Shop penny loafers

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$101.74
Cole Haan Men's Pinch Penny Loafer
Amazon.com
2K+
Free shipping
$101.74
Cole Haan Men's Pinch Penny Loafer
Amazon.com
2K+
$425.00
Allen Edmonds Men's Randolph Penny Loafer Dress Shoe
Amazon.com
17
Free shipping
$425.00
Allen Edmonds Men's Randolph Penny Loafer Dress Shoe
Amazon.com
17
$92.00
$100.00
Eastland Women's Classic II Penny Loafer
Amazon.com
3K+
Free shipping
$92.00
$100.00
Eastland Women's Classic II Penny Loafer
Amazon.com
3K+
$179.00
Signature Leather Penny Loafer Slip-On Chestnut / 13
parahombreusa
$179.00
Signature Leather Penny Loafer Slip-On Chestnut / 13
parahombreusa
$179.00
Patina Finished Penny Loafer Burgundy / 10
parahombreusa
$179.00
Patina Finished Penny Loafer Burgundy / 10
parahombreusa
$179.00
Patina Finished Penny Loafer Black / 10
parahombreusa
$179.00
Patina Finished Penny Loafer Black / 10
parahombreusa
$140.00
Thursday Boot Company Women's Penny Lug Sole Loafer In Burgundy Leather - Thursday
Thursday Boot Company
$140.00
Thursday Boot Company Women's Penny Lug Sole Loafer In Burgundy Leather - Thursday
Thursday Boot Company
$79.99
Nunn Bush Lincoln Penny Loafer | Men's | Burgundy | Size 7 | Loafers | Penny
DSW
1K+
Free shipping
$79.99
Nunn Bush Lincoln Penny Loafer | Men's | Burgundy | Size 7 | Loafers | Penny
DSW
1K+
$129.99
Cole Haan Pinch Prep Penny Loafer | Men's | Dark Brown | Size 13 | Loafers | Penny
DSW
139
Free shipping
$129.99
Cole Haan Pinch Prep Penny Loafer | Men's | Dark Brown | Size 13 | Loafers | Penny
DSW
139
$150.00
Thursday Boot Company Women's Penny Platform Lug Sole Loafer In Burgundy Leather - Thursday
Thursday Boot Company
$150.00
Thursday Boot Company Women's Penny Platform Lug Sole Loafer In Burgundy Leather - Thursday
Thursday Boot Company
$140.00
Thursday Boot Company Women's Penny Lug Sole Loafer In Black & White Leather - Thursday
Thursday Boot Company
$140.00
Thursday Boot Company Women's Penny Lug Sole Loafer In Black & White Leather - Thursday
Thursday Boot Company
$79.99
Nunn Bush Lincoln Penny Loafer | Men's | Black | Size 8.5 | Loafers | Penny
DSW
1K+
Free shipping
$79.99
Nunn Bush Lincoln Penny Loafer | Men's | Black | Size 8.5 | Loafers | Penny
DSW
1K+
$149.00
$169.00
VIVAIA Womens Classic Platform Chunky Heel Loafers, Round Toe Lug Sole Penny Loafers, Comfort Casual Shoes Office Work|Black Cream Ivory|US11
vivaia.com
11% off
$149.00
$169.00
VIVAIA Womens Classic Platform Chunky Heel Loafers, Round Toe Lug Sole Penny Loafers, Comfort Casual Shoes Office Work|Black Cream Ivory|US11
vivaia.com
$99.99
$130.00
Sperry Top-Sider Top Field Penny Loafer In Tan, 8.5
Sperry
23% off
$99.99
$130.00
Sperry Top-Sider Top Field Penny Loafer In Tan, 8.5
Sperry
$310.00
Mens Ledley Grand Penny Loafers - Brown Size 10.5
Stylight US H&L
Free shipping
$310.00
Mens Ledley Grand Penny Loafers - Brown Size 10.5
Stylight US H&L
Free shipping
$92.00
Women's Italian Leather Bow Penny Loafer In Black, Size 7 By Quince
Quince
Free shipping
$92.00
Women's Italian Leather Bow Penny Loafer In Black, Size 7 By Quince
Quince
Free shipping
$165.00
Mens American Classics Penny Loafers - Purple Size 10.5
Stylight US H&L
Free shipping
$165.00
Mens American Classics Penny Loafers - Purple Size 10.5
Stylight US H&L
Free shipping
$92.00
Women's Italian Leather Bow Penny Loafer In Wine, Size 6 By Quince
Quince
Free shipping
$92.00
