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Calloway | Women&
Calloway | Women&
Calloway | Women&
Calloway | Women&
Calloway | Women&
Calloway | Women&
Calloway | Women&
Calloway | Women&
Calloway | Women&
Calloway | Women&
Calloway | Women&

Calloway | Women's Penny Loafer Slip-On Flat

$164.95 $79.95 CLEARANCE SALE!
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  • Free shipping, tracked all the way
  • 30-day money-back guarantee
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CLEARANCE SALE ENDS TODAY
UP TO 80% OFF
Now is the time to shop your favorite items at irresistible prices. As long as stocks last!

Women's penny loafers — slip-on flats for work and everyday wear

The Calloway is a classic penny loafer with a soft insole and a clean moccasin-stitched upper that holds its shape all day. Whether you're heading to the office or running errands on the weekend, it pairs effortlessly with jeans, trousers, or a midi skirt. A flat, non-slip sole keeps every step steady without sacrificing style.

Why the Calloway penny loafer flat is perfect for you:

  • Penny Loafer Design: Classic saddle strap adds polish to any outfit
  • Slip-On Fit: Easy on and off, no laces to fuss with
  • Flat Non-Slip Sole: Stable, grounded stride on everyday surfaces
  • Cushioned Insole: Comfortable support through long wear hours

Make the Calloway your go-to flat for the days when you want to look put-together without thinking twice.

Size guide
Foot length (cm / in) US EU label size
22.0 / 8.7 US 5 34
22.5 / 8.9 US 5.5 35
23.0 / 9.1 US 6 36
23.5 / 9.3 US 6.5 37
24.0 / 9.4 US 7 38
24.5 / 9.6 US 7.5 38
25.0 / 9.8 US 8 39
25.5 / 10.0 US 8.5 40
26.0 / 10.2 US 9 40
26.5 / 10.4 US 9.5 41
27.0 / 10.6 US 10 42
27.5 / 10.8 US 10.5 42
28.0 / 11.0 US 11 43
28.5 / 11.2 US 11.5 44
29.0 / 11.4 US 12 45

Measure your foot from heel to longest toe. Between sizes, or wider feet — take the larger size.

Shipping is free on every order, with no minimum. Orders leave us within 1–3 business days and you receive a tracking number by email the moment they do.

You have 30 days from the day your order arrives to send it back. Items must be unworn, undamaged and in their original condition. Email support@lilithnewyork.com and we will take it from there — no forms.

Real people, not a bot. Write to support@lilithnewyork.com or use our Contact page, and we answer within 24 hours.

30-DAY MONEY-BACK GUARANTEE

We love our pieces and we think you will too. That is why every order comes with a 30-day money-back guarantee. If it does not live up to what you expected, send it back for a full refund.

★★★★★

Ordered twice now and both arrived faster than promised. The fit is exactly what the size guide said it would be, which is rarer than it should be.

Diane R.
Brooklyn, NY
★★★★★

I was unsure about buying from a brand I did not know. The quality settled it — the fabric feels like something I will still be wearing next year.

Marissa T.
Hoboken, NJ
★★★★★

Wrote to them about a size on a Sunday evening and had a real answer on Monday morning. They talked me out of the size I had picked, and they were right.

Paula K.
White Plains, NY
★★★★★

Everything I have bought goes with what I already own. Nothing has needed ironing into shape or wearing in. That is the whole point for me.

Yvonne S.
Stamford, CT
★★★★★

Returned one item because the colour was not for me. No argument, no forms, refunded within the week. I ordered something else the same day.

Lorraine M.
Queens, NY

Frequently Asked Questions

Yes — shipping is free on every order, with no minimum. We want your purchase to arrive quickly and safely at no extra cost.

Absolutely. You can return your order within 30 days of receiving it. Items must be unworn, undamaged and in their original condition. Email us at support@lilithnewyork.com and we will guide you through it.

Once your order has been processed you will receive a confirmation email with your tracking number. You can follow your parcel any time on our Order Tracking page.

Every product has its own size chart. If you are between two sizes we recommend going one size up for extra comfort. Still unsure? Write to us — we would rather help before you order than process a return afterwards.

Credit cards (Visa & Mastercard), Apple Pay, Google Pay, Shop Pay and PayPal.

Yes. Every payment is encrypted with industry-standard SSL, and we never see or store your card details.

Orders are processed within 1–3 business days. Delivery times vary with your location and the season, and you will receive tracking updates by email the whole way.

Email support@lilithnewyork.com or use our Contact page. We reply within 24 hours.

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