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Eastland
Eastland Women's Classic II Loafers

Eastland Women's Classic II Loafers

Best price now

$39.99at eBayObserved at 8:34 AM

57% under what the other stores charge

Compared across 9 stores. Prices are checked against each store and labelled with when. Store links may earn us a commission.

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Our take on the Eastland Women's Classic II Loafers

The Eastland Classic II is a women's penny loafer with a smooth leather upper, a penny keeper strap across the vamp, white stitching detail and a flat rubber outsole. A cushioned insole and slip-on fit make it an everyday shoe that works with jeans or slacks. The best new price is $39.99 at eBay as of November 7, 2026, with 9 stores listing it new.

Best forShoppers who want a classic penny loafer lookEveryday wear with jeans or casual trousersOffice and business-casual outfitsAnyone who prefers slip-on shoes over laces
Pros
  • Smooth leather upper with a traditional penny keeper strap
  • Slip-on design, no laces to tie
  • Cushioned insole for all-day wear
  • Flat rubber outsole with white stitching detail
  • Works with both dressy and casual outfits
Cons
  • Flat sole offers little arch support
  • Leather upper needs breaking in for some wearers
  • Limited to a classic loafer style, not a cushioned sneaker substitute

Eastland Women's Classic II Loafers prices at every store

  • 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
  • Kohl'sNew

    In stock

    $92.00Free shippingObserved at 8:19 AM
    Visit Kohl's
  • BelkNew

    In stock

    $92.00+ $11.95 shippingObserved at 8:19 AM
    Visit Belk
  • Rack Room ShoesNew

    In stock

    $114.99Free shippingObserved at 8:19 AM
    Visit Rack Room Shoes
  • NordstromNew

    In stock

    $115.00Free shippingObserved at 8:34 AM
    Visit Nordstrom
  • AmazonNew

    Availability unknown

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

    $74.47Free shippingObserved at 8:19 AM
    Visit Amazon
  • Bealls FloridaNew

    Out of stock

    $90.00+ $10.99 shippingObserved at 9:00 AM
    Visit Bealls Florida

Also available at

  • DSWCheck price at DSW
  • Famous FootwearCheck price at Famous Footwear
  • Rack Room ShoesCheck price at Rack Room Shoes
  • Tractor Supply CoCheck price at Tractor Supply Co

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

Eastland Women's Classic II Loafers price history

Lowest price we've seen: $39.99 on Nov 7 at eBay. Tracked across 13 stores since Nov 7.

From eBay

  • Eastland Classic II women's loafer
  • Brown leather upper
  • Flat loafer style
  • White stitching detail
  • New with box
Sizes
US 8.5
Materials
Leather upper
Guarantee
eBay Money Back Guarantee: get the item you ordered or your money back
Returns
30 days returns; buyer pays return shipping, deducted from refund if an eBay shipping label is used
Shipping
Free Standard Shipping; located in Davenport, Florida, United States
In the box
Box

About the Eastland Women's Classic II Loafers

"<p>Eastland Classic II Women's Loafer</p><p>Look polished and stylish with this Eastland Classic II women's loafer. With a leather upper featuring a smooth style with a penny holder design, these slip-on loaers have a classy look. The cushioned insole will keep you comfortable all day long while you pair it with both dressy and casual outfits.</p><ul><li>Leather upper</li><li>Slip-on</li><li>Penny holder</li><li>Cushioned insole</li><li>Rubber outsole</li></ul&gt"

Questions and answers

Is the Eastland Classic II true to size?
Eastland loafers generally run true to size, but leather loafers can feel snug at first. Try your usual size and allow a short break-in period.
Does it have arch support?
It has a cushioned insole but a flat sole, so arch support is minimal. Shoppers who need more support often add an insert.
What is the upper made of?
The upper is smooth leather with a penny keeper strap and white stitching detail. The outsole is rubber.
How much does it cost?
The best new price is $39.99 at eBay as of November 7, 2026, and 9 stores list it new.
Can I wear it with dressy outfits?
Yes. The penny loafer style pairs with slacks and dresses as well as jeans, which is why it is sold as a dressy-casual shoe.
Where is the Eastland Women's Classic II Loafers cheapest?
At eBay, for $39.99, 57% under what the other stores charge, as of our latest check.
Where can I buy the Eastland Women's Classic II Loafers?
12 stores we checked sell it, including JCPenney, Bealls Florida, eBay, Nordstrom, Zappos.com.

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Compare the Eastland Women's Classic II Loafers

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

Buying guides that pick the Eastland Women's Classic II Loafers

  • Best women's Eastland shoes

Stores we've priced the Eastland Women's Classic II Loafers at

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

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