Women's Italian Leather Bow Penny Loafer In Wine, Size 6 By Quince
Quince
Free shipping
$120.00
Sperry Top-Sider Seaport Penny Loafer In Black/Black, 9
Sperry
$120.00
Sperry Top-Sider Seaport Penny Loafer In Black/Black, 9
Sperry
$35.94
$59.90
Style & Co Women's Serafinaa Driver Penny Loafers, Created For Macy's - Black - Size 10m
Macy's
40% off
$35.94
$59.90
Style & Co Women's Serafinaa Driver Penny Loafers, Created For Macy's - Black - Size 10m
Macy's
$60.00
$100.00
Clarks Women's Westlynn Ayla Round-Toe Penny Loafers - Burgundy Patent - Size 9.5m
Macy's
372
Free shipping
40% off
$60.00
$100.00
Clarks Women's Westlynn Ayla Round-Toe Penny Loafers - Burgundy Patent - Size 9.5m
Macy's
372
$92.00
Women's Italian Leather Bow Penny Loafer In Bone, Size 6 By Quince
Quince
Free shipping
$92.00
Women's Italian Leather Bow Penny Loafer In Bone, Size 6 By Quince
Quince
Free shipping
$120.00
Sperry Top-Sider Seaport Penny Loafer In Light Brown, 10
Sperry
$120.00
Sperry Top-Sider Seaport Penny Loafer In Light Brown, 10
Sperry
$89.99
$115.99
Women's Classic II Slip-On By Eastland In Burgundy (Size 10 M)
Jessica London
4K+
22% off
$89.99
$115.99
Women's Classic II Slip-On By Eastland In Burgundy (Size 10 M)
Jessica London
4K+
$82.50
$165.00
Men's Classic Suede Penny Loafer Cognac Regular Size 8
Banana Republic Factory
50% off
$82.50
$165.00
Men's Classic Suede Penny Loafer Cognac Regular Size 8
Banana Republic Factory
$350.00
Peter Millar Men's Madison Suede Penny Loafer | Color: Chestnut | Size: 10
Peter Millar
$350.00
Peter Millar Men's Madison Suede Penny Loafer | Color: Chestnut | Size: 10
Peter Millar
$278.00
$695.00
Tod's Pebbled-Leather Penny Loafers - Men - Brown Formal Shoes - UK 10
The Outnet
60% off
$278.00
$695.00
Tod's Pebbled-Leather Penny Loafers - Men - Brown Formal Shoes - UK 10
The Outnet
$82.50
$165.00
Men's Leather Penny Loafer Cognac Regular Size 10
Banana Republic Factory
50% off
$82.50
$165.00
Men's Leather Penny Loafer Cognac Regular Size 10
Banana Republic Factory
$75.00
$100.00
Eastland Classic Womens Round Closed Toe Loafers | Black | Regular 6 1/2 | Shoes Loafers | Comfort
JCPenney
Free shipping
25% off
$75.00
$100.00
Eastland Classic Womens Round Closed Toe Loafers | Black | Regular 6 1/2 | Shoes Loafers | Comfort
JCPenney
Free shipping
$148.00
Naturalizer Women's Haven Penny Loafers - Black Leather - Size 8m
Macy's
Free shipping
$148.00
Naturalizer Women's Haven Penny Loafers - Black Leather - Size 8m
Macy's
Free shipping
$350.00
Peter Millar Men's Madison Penny Loafer | Color: Cognac | Size: 10
Peter Millar
$350.00
Peter Millar Men's Madison Penny Loafer | Color: Cognac | Size: 10
Peter Millar
$44.97
$89.95
Women's All Weather Slip On Penny Loafers - Lands' End - Black - 10
Lands' End
50% off
$44.97
$89.95
Women's All Weather Slip On Penny Loafers - Lands' End - Black - 10
Lands' End
$150.00
Women's Casual Shoes | Casual Shoes | Kacey Penny Loafer | Size 9 m | Rockport
Rockport US
$150.00
Women's Casual Shoes | Casual Shoes | Kacey Penny Loafer | Size 9 m | Rockport
Rockport US
$350.00
Peter Millar Men's Madison Suede Penny Loafer | Color: Dark Jute | Size: 12
Peter Millar
$350.00
Peter Millar Men's Madison Suede Penny Loafer | Color: Dark Jute | Size: 12
Peter Millar
$75.00
$100.00
Eastland Classic Womens Round Closed Toe Loafers | Red | Regular 8 | Shoes Loafers | Comfort
JCPenney
Free shipping
25% off
$75.00
$100.00
