Black FridayDealsBuying guidesBrandsStoresTermsPrivacydeal.ai apps

© Deal.ai Inc.

Deal.ai › Kenneth Cole Reaction
Kenneth Cole Reaction
Kenneth Cole Reaction Vesto Men's Boot

Kenneth Cole Reaction Vesto Men's Boot

Best price now

$47.60at Macy'sObserved at 8:38 AM

Prices are checked against each store and labelled with when.

Visit Macy's

Ask our agent about this product

It checks today's price at every store, compares the alternatives and answers in about a minute.

Enter to send, Shift+Enter for a new line

Our take on the Kenneth Cole Reaction Vesto Men's Boot

The Kenneth Cole Reaction Vesto is a men's chukka boot with a brushed synthetic (PU) upper, a stitched moc toe and a lace-up front. It has a cushioned, removable footbed with arch support, so you can swap in your own orthotics, and a flexible rubber-blend sole. The look is minimal, so it works with jeans or chinos. At $47.60 at Macy's as of November 5, 2026, it sits at the low end of what this boot typically sells for, and only one store currently lists it new.

Best forMen who want a casual chukka for jeans and chinosShoppers who need to wear their own orthoticsBuyers on a tight budgetOffice-casual and weekend wear
Pros
  • Removable cushioned footbed with arch support
  • Orthotics compatible
  • Flexible sole from the first wear
  • Stitched moc toe gives it a cleaner look than plain chukkas
  • Wipe-clean synthetic upper needs little care
  • Low price at $47.60
Cons
  • Brushed PU upper, not real leather, so it will not age or crease like leather
  • Synthetic lining and sole breathe less than leather
  • Not built for rain, snow or heavy daily wear
  • Only one store lists it new, so size availability is limited

Kenneth Cole Reaction Vesto Men's Boot prices at every store

  • Macy'sNew

    In stock

    $47.60Observed at 8:38 AM
    Visit store

Also available at

  • DSWCheck price at DSW
  • Kenneth ColeCheck price at Kenneth Cole
  • Nordstrom RackCheck price at Nordstrom Rack

Kenneth Cole Reaction Vesto Men's Boot price history

Lowest price we've seen: $47.60 on Nov 5 at Macy's. Tracked across 4 stores since Nov 5.

What reviewers say

Owner feedback on the Vesto is mixed but leans positive on comfort and value. Most praise the cushioned, removable insole and the light feel; the common complaint is that the synthetic upper looks and wears cheaper than leather.

Pros
  • Comfortable out of the box
  • Removable insole fits custom orthotics
  • Light and flexible for all-day walking
  • Good looks for the price
Cons
  • Upper scuffs and creases like synthetic, not leather
  • Some find the fit runs narrow
  • Durability drops with heavy daily use

Specifications

Gender
Men's
Material
Brushed PU (upper)
Boot Style
Chukka Boot, Lace-up Boots
Type
Boots
Closure Style
Lace-up
Outsole Material
Synthetic, Rubber
Sole Material
Synthetic, Rubber
Age Group
Adult
Department
Men's
Arch Support
Yes
Orthotics Compatible
Compatible (Removable footbed for customizable fit)
Footbed Features
Removable
Color Effect
Brushed
Insole Support Type
Arch support
Insole Features
Cushioned
Toe Shape
Moc toe
Toe Style
Moc toe
Design Style
Minimalist
Decorative Accents
Stitched moc toe, Minimalist KC branding
Visual Attributes
Stitched moc toe
Texture
Smooth
Shaft Style
Chukka Boot
Care Instructions
Wipe clean

Questions and answers

Is the Vesto boot worth it at $47.60?
At $47.60 at Macy's as of November 5, 2026, it is a low-risk casual chukka. You get a removable arch-support footbed and a flexible sole, but the upper is synthetic, so do not expect leather-level longevity.
Can I put my own orthotics in it?
Yes. The footbed is removable, so you can swap in custom insoles. The boot also has built-in arch support if you keep the stock insole.
Does the Vesto run true to size?
Most owners say it fits true to size, though some with wider feet find it snug. If you wear thick socks or have wide feet, consider a half size up.
Is the upper real leather?
No. The upper is brushed PU, a synthetic material. It wipes clean easily but will not develop a leather patina and may crease differently.
What is the difference between the Vesto and a leather chukka?
The Vesto is lighter and cheaper, with a synthetic upper and rubber-blend sole. A leather chukka costs more, breathes better and lasts longer with care.
When is the Vesto cheapest?
Clearance and end-of-season sales are the best windows, and the current $47.60 at Macy's as of November 5, 2026 is already near the bottom of its usual range.
Where is the Kenneth Cole Reaction Vesto Men's Boot cheapest?
At Macy's, for $47.60, as of our latest check.
Where can I buy the Kenneth Cole Reaction Vesto Men's Boot?
4 stores we checked sell it, including Macy's, DSW, Kenneth Cole, Nordstrom Rack.

More from Kenneth Cole Reaction

  • K
    Kenneth Cole Reaction KC1373 Women's Sunglasses
    Kenneth Cole Reaction KC1373 Women's Sunglasses
  • K
    Kenneth Cole Reaction Renegade Expandable Spinner
    Kenneth Cole Reaction Renegade Expandable Spinner
  • K
    Kenneth Cole Reaction Men's Suit
    Kenneth Cole Reaction Men's Suit
  • K
    Kenneth Cole Reaction Men's Ready Flex Slim Fit Suit
    Kenneth Cole Reaction Men's Ready Flex Slim Fit Suit
  • K
    Kenneth Cole Reaction Salinda Women's Boots
    Kenneth Cole Reaction Salinda Women's Boots
  • K
    Kenneth Cole Reaction Captain Combat Men's Boot
    Kenneth Cole Reaction Captain Combat Men's Boot
  • K
    Kenneth Cole Reaction Men's Flex Suit Jacket
    Kenneth Cole Reaction Men's Flex Suit Jacket
  • K
    Kenneth Cole Reaction Men's Reversible Plaque Buckle Belt
    Kenneth Cole Reaction Men's Reversible Plaque Buckle Belt
All Kenneth Cole Reaction deals and products →