Shop Penny Loafers with Suit

Sponsored
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$129.99
Cole Haan Men's Pinch Prep Penny Loafer
Rack Room Shoes
146
$129.99
Cole Haan Men's Pinch Prep Penny Loafer
Rack Room Shoes
$109.99
Florsheim Men's Motor Knit Moc Toe Penny Loafer
Rack Room Shoes
$109.99
Florsheim Men's Motor Knit Moc Toe Penny Loafer
Rack Room Shoes
$109.99
Florsheim Men's Motor Moc Toe Driver Penny Loafer
Rack Room Shoes
$109.99
Florsheim Men's Motor Moc Toe Driver Penny Loafer
Rack Room Shoes
$116.77
Cole Haan Men's Pinch Penny Loafer
Amazon.com
1K+
Free shipping
$116.77
Cole Haan Men's Pinch Penny Loafer
Amazon.com
$350.00
Peter Millar Men's Madison Penny Loafer | Color: Cognac | Size: 9
Peter Millar
$350.00
Peter Millar Men's Madison Penny Loafer | Color: Cognac | Size: 9
Peter Millar
$99.95
$125.00
Florsheim Men's, Medfield Plain Toe Oxford
Amazon.com
2K+
Free shipping
20% off
$99.95
$125.00
Florsheim Men's, Medfield Plain Toe Oxford
Amazon.com
$149.00
VIVAIA Womens Classic Platform Chunky Heel Loafers, Round Toe Lug Sole Penny Loafers, Comfort Casual Shoes Office Work|Black Cream Ivory|US6
vivaia.com
$149.00
VIVAIA Womens Classic Platform Chunky Heel Loafers, Round Toe Lug Sole Penny Loafers, Comfort Casual Shoes Office Work|Black Cream Ivory|US6
vivaia.com
$350.00
Peter Millar Men's Madison Suede Penny Loafer | Color: Dark Jute | Size: 9
Peter Millar
$350.00
Peter Millar Men's Madison Suede Penny Loafer | Color: Dark Jute | Size: 9
Peter Millar
$350.00
Peter Millar Men's Madison Suede Penny Loafer | Color: Chestnut | Size: 9.5
Peter Millar
$350.00
Peter Millar Men's Madison Suede Penny Loafer | Color: Chestnut | Size: 9.5
Peter Millar
$29.17
$34.27
Deer Stags Mens Herman Kiltie Tassel Dress Loafer For Formal, Dress, Retro Look, Work, Casual /Jet Black
Amazon.com
2K+
14% off
$29.17
$34.27
Deer Stags Mens Herman Kiltie Tassel Dress Loafer For Formal, Dress, Retro Look, Work, Casual /Jet Black
Amazon.com
$320.00
DAAN Black Leather Loafer 5.5
iRi NYC
$320.00
DAAN Black Leather Loafer 5.5
iRi NYC
$135.00
Men's Calfskin Leather Penny Loafer In Brandy, Size 10 By Quince
Quince
Free shipping
$135.00
Men's Calfskin Leather Penny Loafer In Brandy, Size 10 By Quince
Quince
$119.97
BOSS Colby Penny Loafer In Dark Brn At Nordstrom Rack, Size 11Us / 10Uk
Nordstrom Rack
$119.97
BOSS Colby Penny Loafer In Dark Brn At Nordstrom Rack, Size 11Us / 10Uk
Nordstrom Rack
$159.95
$250.00
Men's Vinci Cambridge Collection Glen Plaid Suit | Tan | All Sizes
AlbertoNardoniStore
36% off
$159.95
$250.00
Men's Vinci Cambridge Collection Glen Plaid Suit | Tan | All Sizes
AlbertoNardoniStore
$248.00
Men's Edward Penny Loafer - Dark Brown Pebble Grain | 12 Uk | Jack Erwin
Wolf & Badger - UK
$248.00
Men's Edward Penny Loafer - Dark Brown Pebble Grain | 12 Uk | Jack Erwin
Wolf & Badger - UK
$248.00
Men's Edward Penny Loafer - Brown Pebble Grain | 10 Uk | Jack Erwin
Wolf & Badger - UK
$248.00
Men's Edward Penny Loafer - Brown Pebble Grain | 10 Uk | Jack Erwin
Wolf & Badger - UK
$55.24
$64.99
ASOS DESIGN Two Tone Penny Loafers In Brown And Cream - Brown (Size: 14)