Eastland Classic Womens Round Closed Toe Loafers | Red | Regular 8 | Shoes Loafers | Comfort
JCPenney
Free shipping
$1,400.00
Brunello Cucinelli, Braided Calfskin And Polished Calfskin Penny Loafers, Brown, 46
Brunello Cucinelli Online Boutique
Free shipping
$1,400.00
Brunello Cucinelli, Braided Calfskin And Polished Calfskin Penny Loafers, Brown, 46
Brunello Cucinelli Online Boutique
Free shipping

Short videos

0:12
Stylish Penny Loafers: How to Wear Them Like a Pro
192.9K viewsApr 30, 2023
TikTokjeffcanale
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Penny Loafers: Style Guide and Outfit Ideas
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YouTubeTim Dessaint
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The Secret History of Penny Loafers in the 1930s | Fashion Trend Explained
426K viewsJul 29, 2024
TikTokjulie_eigenmann
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The Surprising History of Penny Loafers 👞✨
773 views6 months ago
YouTubeAna about fashion
Best Penny Loafers for 2025? (Red & White Leather Review + On-Foot Look)
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Best Penny Loafers for 2025? (Red & White Leather Review + On-Foo…
287 views7 months ago
YouTubeColinshoes
Stylish Penny Loafers: How to Wear Them Like a Pro
0:12
Stylish Penny Loafers: How to Wear Them Like a Pro
192.9K viewsApr 30, 2023
TikTokjeffcanale
A Penny for your thoughts! Meet our newest Penny Loafer in Semi-Patent Burgundy Leather! A timeless loafer that encapsulates everything you’d hope for and expect including premium leather uppers and ultra comfortable insoles. Now available at ThursdayBoots.com. 🎥 @ishgarrido #ThursdayBoots #Penny #Loafer #WomensShoes #ChunkyLoafer #PennyLoafer #burgundy #datenightoutfit #BootSeason #boots #tiktokshop #tiktokshopholidaydeals #pov #umboxing #winteressentials
0:14
A Penny for your thoughts! Meet our newest Penny Loafer in Semi-Pate…
25.9K viewsJan 12, 2024
TikTokthursdayboots
Styling Penny Loafers for the Fall Season
0:48
Styling Penny Loafers for the Fall Season
21K viewsOct 17, 2024
TikTok_bchanism
Spring 2024 style trends: 4 ways to wear loafers. Penny loafers are the most versatile pair of shoes to have in your rotation and can be worn in fully suited up settings or even shorts. They’re the perfect shoe to have this season. And if you want my pair check out @MORJAS for their brand new Ivy Loafer. #style #fashion #mensfashion
1:09
Spring 2024 style trends: 4 ways to wear loafers. Penny loafers are th…
133.8K viewsMar 22, 2024
TikTokjakewoolfstyle
How To Style The Penny Loafer
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172.4K viewsMay 13, 2016
YouTubeCombat Gent
Stylish Penny Loafers Outfit Ideas for Every Occasion
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Stylish Penny Loafers Outfit Ideas for Every Occasion
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TikTokshoe.teaa
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YouTubeHe Spoke Style
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YouTubeThe Sharp Dressed Gent
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Penny Loafers History and how to style it ✨🙌🏾 #fashiontrends #pennyl…
434 views1 month ago
YouTubeThe G.O.A.T
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506 views5 months ago
YouTubeJulia Napolitani
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How to Wear Loafers Casually & Formally (Avoid These Mistakes!)
