Cavanaugh Penny Loafer


Item# SF50021
$325.00 $195.00


  • Select Color 50021 Black

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Additional Information



  • Slip-on dress loafer
  • Dress it up or down, perfect any way you style it
  • Classic Fit, fits true to size


  • Comfortably slips off and on
  • Single oak leather sole with regular heel
  • Craft

  • Handsewn construction
  • Built on the handsewn 114 Last
  • Calfskin leather upper
  • Recraftable
  • Imported
  • Care

    We believe a great pair of shoes or boots is always a solid long-term investment. To keep your favorite footwear in top form for years or even decades to comes, use our 4 Step Shoe Care Process and these essential products.

    1. Clean

    Start by applying Saddle Soap with a Cotton Flannel Polishing Cloth to remove stains and dirt from the uppers and bring up the leather's natural oils.

    2. Polish

    Next, use a Horsehair Dauber to treat your footwear with Cream Polish which renews the color and luster of leather. Any time you want to achieve a truly glossy, high shine, you should instead apply Carnauba Wax Polish.

    3. Dress

    Restore the color and surface of the leather on the heels and soles using Heel Dressing.

    4. Protect

    Leather Lotion keeps uppers soft, supple and hydrated while a Horsehair Shine Brush is perfect for buffing your shoes to the desired shine. As a last step, spray on Water Protector to guard against harmful moisture and spills and use a Leather Dopp Kit to keep all your care products organized.

    Looking for replacement laces? Find the right laces for your Allen Edmonds shoes and boots here: Shoelace Fit Chart


    Classic Fit

    Most people consider a “classic” fit to be a “standard” fit. This fit more closely aligns with the natural shape of your feet.

    U.S. E.U. U.K.
    5 38 4
    5.5 38.5 4.5
    6 39 5.5
    6.5 39.5 6
    7 40 6.5
    7.5 41 7
    8 41.5 7.5
    8.5 42 8
    9 43 8.5
    9.5 43.5 9
    10 44 9.5
    10.5 44.5 10
    11 45 10.5
    11.5 45.5 11
    12 46 11.5
    12.5 47 12
    13 48 12.5
    14 49 13
    15 50 14
    16 50.5 15

    For help getting the perfect fit, we recommend you visit a retail store to get your feet fitted. If you do not have the option to visit one of our stores, you may contact customer service to help you choose the right size.

    Width Available Sizes
    AAAA 8.5-16 Narrow
    AAA 10-12, 13, 14
    AA 10-12, 13, 14
    A 9-12, 13, 14
    B 8-12, 13, 14, 15
    C 8-12, 13, 14, 15
    D 6-13, 14, 15, 16 Medium
    E 6-12, 13, 14
    EE 6-12, 13
    EEE 7-12, 13, 14 Wide


    We believe making a great pair of shoes or boots is a long-term commitment. That’s why we construct our styles with handcrafted bench welts, ensuring our experts can rebuild your footwear and you can count on years of exceptional wear.

    Our recrafting service saves over 70,000 pairs of shoes from landfills each year.

    From refinishing the uppers to replacing the soles, we offer a full range of packages for extending the lifespan of our timeless designs.

    Ask & Answer
    Cavanaugh Penny Loafer is rated 3.6 out of 5 by 261.
    Rated 5 out of 5 by from Beautifully styled Penny loafer! I want to address the sizing issue to help anyone else who is unsure what size to purchase. I am 10.5D on the Brannock device and mostly wear lace-ups. These are the first handsewn loafers I have worn in a number of years. I purchased 10.5D and initially thought they fit very snug. I returned to the store to exchange for a different size but was wisely told by the salesmen that they appear to be the perfect fit. I took his advise and actually wore them outside for a day and they are perfect! Don't be dismayed if they seem snug at first, as this is how a handsewn loafer should feel in the beginning. They will loosen up. I am quite sure if I had gone with a 10.5E or an 11 (which I did try on) they would be too big. Stick with your normal size.
    Date published: 2021-09-02
    Rated 5 out of 5 by from Great Shoe This shoe has all of the features that I have come to expect from an Allen Edmonds shoe.
    Date published: 2021-06-02
    Rated 5 out of 5 by from The best of the best Love these shoes. Fit is perfect. They look high quality because they are high quality. There are plenty of less expensive penny loafers out there but none that have the same quality as Allen Edmund. You get what you pay for. Do yourself a favor and invest a little more for Allen Edmunds. Your feet will thank you !
    Date published: 2021-05-21
    Rated 5 out of 5 by from Love these loafers! Classy, very well crafted, stiff but very comfortable. Will be wearing these for work in dress pants, with jeans, with or without socks! They look great with everything!
    Date published: 2020-02-06
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    Can I get this in C Width?

