £44.00
    Sale
  • Stepup

    Pillow Walk

    Stepup -

    Sale

    Stepup - Fashion Athletics

    Men's - Colour / Light Green
    £45.00
    £90.00 £45.00
    Sale
  • Speakeasy

    Pillow Walk

    Speakeasy -

    Sale

    Speakeasy - Leather Loafers

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

    Pillow Walk

    Seatide -

    Sale

    Seatide - Loafers

    Men's - Colour / Bone
    £72.00
    £120.00 £72.00
    Sale
  • Seafarer

    Pillow Walk

    Seafarer -

    Sale

    Seafarer - Fashion Athletics

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

    Pillow Walk

    Scottie -

    Sale

    Scottie - Fashion Athletics

    Men's - Colour / Natural
    £57.00
    £95.00 £57.00
    Sale
  • Sargasso

    Pillow Walk

    Sargasso -

    Sale

    Sargasso - Leather Lace Ups

    Men's - Colour / Black
    £78.00
    £130.00 £78.00
    Sale
  • Portwind

    Pillow Walk

    Portwind -

    Sale

    Portwind - Leather Boat Shoe

    Men's - Colour / Light Brown
    £48.00
    £120.00 £48.00
    Sale
  • Mcenroe

    Pillow Walk

    Mcenroe -

    Sale

    Mcenroe - Leather Fashion Athletics

    Men's - Colour / Natural
    £54.00
    £90.00 £54.00
    Sale
  • Leejay

    Pillow Walk

    Leejay -

    Sale

    Leejay - Fashion Athletics

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

    Pillow Walk

    Faro -

    Sale

    Faro - Leather Lace Ups

    Men's - Colour / Brown
    £66.00
    £110.00 £66.00
    Sale
  • Faro

    Pillow Walk

    Faro -

    Sale

    Faro - Leather Lace Ups

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

    Pillow Walk

    Elio -

    Sale

    Elio - Leather Fashion Athletics

    Men's - Colour / White/Bone
    £60.00
    £100.00 £60.00
    Sale
  • Elio

    Pillow Walk

    Elio -

    Sale

    Elio - Fashion Athletics

    Men's - Colour / White Overflow
    £60.00
    £100.00 £60.00
    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 / Black
    £38.00
    £95.00 £38.00
    Sale
  • Clubmtl

    Pillow Walk

    Clubmtl -

    Sale

    Clubmtl - Fashion Athletics

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

    Pillow Walk

    Clampet -

    Sale

    Clampet - Fashion Athletics

    Men's - Colour / Black
    £50.00
    £100.00 £50.00
    Sale
  • Bornes

    Pillow Walk

    Bornes -

    Bornes - Leather Loafers

    Men's - Colour / Black
    £140.00
    £140.00
  • Aldo Men's Pillow Walk Comfortable Fashion Athletics Willio

    Pillow Walk

    Willio -

    Sale

    Willio - Leather Trainers

    Men's - Colour / Cognac
    £45.00
    £90.00 £45.00
    Sale
  • Aldo Men's Pillow Walk Comfortable Ankle Boots Reish Black

    Pillow Walk

    Reish -

    Sale

    Reish - Leather Lace Up Boots

    Men's - Colour / Black
    £80.00
    £160.00 £80.00
    Sale
  • Cedar

    Pillow Walk

    Cedar -

    Sale

    Cedar - Leather Ankle Boots

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

    Pillow Walk

    Alarick -

    Sale

    Alarick - Lace Ups

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

    Pillow Walk

    Mcenroe -

    Sale

    Mcenroe - Trainers

    Men's - Colour / Bone
    £54.00
    £90.00 £54.00
    Sale
  • Corby

    Pillow Walk

    Corby -

    Sale

    Corby - Lace Ups

    Men's - Colour / Navy
    £60.00
    £100.00 £60.00
    Sale