ASOS
Free shipping
15% off
$55.24
$64.99
ASOS DESIGN Two Tone Penny Loafers In Brown And Cream - Brown (Size: 14)
ASOS
$299.00
$425.00
Allen Edmonds Newman Penny Loafer In Antique Bronze Leather, Size 13.0 D
Allen Edmonds
29% off
$299.00
$425.00
Allen Edmonds Newman Penny Loafer In Antique Bronze Leather, Size 13.0 D
Allen Edmonds
$159.95
$250.00
Men's Vinci Cambridge Collection Glen Plaid Suit | Blue | All Sizes
AlbertoNardoniStore
36% off
$159.95
$250.00
Men's Vinci Cambridge Collection Glen Plaid Suit | Blue | All Sizes
AlbertoNardoniStore
$98.00
Women's Italian Leather Lug Sole Loafer In Black, Size 6 By Quince
Quince
Free shipping
$98.00
Women's Italian Leather Lug Sole Loafer In Black, Size 6 By Quince
Quince
$310.00
Cole Haan Ledley Grand Penny Loafer In British Tan /Dark Natural At Nordstrom, Size 9.5
Nordstrom
$310.00
Cole Haan Ledley Grand Penny Loafer In British Tan /Dark Natural At Nordstrom, Size 9.5
Nordstrom
$109.99
Men's Brown Leather Penny Loafers With Metal Buckle - Classic Dress Shoes For Business, Formal Events And Office Wear
LightIntheBox.com
$109.99
Men's Brown Leather Penny Loafers With Metal Buckle - Classic Dress Shoes For Business, Formal Events And Office Wear
LightIntheBox.com
$149.97
BOSS Derreck Penny Loafer In Dark Brown At Nordstrom Rack, Size 9Us / 8Uk
Nordstrom Rack
$149.97
BOSS Derreck Penny Loafer In Dark Brown At Nordstrom Rack, Size 9Us / 8Uk
Nordstrom Rack
$89.90
Women's Italian Leather Bow Penny Loafer In Wine, Size 5 By Quince
Quince
Free shipping
$89.90
Women's Italian Leather Bow Penny Loafer In Wine, Size 5 By Quince
Quince
$129.99
Cole Haan Pinch Prep Penny Loafer | Men's | Dark Brown | Size 10 | Loafers | Penny
DSW
5K+
Free shipping
$129.99
Cole Haan Pinch Prep Penny Loafer | Men's | Dark Brown | Size 10 | Loafers | Penny
DSW
$137.00
Contrast Two Tone Penny Loafer Blue/White / 9
Menssuitsatlanta
$137.00
Contrast Two Tone Penny Loafer Blue/White / 9
Menssuitsatlanta
$248.00
Men's Edward Penny Loafer - Dark Brown Suede | 7 Uk | Jack Erwin
Wolf & Badger - UK
$248.00
Men's Edward Penny Loafer - Dark Brown Suede | 7 Uk | Jack Erwin
Wolf & Badger - UK
$325.00
Tory Burch Women's Classic Penny Loafer In Perfect Black, Size 7
Tory Burch
4
$325.00
Tory Burch Women's Classic Penny Loafer In Perfect Black, Size 7
Tory Burch
$129.99
Cole Haan Pinch Prep Penny Loafer | Men's | Black | Size 11 | Loafers | Penny
DSW
127
Free shipping
$129.99
Cole Haan Pinch Prep Penny Loafer | Men's | Black | Size 11 | Loafers | Penny
DSW
$64.99
$100.00
Clarks Lauryl Tassel Womens Moc Closed Toe Loafers | Black | Regular 8 | Shoes Loafers | Comfort
JCPenney
Free shipping
35% off
$64.99
$100.00
Clarks Lauryl Tassel Womens Moc Closed Toe Loafers | Black | Regular 8 | Shoes Loafers | Comfort
JCPenney
$59.99
$94.00
Clarks Ellowyn Penny Womens Moc Closed Toe Loafers | Black | Regular 6 | Shoes Loafers | Comfort
JCPenney
Free shipping
36% off
$59.99
$94.00
Clarks Ellowyn Penny Womens Moc Closed Toe Loafers | Black | Regular 6 | Shoes Loafers | Comfort
JCPenney
$119.99