65.3K viewsMar 10, 2025
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YouTubeThe Style Consultant
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Stylish Penny Loafer Outfit Ideas
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YouTubeHSN
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The Best Loafer Styles for Men That Work in Real Life
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10.5K views3 months ago
TikTokshop.danelo
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19K viewsJul 7, 2023
YouTubeEric Wertz (@BlueCollarPrep)
0:31
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320 viewsFeb 13, 2024
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etsy.com
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Shop penny loafers

Sponsored
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$79.99
Nunn Bush Lincoln Penny Loafer | Men's | Black | Size 8.5 | Loafers | Penny
DSW
1K+
Free shipping
$79.99
Nunn Bush Lincoln Penny Loafer | Men's | Black | Size 8.5 | Loafers | Penny
DSW
$149.00
$169.00
VIVAIA Womens Classic Platform Chunky Heel Loafers, Round Toe Lug Sole Penny Loafers, Comfort Casual Shoes Office Work|Black Cream Ivory|US11
vivaia.com
11% off
$149.00
$169.00
VIVAIA Womens Classic Platform Chunky Heel Loafers, Round Toe Lug Sole Penny Loafers, Comfort Casual Shoes Office Work|Black Cream Ivory|US11
vivaia.com
$99.99
$130.00
Sperry Top-Sider Top Field Penny Loafer In Tan, 8.5
Sperry
23% off
$99.99
$130.00
Sperry Top-Sider Top Field Penny Loafer In Tan, 8.5
Sperry
$310.00
Mens Ledley Grand Penny Loafers - Brown Size 10.5
Stylight US H&L
Free shipping
$310.00
Mens Ledley Grand Penny Loafers - Brown Size 10.5
Stylight US H&L
$92.00
Women's Italian Leather Bow Penny Loafer In Black, Size 7 By Quince
Quince
Free shipping
$92.00
Women's Italian Leather Bow Penny Loafer In Black, Size 7 By Quince
Quince
$165.00
Mens American Classics Penny Loafers - Purple Size 10.5
Stylight US H&L
Free shipping
$165.00
Mens American Classics Penny Loafers - Purple Size 10.5
Stylight US H&L
$92.00
Women's Italian Leather Bow Penny Loafer In Wine, Size 6 By Quince
Quince
Free shipping
$92.00
Women's Italian Leather Bow Penny Loafer In Wine, Size 6 By Quince
Quince
$120.00
Sperry Top-Sider Seaport Penny Loafer In Black/Black, 9
Sperry
$120.00
Sperry Top-Sider Seaport Penny Loafer In Black/Black, 9
Sperry
$35.94
$59.90
Style & Co Women's Serafinaa Driver Penny Loafers, Created For Macy's - Black - Size 10m
Macy's
40% off
$35.94
$59.90
Style & Co Women's Serafinaa Driver Penny Loafers, Created For Macy's - Black - Size 10m
Macy's
$60.00
$100.00
Clarks Women's Westlynn Ayla Round-Toe Penny Loafers - Burgundy Patent - Size 9.5m
Macy's
372
Free shipping
40% off
$60.00
$100.00
Clarks Women's Westlynn Ayla Round-Toe Penny Loafers - Burgundy Patent - Size 9.5m
Macy's
$92.00
Women's Italian Leather Bow Penny Loafer In Bone, Size 6 By Quince
Quince
Free shipping
$92.00
Women's Italian Leather Bow Penny Loafer In Bone, Size 6 By Quince
Quince
$120.00
Sperry Top-Sider Seaport Penny Loafer In Light Brown, 10
Sperry
$120.00
Sperry Top-Sider Seaport Penny Loafer In Light Brown, 10
Sperry
$89.99
$115.99
Women's Classic II Slip-On By Eastland In Burgundy (Size 10 M)
Jessica London
4K+
22% off
$89.99
$115.99
Women's Classic II Slip-On By Eastland In Burgundy (Size 10 M)
Jessica London
$82.50
$165.00
Men's Classic Suede Penny Loafer Cognac Regular Size 8
Banana Republic Factory
50% off
$82.50
$165.00
Men's Classic Suede Penny Loafer Cognac Regular Size 8
Banana Republic Factory
$350.00
Peter Millar Men's Madison Suede Penny Loafer | Color: Chestnut | Size: 10
Peter Millar
$350.00
Peter Millar Men's Madison Suede Penny Loafer | Color: Chestnut | Size: 10
Peter Millar
$278.00
$695.00
Tod's Pebbled-Leather Penny Loafers - Men - Brown Formal Shoes - UK 10
The Outnet
60% off
$278.00
$695.00
Tod's Pebbled-Leather Penny Loafers - Men - Brown Formal Shoes - UK 10
