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Kenneth Cole Raymond Men's Casual Slip-On Boot

Kenneth Cole Raymond Men's Casual Slip-On Boot

2.8(5 ratings)

Best price now

$92.50at Macy'sObserved at 8:58 PM

50% under what the other stores charge

Compared across 6 stores. Prices are checked against each store and labelled with when.

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Our take on the Kenneth Cole Raymond Men's Casual Slip-On Boot

The Kenneth Cole Raymond is a men's Chelsea boot in smooth Balboa leather with elastic gore panels and a pull tab for easy on and off. It has a removable cushioned footbed with built-in arch support and a flexible rubber sole. The best new price is $92.50 at Macy's as of November 5, 2026, with 6 stores listing it new.

Best forMen who want a dress-casual Chelsea bootWearers who need arch support in a slip-onOffice and smart-casual outfitsAnyone who wants a removable footbed
Pros
  • Slip-on Chelsea design with elastic gore panels
  • Balboa leather upper wipes clean
  • Removable cushioned footbed with arch support
  • Flexible rubber sole for easy walking
  • Almond toe keeps it dressy enough for work
Cons
  • Leather upper needs wiping and care to stay smooth
  • Chelsea boots offer no laces for fit adjustment
  • Rubber sole can feel less refined than leather
  • Sizing runs to standard width only

Kenneth Cole Raymond Men's Casual Slip-On Boot prices at every store

  • Macy'sNew

    In stock

    $92.50Observed at 8:58 PM
    Visit store
  • Zappos.comNew

    In stock

    $157.20Observed at 8:58 PM
    Visit store
  • NordstromNew

    In stock

    $185.00Observed at 8:58 PM
    Visit store
  • ModeSensNew

    Availability unknown

    $158.00Observed at 8:58 PM
    Visit store
  • BelkNew

    Availability unknown

    $185.00Observed at 8:58 PM
    Visit store
  • eBayNew

    Availability unknownSold by soledistrict_supply

    $212.88Observed at 8:58 PM
    Visit store

Also available at

  • DSWCheck price at DSW
  • Kenneth ColeCheck price at Kenneth Cole
  • LystCheck price at Lyst

Kenneth Cole Raymond Men's Casual Slip-On Boot price history

Lowest price we've seen: $92.50 on Nov 6 at Macy's. Tracked across 9 stores since Nov 6.

Specifications

Gender
Men's
Boot Style
Chelsea boots
Type
Boot
Closure Style
Pull-on
Material
Rubber/synthetic (sole), Leather (upper)
Leather Material
Balboa leather
Outsole Material
Rubber/synthetic
Sole Material
Rubber/synthetic
Department
Men's
Toe Shape
Almond-shaped
Arch Support
Yes
Footbed Features
Removable, Cushioned
Insole Support Type
Arch support
Insole Features
Cushioned
Decorative Accents
Pull tab, Elastic gore panels
Texture
Smooth
Care Instructions
Wipe clean

Questions and answers

Is $92.50 a good price for the Kenneth Cole Raymond?
It is the best new price among the 6 stores listing it as of November 5, 2026. Check the price history on this page to see how it compares with earlier lows.
Does the Raymond have arch support?
Yes. The cushioned footbed has built-in arch support and is removable, so you can swap in your own insole.
How do the Raymond Chelsea boots fit?
They are pull-on boots with elastic gore panels and no laces, so fit depends on your usual size. Try them on with the socks you plan to wear.
What is the upper made of?
The upper is Balboa leather with a smooth finish. Wipe it clean with a damp cloth and avoid soaking it.
Can I wear the Raymond to the office?
Yes. The almond toe and smooth leather make it a smart-casual boot that works with trousers and chinos.
What comes in the box?
One pair of boots with the removable cushioned footbed inserted. No shoe trees or care kit are included.
Where is the Kenneth Cole Raymond Men's Casual Slip-On Boot cheapest?
At Macy's, for $92.50, 50% under what the other stores charge, as of our latest check.
What do buyers say about the Kenneth Cole Raymond Men's Casual Slip-On Boot?
Rated 2.8 out of 5 from 5 ratings.
Where can I buy the Kenneth Cole Raymond Men's Casual Slip-On Boot?
9 stores we checked sell it, including Macy's, Zappos.com, ModeSens, Nordstrom, Belk.

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