Men's Brown Genuine Leather Penny Loafers - Elegant Slip-On Dress Shoes For Office, Weddings And Formal Events
LightIntheBox.com
$119.99
Men's Brown Genuine Leather Penny Loafers - Elegant Slip-On Dress Shoes For Office, Weddings And Formal Events
LightIntheBox.com
$99.97
Cole Haan Bedford Penny Loafer In Black At Nordstrom Rack, Size 10.5
Nordstrom Rack
45
$99.97
Cole Haan Bedford Penny Loafer In Black At Nordstrom Rack, Size 10.5
Nordstrom Rack
$850.00
Allen Edmonds Randolph Shell Cordovan Penny Loafer In Chili Cordovan Leather, Size 10.0 B
Allen Edmonds
$850.00
Allen Edmonds Randolph Shell Cordovan Penny Loafer In Chili Cordovan Leather, Size 10.0 B
Allen Edmonds
$55.24
$64.99
ASOS DESIGN Penny Loafers In Brown With Gold Snaffle - Brown (Size: 9)
ASOS
Free shipping
15% off
$55.24
$64.99
ASOS DESIGN Penny Loafers In Brown With Gold Snaffle - Brown (Size: 9)
ASOS
$99.95
Nordstrom Edward Penny Loafer In Black At Nordstrom, Size 10.5
Nordstrom
$99.95
Nordstrom Edward Penny Loafer In Black At Nordstrom, Size 10.5
Nordstrom
Black or Brown Penny Loafers, which one suits your style? 🖤🟤✨ The perfect blend of elegance and versatility for formal and casual settings. Rate your favorite pair on a scale of 1 to 10! 👞🔥 #Hollomen #Shoes #Shopnow #PennyLoafers #ModernGent #StyleVersatility #MensFootwear | hollo_men
0:27
Black or Brown Penny Loafers, which one suits your style? 🖤🟤✨ Th…
1.5K viewsJan 5, 2025
Facebookhollo_men
15K views · 202 reactions | Definitely the IT shoe for spring, these Crown Vintage Penny Loafers from @dsw are chic and comfortable. They pair perfectly well with denim, skirts and even dresses. Which look do you guys like? #mydsw # ad | Walk In Wonderland | Facebook
0:21
15K views · 202 reactions | Definitely the IT shoe for spring, these Crow…
3.9K views1 month ago
FacebookWalk In Wonderland
52K views · 919 reactions | Effortlessly sleek, Mastering the art of Timeless Style in a Slim-Fit Black Suit paired with Classic Leather Penny Loafers. Cc @Youssef_Esawy #Hollomen #Suits #Mensfashion #ClassicElegance #MensFashion | hollo_men | Facebook
0:07
52K views · 919 reactions | Effortlessly sleek, Mastering the a…
18.1K views2 weeks ago
Facebookhollo_men
40K views | Introducing our stylish penny loafers featuring a unique...
0:45
40K views | Introducing our stylish penny loafers featuring a unique...
69.8K views1 week ago
FacebookRIGID SOLE
33K views · 630 reactions | Span suit set-up styling with Black Penny Loafers. What's your favorite❓❓ #mensfashion #InstaFashion #fashionaddict #menshoesstyle #FashionBlogger #mensweardaily #outfitinspiration #suitstyle | HolloShoe | Facebook
0:09
33K views · 630 reactions | Span suit set-up styling with Black Penny L…
13.2K views2 weeks ago
FacebookHolloShoe
HOW TO STYLE PENNY LOAFERS (PREPPY FALL LOOKBOOK) || Kellyprepster
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HOW TO STYLE PENNY LOAFERS (PREPPY FALL LOOKBOOK) || Kel…
15.2K viewsOct 24, 2018
YouTubeKelly prepster
Refined in Black, HolloMen Zambezi Black Business Casual Suit paired with Black Suede Penny Loafers.
