Cavanaugh Penny Loafer

$295.00 $206.00


Item# SF50021


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Additional Information



  • Slip-on loafer dress shoe
  • Classic fit
  • Completes formal or business attire


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

  • Handcrafted and handsewn
  • Built on the handsewn 114 Last
  • Calfskin leather upper
  • Recraftable
  • Care

    Care Instructions

    STEP 1: Using a damp cloth or sponge, lather saddle soap and apply onto leather to clean and restore its natural oils.

    STEP 2: Moisturize the shoes with cream polish to make them supple and soft, following instructions on the product.

    STEP 3: Next condition the shoes with speed polish, protecting them from dirt, rain and snow.

    STEP 4: Take the heel dressing applicator and press against the edge of the heels and soles.

    STEP 5: Apply leather lotion as needed for added protection and polish between cleanings.

    *For camo printed material, simply rub leather lotion onto print with a white cloth as needed and wipe smudges or dirt away with a damp white cloth.
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    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.
    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

    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
    AAA 10-12, 13, 14 Narrow
    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
    Ask & Answer
    Cavanaugh Penny Loafer is rated 3.6 out of 5 by 198.
    Rated 2 out of 5 by from Under par product This shoe is just an inferior design and manufacture. Just not typical of AE great products. Poor leather in shoe body.
    Date published: 2018-12-06
    Rated 1 out of 5 by from Destroyed my feet Shoes felt tight when I bought them, but was told they would break-in nicely. I bought the Park Ave's too which were tight and was told the same thing. The Park Ave's broke in perfectly, but the Cavanaughs didn't stretch one bit. To make matters even worse, the heel slips. I can't wear these shoes for more than an hour without my feet being wrecked for the day. Extremely unsatisfied and would not recommend. Park Ave.'s on the otherhand were great and highly recommend.
    Date published: 2018-12-05
    Rated 2 out of 5 by from Quality fine, fit poor, service poor Purchased the shoes and there was a tight fit but was told by the store manager that there would be stretching. Hey, it's a loafer. Over time, little to no stretching. Now, about 45 days later with slightly more-than-occasional wearing (to stretch them) I've come to realize that the shoes are uncomfortable and won't get there through ordinary means. Called to see if there was some way to...but was told that the opportunity to exchange disappeared about a month ago. Of course.
    Date published: 2018-11-23
    Rated 4 out of 5 by from I love AE quality! These penny loafers are great. As a slip on, they're tight at first but very wearable and I know they'll conform to my foot as time goes by. The price point was great too!
    Date published: 2018-11-19
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    • clientName_allenedmonds

    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: 2018-10-29

    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

    Can I wear the loafer without socks?

    Will the insole stay in the shoe?
    Asked by: Jim
    We do no recommend wearing leather shoes without socks. If you prefer the "sock-less" look, we recommend using loafer socks. Feel free to contact us again if you have additional questions!
    Answered by: CUSTOMER SERVICE
    Date published: 2018-10-11

    Confused about country of manufacture

    The website for Cavanaugh says "handcrafted in the DR;" the shoes I purchased read "handcrafted in the USA of fine imported leather" embossed on the footpad. I understand AE has a factory in DR and some shoes have final assembly in WI, USA. I like the shoes but wish AE were straightforward about its manufacturing. Especially in this age of jingoism...
    Asked by: Kbrift
    The production of the Cavanaugh was moved to the DR several months ago. You most likely received a pair from a previous batch that was handcrafted in our Port Washington factory. We apologize for the confusion. Thank you for your question!
    Answered by: CUSTOMER SERVICE
    Date published: 2018-10-01

    Is it possible to get this with a different sole? Specifically, with the extra light rubber sole?

    Asked by: PatrickD89
    We apologize, the Cavanaugh is not eligible for custom orders. Feel free to contact us with any additional questions.
    Answered by: CUSTOMER SERVICE
    Date published: 2018-05-01

    50023 Brown is burgundy ?

    Asked by: Anonymous
    The Cavanaugh style 50023 is brown, not burgundy. Feel free to contact us with any additional questions.
    Answered by: CUSTOMER SERVICE
    Date published: 2018-04-23


    Hello, I live in the Dominican Republic but purchase all my shoes from AE and have them sent to my home in the US. My question is the following; do you consider the quality of shoes made in the DR on par with the shoes made in the US? There is a significant difference in price, obviously due to production cost. I have never purchased any of your shoes made down here on the island, and do not want to be disappointed when I arrive in US to get them.
    Asked by: MAV
    The 'ae by Allen Edmonds' collection is made in the Dominican Republic using the same quality materials and manufacturing that we do right here in Wisconsin. Feel free to contact us with any additional questions.
    Answered by: CUSTOMER SERVICE
    Date published: 2018-03-21

    Type of leather?

    Is this a full-grain leather or a corrected leather like the Waldens were?
    Asked by: ETTexas
    We use the finest full-grain leather we can source for this style. Feel free to contact us with any additional questions.
    Answered by: CUSTOMER SERVICE
    Date published: 2018-07-22

    What color polish for brown?

    Asked by: Anonymous
    We recommend the Dark Brown Premium Shoe Polish #576. Feel free to contact us with any additional questions.
    Answered by: CUSTOMER SERVICE
    Date published: 2017-12-26

    Tell me more about the foam insoles in the Cavanaugh loafers please.

    My son wears either a 11.5 B or 12 B. Unfortunately there are no Allen Edmonds stores near him. Regarding the foam insoles, are they constructed from memory foam or some other type of foam? We find memory foam holds up well for constant daily use; I'm concerned standard types of foam insoles will flatten out over time and provide little cushion. He will wear these all over campus. Thank you in advance.
    Asked by: Chj
    This shoe has a simple foam insole. It is not memory foam. It is a partial insole that is relatively thin. Feel free to contact us with any additional questions.
    Answered by: CUSTOMER SERVICE
    Date published: 2017-10-18
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