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Eastland Classic II Loafers vs Eastland Classic II Penny Loafer

Both are the same Eastland Classic II penny loafer, so the real choice is price and fit. Product A is the better buy at $39.99 at eBay as of November 7, 2026, versus $114.99 at Rack Room Shoes for Product B. Choose B only if you need the wide width, the blue or natural colorway, or the 1-inch block heel and want to buy from a full-price retailer.

Today the Eastland Classic II Loafers costs $75.00 less at its best price.

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Eastland
Eastland Women's Classic II Loafers

Eastland Classic II Loafers

Eastland Women's Classic II Loafers

$39.99at eBayObserved at 8:34 AM
See all prices and details
Visit eBay

Store links may earn us a commission.

Choose the Classic II Loafers if you want the standard brown leather penny loafer at the lowest price and don't need a wide width.

Pros
  • Lowest price by a wide margin at $39.99
  • Stocked new at 9 stores, so easier to price-shop
  • Classic brown leather penny-loafer look
  • Leather upper with rubber outsole
Cons
  • Standard width only
  • Brown is the only colorway listed
  • Flat sole with no added heel height
Eastland
Eastland Classic II Penny Loafer

Eastland Classic II Penny Loafer

$114.99at Rack Room ShoesObserved at 9:00 AM
See all prices and details
Visit Rack Room Shoes

Store links may earn us a commission. Price via Klarna.

Choose the Classic II Penny Loafer if you need a wide fit, a blue or natural colorway, or a 1-inch block heel and are willing to pay about $75 more.

Pros
  • Wide width available for broader feet
  • Cork and Ortholite insole adds arch support and cushioning
  • 1-inch block heel gives a little lift
  • Blue and Natural colorways beyond basic brown
Cons
  • $114.99 is about $75 more than the eBay price for the same shoe
  • Only 3 stores stock it new, so fewer price options
  • Synthetic lining rather than leather

What separates them

Eastland Classic II LoafersEastland Classic II Penny Loafer
Best new price$39.99 at eBay as of November 7, 2026$114.99 at Rack Room Shoes as of November 7, 2026
Number of stores stocking it new9 stores3 stores
Colorways listedBrown leatherBlue and Natural
Width optionsStandard widthWide width available
HeelFlat loafer1.0-inch block heel
InsoleCushioned insoleCork and Ortholite insole
OutsoleRubberRubber and synthetic
Sizing listedNot specified in the listingUS 8 and US 11 shown

Price history

  • Eastland Classic II Loafers: lowest $39.99 on Nov 7 at eBay.
  • Eastland Classic II Penny Loafer: lowest $99.99 on Nov 7 at Tractor Supply Co.

Prices at every store

Eastland Classic II Loafers

  • eBayNew

    In stockSold by imagicbox

    $39.99Free shippingObserved at 8:34 AM
    Visit eBay
  • JCPenneyNew

    In stock

    $80.00Free shippingObserved at 9:00 AM
    Visit JCPenney
  • Zappos.comNew

    In stock

    $89.97Free shippingObserved at 8:19 AM
    Visit Zappos.com
  • AmazonNew

    Availability unknown

    As an Amazon Associate, Deal.ai earns from qualifying purchases.

    $74.47Free shippingObserved at 8:19 AM
    Visit Amazon

Also available at

  • DSWCheck price at DSW
  • Famous FootwearCheck price at Famous Footwear
  • Rack Room ShoesCheck price at Rack Room Shoes

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

All 9 stores and price history →

Eastland Classic II Penny Loafer

  • Rack Room ShoesNew

    In stock

    $114.99Free shippingObserved at 9:00 AM
    Visit Rack Room Shoes
  • Kohl'sNew

    In stock

    $115.00Free shippingObserved at 9:00 AM
    Visit Kohl's
  • NordstromNew

    In stock

    $115.00Free shippingObserved at 9:00 AM
    Visit Nordstrom

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.

All 3 stores and price history →

Specs compared

SpecEastland Classic II LoafersEastland Classic II Penny Loafer
Size (US)—11, 8
Fastening—Slip-On
Color—Blue, Natural
Heel Type—Block Heel
Outsole—Rubber, Synthetic
Age Group—Adult
Lining—Synthetic
Gender—Female
Heel Height (")—1.0
Upper Material—Leather
Width—Wide
Insole—Cork, Ortholite

Questions and answers

Are these the same shoe?
Yes. Both are the Eastland Classic II women's penny loafer with a leather upper and slip-on fit. The difference is the listing: colorway, width, heel spec and price.
Which is cheaper?
Product A at $39.99 at eBay as of November 7, 2026. Product B is $114.99 at Rack Room Shoes on the same date.
Which is better for wide feet?
Product B, which lists a wide width option. Product A is listed in standard width only.
Is the more expensive one worth it?
Only if you need the wide fit, the blue or natural color, or the 1-inch block heel. For the standard brown flat, the $39.99 pair is the same shoe for less.
Which has a more supportive insole?
Product B lists a cork and Ortholite insole, which generally gives more arch support than the plain cushioned insole on Product A.
Does either have a leather lining?
Product B lists a synthetic lining. Product A's listing does not specify a lining material.

More comparisons

  • Eastland Sawgrass Women's Loafers vs Eastland Women's Classic II Loafers
  • Eastland Sawgrass Women's Loafers vs Eastland Classic II Penny Loafer

Buying guides that pick them

  • Best women's Eastland shoes