Shop
  • Deals
  • Deal checker
  • Black Friday
  • Buying guides
  • Brands
  • Stores
Travel
  • Flight deals
  • Hotel deals
Company
  • Research
  • Press
  • deal.ai apps
Black Friday 2026
  • Walmart
  • Best Buy
  • Target
  • TVs
  • Laptops
  • Headphones
  • Apple
  • Gaming
  • Vacuums
  • Kitchen
  • Toys
  • Smartwatches
  • Tablets
  • Furniture
  • Mattresses
© Deal.ai Inc.
TermsPrivacy
AllTravelTechClothesShoesJewelryHomeBeautyOutdoorsToys
This hour's deals
Nunn Bush
Nunn Bush Calderone Wingtip Oxford Shoes
−60%
Shoes · Nunn Bush Shoes

Wingtip oxfords that dress up jeans and slacks alike

Nunn Bush Calderone Wingtip Oxford Shoes

Nunn Bush Calderone wingtip oxfords — a sharp, comfortable dress shoe for the guy who wants polish without fuss.

Deal score 7.2 · Great deal
$39.90$100.00 Nunn Bush Shoes's regular price

You save $60.10 at Nunn Bush Shoes

Deal.ai's agents found this deal on November 10. The store may have changed its price since.

Why it's a great deal

  • Elsewhere right now: Nordstrom Rack $54.97, Famous Footwear $59.99, JCPenney $100.00 (typical $59.99 across 3 stores)
  • Cheaper than all 3 other stores selling it right now
  • Nunn Bush Shoes lists its regular price at $100.00: 60% off by its own figures
Visit Nunn Bush Shoes

Every store we checked

  • Nunn Bush ShoesNew

    In stock

    $39.90Checked 1 h ago
    Visit Nunn Bush Shoes
  • Nordstrom RackNew

    In stock

    $54.97Checked 1 h ago
    Visit Nordstrom Rack
  • Famous FootwearNew

    In stock

    $59.99Checked 1 h ago
    Visit Famous Footwear
  • JCPenneyNew

    In stock

    $100.00Checked 1 h ago
    Visit JCPenney
Price history and every store's price →

Reading Nunn Bush Shoes’s product page for the details…

Specs

Gender
Male
Boot Style
Oxfords
Type
Oxford, Shoes
Closure Style
Lace-up
Material
Leather (upper), Rubber (sole)
Leather Material
Smooth leather
Occasion
Formal, Casual
Outsole Material
Rubber
Age Group
Adult
Sole Material
Rubber

About the Nunn Bush Calderone Wingtip Oxford Shoes

The Nunn Bush Calderone is a men's leather wingtip oxford built for all-day wear rather than boardroom stiffness. It pairs a smooth leather upper and stacked heel with a memory foam footbed, a soft gel heel pod and a flexible rubber sole. That cushioning package is the main draw: most dress wingtips undercut comfort for looks, while the Calderone leans the other way. It suits men who want a classic brogue look for the office, weddings or smart-casual wear without sore feet by evening.

Best forMen who stand or walk most of the dayOffice and smart-casual wearWeddings and dressier occasionsBuyers wanting a cushioned dress shoe
Pros
  • Memory foam footbed with a gel heel pod cushions each step
  • Flexible rubber sole and arch support suit long days on foot
  • Smooth leather upper with a classic wingtip and stacked heel
  • Suedetec lining is soft against the foot
  • Works with suits, chinos and dark jeans
Cons

More deals like this

  • All Nunn Bush deals and products
  • All Nunn Bush Shoes deals and prices
  • All Famous Footwear deals and prices
  • All JCPenney deals and prices
  • Early Black Friday Shoe Deals 2026

Price facts

  • This deal was $39.90 at Nunn Bush Shoes on Nov 10.
  • Lowest price today: $39.90 at Nunn Bush Shoes (checked Nov 10, 2026).
  • Checked at 4 stores.

Ask our agent about this deal

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

  • Leather and rubber construction is less breathable than unlined dress shoes
  • Cushioned footbed can feel soft rather than firm to those wanting a rigid sole
  • Wingtip brogue styling is too busy for the most formal black-tie settings
  • Sizing runs differently from slim European dress lasts, so try before buying
  • What reviewers say

    • 4.4 / 516 ratings

    Owners rate the Calderone well, with comfort the recurring theme. Reviewers describe it as a dress shoe they can wear all day, though some note the fit and softness differ from traditional oxfords.

    What people mention
    • ComfortPraisedOwners say the memory foam footbed and gel heel pod keep feet comfortable through a full day.
    • StylePraisedReviewers like the classic wingtip look for office and dressy casual wear.
    • FitMixedSome buyers find the sizing differs from other dress shoes and recommend trying them on first.
    • BuildMixedThe leather and rubber build is durable but less breathable and less rigid than traditional oxfords.

    Questions and answers

    Are the Nunn Bush Calderone shoes good for standing all day?
    Yes. The memory foam footbed, gel heel pod and flexible rubber sole are designed for all-day cushioning. Owners commonly cite comfort as the reason they keep wearing them.
    How does the Calderone compare with a traditional leather-soled wingtip?
    It is softer and more flexible, with a cushioned insole instead of a hard leather sole. You give up some formal stiffness and breathability in exchange for comfort.
    Do they run true to size?
    Sizing feedback is mixed. Some buyers say they fit as expected, others find them different from their usual dress shoe size, so try them on or check the size guide before ordering.
    Can I wear them with jeans?
    Yes. The wingtip brogue style works with dark jeans and chinos as well as suits, which is why Nunn Bush lists them for both formal and casual occasions.
    What is the sole made of?
    A flexible rubber outsole with arch support. It grips better and absorbs impact more than a leather sole.
    Are they leather?
    Yes. The upper is smooth leather with a Suedetec lining, and the footbed is memory foam.

    More from Nunn Bush

    • N
      Nunn Bush Men's Chase Plain Toe Chukka
      Nunn Bush Men's Chase Plain Toe Chukka
    • N
      Nunn Bush Westfield Shoes
      Nunn Bush Westfield Shoes
    • N
      Nunn Bush Men's Grazie Work Splash Guard Oxford
      Nunn Bush Men's Grazie Work Splash Guard Oxford
    • N
      Nunn Bush Men's Wade Work Moc Toe Slip-On
      Nunn Bush Men's Wade Work Moc Toe Slip-On
    • N
      Nunn Bush Men's Otto Plain Toe Chukka Boot
      Nunn Bush Men's Otto Plain Toe Chukka Boot
    • N
      Nunn Bush Men's Jarvis Moc Toe Slip On
      Nunn Bush Men's Jarvis Moc Toe Slip On