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Deal.ai › Eastland › Loafers
Eastland
Eastland 1955 Edition Classic II Leather Loafer

Eastland 1955 Edition Classic II Leather Loafer

Best price now

$80.00at JCPenneyObserved at 8:33 AM

30% under what the other stores charge

Compared across 4 stores. Prices are checked against each store and labelled with when. Store links may earn us a commission. Price via Klarna.

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Our take on the Eastland 1955 Edition Classic II Leather Loafer

The Eastland 1955 Edition Classic II is a women's slip-on penny loafer in full leather with a rubber outsole and an OrthoLite cushioned insole. It sits on a low 0.875-inch heel, so it reads dressy enough for work but stays flat and easy to walk in. Eastland's 1955 Edition line is built as a heritage-style casual shoe. The best new price is $80.00 at JCPenney as of November 7, 2026, with 4 stores carrying it new.

Best forWomen who want a leather loafer for office or smart-casual wearShoppers who prefer slip-on shoes over lacesPeople on their feet a lot who want a cushioned insoleBuyers after a classic penny-loafer look rather than a trend shoe
Pros
  • Full leather upper holds up and takes polish
  • OrthoLite insole adds cushioning underfoot
  • Low 0.875-inch heel is comfortable for all-day wear
  • Slip-on design is quick to put on and take off
  • Rubber outsole gives grip on pavement and indoors
Cons
  • Leather uppers can feel stiff out of the box and need break-in
  • Sizing runs narrow for some wearers
  • Flat loafer shape offers little arch support for long days
  • Limited color choice in this listing (black only)

Eastland 1955 Edition Classic II Leather Loafer prices at every store

  • JCPenneyNew

    In stock

    $80.00Free shippingObserved at 8:33 AM
    Visit JCPenney
  • ZapposNew

    In stock

    $95.87Free shippingObserved at 8:33 AM
    Visit Zappos
  • Rack Room ShoesNew

    In stock

    $114.99Free shippingObserved at 8:33 AM
    Visit Rack Room Shoes
  • Kohl'sNew

    In stock

    $115.00Free shippingObserved at 8:33 AM
    Visit Kohl's

Also available at

  • DSWCheck price at DSW
  • Famous FootwearCheck price at Famous Footwear
  • Tractor Supply CoCheck price at Tractor Supply Co

Store links may earn us a commission. Some prices via Klarna.

Eastland 1955 Edition Classic II Leather Loafer price history

Lowest price we've seen: $80.00 on Nov 7 at JCPenney. Tracked across 7 stores since Nov 7.

What reviewers say

Owners of Eastland's 1955 Edition loafers generally describe them as well-made leather shoes that look better than their price and soften up with wear. The most common complaints are a stiff first few wears and a fit that runs narrow for wider feet.

What people mention
  • Leather qualityPraisedOwners say the upper feels like real, durable leather rather than a synthetic look-alike.
  • Break-inMixedSeveral say the shoes are stiff at first and need a week or two before they soften.
  • FitCriticisedWearers with wider feet report the loafer runs narrow and can pinch across the top.
  • ComfortPraisedThe OrthoLite insole and low heel get credit for comfortable all-day wear.
  • Arch supportCriticisedSome find the flat footbed short on support for long stretches of standing.

Specifications

Fastening
Slip-OnSource
Manufacturer Color
BlackSource
Color
BlackSource
Outsole
RubberSource
Age Group

Questions and answers

Is the Eastland Classic II loafer true to size?
Most buyers take their usual size, but the shoe runs narrow. If you have wide feet or wear thick socks, consider going up a half size.
How long does it take to break in?
Expect about one to two weeks of regular wear. The leather softens noticeably after that.
Is $80 a good price for this loafer?
It is the best new price across the 4 stores carrying it as of November 7, 2026. Eastland leather loafers often list higher, so $80 is a solid buy if your size is in stock.
Can I wear these for work all day?
Yes for office and light walking. The low heel and cushioned insole help, but the flat footbed offers limited arch support if you stand for hours.
What is the heel height?
The heel is 0.875 inches, a low, flat profile close to a true flat.
Does it come in other colors?
This listing is black only. Eastland makes the Classic II in other leathers, but check each listing for the color you want.
Where is the Eastland 1955 Edition Classic II Leather Loafer cheapest?
At JCPenney, for $80.00, 30% under what the other stores charge, as of our latest check.
Where can I buy the Eastland 1955 Edition Classic II Leather Loafer?
7 stores we checked sell it, including JCPenney, Zappos, Rack Room Shoes, Kohl's, DSW.

Stores we've priced the Eastland 1955 Edition Classic II Leather Loafer at

  • Famous Footwear deals and prices
  • JCPenney deals and prices
  • Kohl's deals and prices
  • Rack Room Shoes deals and prices
  • Zappos.com deals and prices

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All Eastland deals and products →
AdultSource
Gender
FemaleSource
Heel Height (")
0.875Source
Upper Material
LeatherSource
Insole
OrtholiteSource