The Outnet
$82.50
$165.00
Men's Leather Penny Loafer Cognac Regular Size 10
Banana Republic Factory
50% off
$82.50
$165.00
Men's Leather Penny Loafer Cognac Regular Size 10
Banana Republic Factory
$75.00
$100.00
Eastland Classic Womens Round Closed Toe Loafers | Black | Regular 6 1/2 | Shoes Loafers | Comfort
JCPenney
Free shipping
25% off
$75.00
$100.00
Eastland Classic Womens Round Closed Toe Loafers | Black | Regular 6 1/2 | Shoes Loafers | Comfort
JCPenney

Shop penny loafers

Sponsored
About our ads
$101.74
Cole Haan Men's Pinch Penny Loafer
Amazon.com
2K+
Free shipping
$101.74
Cole Haan Men's Pinch Penny Loafer
Amazon.com
2K+
$425.00
Allen Edmonds Men's Randolph Penny Loafer Dress Shoe
Amazon.com
17
Free shipping
$425.00
Allen Edmonds Men's Randolph Penny Loafer Dress Shoe
Amazon.com
17
$92.00
$100.00
Eastland Women's Classic II Penny Loafer
Amazon.com
3K+
Free shipping
$92.00
$100.00
Eastland Women's Classic II Penny Loafer
Amazon.com
3K+
$179.00
Signature Leather Penny Loafer Slip-On Chestnut / 13
parahombreusa
$179.00
Signature Leather Penny Loafer Slip-On Chestnut / 13
parahombreusa
$179.00
Patina Finished Penny Loafer Burgundy / 10
parahombreusa
$179.00
Patina Finished Penny Loafer Burgundy / 10
parahombreusa
$179.00
Patina Finished Penny Loafer Black / 10
parahombreusa
$179.00
Patina Finished Penny Loafer Black / 10
parahombreusa
$140.00
Thursday Boot Company Women's Penny Lug Sole Loafer In Burgundy Leather - Thursday
Thursday Boot Company
$140.00
Thursday Boot Company Women's Penny Lug Sole Loafer In Burgundy Leather - Thursday
Thursday Boot Company
$79.99
Nunn Bush Lincoln Penny Loafer | Men's | Burgundy | Size 7 | Loafers | Penny
DSW
1K+
Free shipping
$79.99
Nunn Bush Lincoln Penny Loafer | Men's | Burgundy | Size 7 | Loafers | Penny
DSW
1K+
$129.99
Cole Haan Pinch Prep Penny Loafer | Men's | Dark Brown | Size 13 | Loafers | Penny
DSW
139
Free shipping
$129.99
Cole Haan Pinch Prep Penny Loafer | Men's | Dark Brown | Size 13 | Loafers | Penny
DSW
139
$150.00
Thursday Boot Company Women's Penny Platform Lug Sole Loafer In Burgundy Leather - Thursday
Thursday Boot Company
$150.00
Thursday Boot Company Women's Penny Platform Lug Sole Loafer In Burgundy Leather - Thursday
Thursday Boot Company
$140.00
Thursday Boot Company Women's Penny Lug Sole Loafer In Black & White Leather - Thursday
Thursday Boot Company
$140.00
Thursday Boot Company Women's Penny Lug Sole Loafer In Black & White Leather - Thursday
Thursday Boot Company
$79.99
Nunn Bush Lincoln Penny Loafer | Men's | Black | Size 8.5 | Loafers | Penny
DSW
1K+
Free shipping
$79.99
Nunn Bush Lincoln Penny Loafer | Men's | Black | Size 8.5 | Loafers | Penny
DSW
1K+
$149.00
$169.00
VIVAIA Womens Classic Platform Chunky Heel Loafers, Round Toe Lug Sole Penny Loafers, Comfort Casual Shoes Office Work|Black Cream Ivory|US11
vivaia.com
11% off
$149.00
$169.00
VIVAIA Womens Classic Platform Chunky Heel Loafers, Round Toe Lug Sole Penny Loafers, Comfort Casual Shoes Office Work|Black Cream Ivory|US11
vivaia.com
$99.99
$130.00
Sperry Top-Sider Top Field Penny Loafer In Tan, 8.5
Sperry
23% off
$99.99
$130.00
Sperry Top-Sider Top Field Penny Loafer In Tan, 8.5
Sperry
$310.00
Mens Ledley Grand Penny Loafers - Brown Size 10.5
Stylight US H&L
Free shipping
$310.00
Mens Ledley Grand Penny Loafers - Brown Size 10.5
Stylight US H&L
Free shipping
$92.00
Women's Italian Leather Bow Penny Loafer In Black, Size 7 By Quince
Quince
Free shipping
$92.00
Women's Italian Leather Bow Penny Loafer In Black, Size 7 By Quince
Quince
Free shipping
$165.00
Mens American Classics Penny Loafers - Purple Size 10.5
Stylight US H&L
Free shipping
$165.00
Mens American Classics Penny Loafers - Purple Size 10.5
Stylight US H&L
Free shipping
$92.00
Women's Italian Leather Bow Penny Loafer In Wine, Size 6 By Quince
Quince
Free shipping
$92.00
Women's Italian Leather Bow Penny Loafer In Wine, Size 6 By Quince
Quince
Free shipping