    Asked by: Jeff4
    The Cavanaugh is not currently manufactured in the C width.
    Answered by: Customer Service
    Date published: 2019-12-02

    will I be able to have new soles and heels? is the shoe leather lined ? My left foot is slightly longer;Will the shoes stretch well?

    Asked by: Ray
    This shoe can be re-soled. It is leather-lined. It should stretch a little.
    Answered by: Abuck
    Date published: 2019-12-30

    What type of Allen Edmonds Cream Polish do I use on the Cavanaugh Penny Loafer?

    Asked by: Anonymous
    You can apply the black cream polish style #1014989 to your Black Cavanaugh Penny Loafer.
    Answered by: Anonymous
    Date published: 2019-07-06

    I bought a pair about 5 months ago and while sitting at my desk I felt the right heel come off. What is the warranty on these?

    Asked by: Gustavo
    Hi Gustavo. We regret to learn that your Allen Edmonds Cavanaugh loafers aren't holding up as expected. We’re happy to say, we stand behind our products through our Defective Return Policy. We'd like to offer you to send it back to us for evaluation. Our inspectors will carefully examine the item to be sure they meet our standards and follow up with your options. At this time, you can expect a follow up from our team within 3-5 weeks of arrival at our facilities. Please call our Consumer Care Department for assistance at 1-877-817-7615. The Call Center hours are Monday 8:00 a.m.-8:00 p.m., Tuesday-Friday 8:00 a.m.-7:00 p.m. and Saturday-Sunday 10:00 a.m.-5:00 p.m. CST.
    Answered by: Allen Edmonds Consumer Services
    Date published: 2021-04-17

    What kind of sole?

    Your printed catalog indicates these are manufactured with a single Butyl leather sole. But the online catalog does not indicate that, which is right?
    Asked by: Anonymous
    The Cavanaugh Penny Loafer is manufactured with the single oak leather sole.
    Answered by: Customer Service
    Date published: 2019-05-06

    Every time I wear my Cavangh's in the rain they spot. What should I polish them with or coat them qwith to prevent this?

    Asked by: Bill
    Use the polish cream from AE. Color specific and makes leather more supple. Rainy season in Oklahoma now m shoes have gotten water spots but DRY quickly.
    Answered by: POPPOP83
    Date published: 2019-06-11

    Need US 11 1/2 A loafer. Can you produce?

    Asked by: Anonymous
    We apologize, at this time Allen Edmonds does not offer custom orders. In the meantime, here's the link to the current loafer offered in size 11.5A: Feel free to contact us again if you have additional questions!
    Answered by: CUSTOMER SERVICE
    Date published: 2019-02-20

    When are you guys going to do the right thing and make these in EE?

    Asked by: Anonymous
    Thank you for your suggestion! We'd be happy to forward your feedback to the appropriate team. Simply call us at 877-817-7615 or email us via our contact page so we can forward your feedback through the proper channels. Feel free to contact us again if you have additional questions!
    Answered by: CUSTOMER SERVICE
    Date published: 2019-02-27

    Where are these made? USA or DR?

    I've heard mixed answers on this.
    Asked by: Anonymous
    Thank you for reaching out to us The Cavanaugh was handcrafted in the Dominican Republic.
    Answered by: Customer Service
    Date published: 2019-05-12

    Does the fit run on the small side? I usually wear a size 12 D and was wondering if I should order a 12 1/2

    Asked by: Golfct
    At Allen Edmonds, we believe the right fit is vitally important. We recommend a professional fitting by an Allen Edmonds associate at your nearest retail location or an authorized Allen Edmonds dealer. Find a store near you: If that's not possible, we suggest trying the size you usually wear and judging the fit based on how comfortable you feel in the shoes. To view our return policy, follow this link: Thank you for your interest in Allen Edmonds!
    Answered by: CUSTOMER SERVICE
    Date published: 2018-10-23
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