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Refined in Black, HolloMen Zambezi Black Business Casual Suit paire…
1.9K views5 months ago
YouTubeHolloMen
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Men's Classic Black Penny Loafers
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10 Ways To ROCK Brown Loafers | Men’s Outfit Ideas
48.2K viewsOct 15, 2021
YouTubeYour Average Gent
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Different Ways to Wear Loafers with a Suit
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How to Style Penny Loafers
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Professional Wardrobe Styling with Penny Loafers
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Stylish Penny Loafer Outfit Ideas
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Crockett & Jones | Sydney Penny Loafer
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Styling Penny Loafers for the Fall Season
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Sperry Seaport Penny Loafer on QVC
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90s Larsen Penny Loafers: Heritage Design with Contemporary Style
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HOW TO STYLE CHUNKY LOAFERS | 10 OUTFIT IDEAS FOR FALL
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Shop Penny Loafers with Suit

Sponsored
About our ads
$129.99
Cole Haan Men's Pinch Prep Penny Loafer
Rack Room Shoes
146
$129.99
Cole Haan Men's Pinch Prep Penny Loafer
Rack Room Shoes
$109.99
Florsheim Men's Motor Knit Moc Toe Penny Loafer
Rack Room Shoes
$109.99
Florsheim Men's Motor Knit Moc Toe Penny Loafer
Rack Room Shoes
$109.99
Florsheim Men's Motor Moc Toe Driver Penny Loafer
Rack Room Shoes
$109.99
Florsheim Men's Motor Moc Toe Driver Penny Loafer
Rack Room Shoes
$116.77
Cole Haan Men's Pinch Penny Loafer
Amazon.com
1K+
Free shipping
$116.77
Cole Haan Men's Pinch Penny Loafer
Amazon.com
$350.00
Peter Millar Men's Madison Penny Loafer | Color: Cognac | Size: 9
Peter Millar
$350.00
Peter Millar Men's Madison Penny Loafer | Color: Cognac | Size: 9
Peter Millar
$99.95
$125.00
Florsheim Men's, Medfield Plain Toe Oxford
Amazon.com
2K+
Free shipping
20% off
$99.95
$125.00
Florsheim Men's, Medfield Plain Toe Oxford
Amazon.com
$149.00
VIVAIA Womens Classic Platform Chunky Heel Loafers, Round Toe Lug Sole Penny Loafers, Comfort Casual Shoes Office Work|Black Cream Ivory|US6
vivaia.com
$149.00
VIVAIA Womens Classic Platform Chunky Heel Loafers, Round Toe Lug Sole Penny Loafers, Comfort Casual Shoes Office Work|Black Cream Ivory|US6
vivaia.com
$350.00
Peter Millar Men's Madison Suede Penny Loafer | Color: Dark Jute | Size: 9
Peter Millar
$350.00
Peter Millar Men's Madison Suede Penny Loafer | Color: Dark Jute | Size: 9
Peter Millar
$350.00
Peter Millar Men's Madison Suede Penny Loafer | Color: Chestnut | Size: 9.5
Peter Millar
$350.00
Peter Millar Men's Madison Suede Penny Loafer | Color: Chestnut | Size: 9.5
Peter Millar
$29.17
$34.27
Deer Stags Mens Herman Kiltie Tassel Dress Loafer For Formal, Dress, Retro Look, Work, Casual /Jet Black
Amazon.com
2K+
14% off
$29.17
$34.27
Deer Stags Mens Herman Kiltie Tassel Dress Loafer For Formal, Dress, Retro Look, Work, Casual /Jet Black
Amazon.com
$320.00
DAAN Black Leather Loafer 5.5
iRi NYC
$320.00
DAAN Black Leather Loafer 5.5
iRi NYC
$135.00
Men's Calfskin Leather Penny Loafer In Brandy, Size 10 By Quince
Quince
Free shipping
$135.00
Men's Calfskin Leather Penny Loafer In Brandy, Size 10 By Quince
Quince
$119.97
BOSS Colby Penny Loafer In Dark Brn At Nordstrom Rack, Size 11Us / 10Uk
Nordstrom Rack
$119.97
BOSS Colby Penny Loafer In Dark Brn At Nordstrom Rack, Size 11Us / 10Uk
Nordstrom Rack
$159.95
$250.00
Men's Vinci Cambridge Collection Glen Plaid Suit | Tan | All Sizes
AlbertoNardoniStore
36% off
$159.95
$250.00
Men's Vinci Cambridge Collection Glen Plaid Suit | Tan | All Sizes
AlbertoNardoniStore
$248.00
Men's Edward Penny Loafer - Dark Brown Pebble Grain | 12 Uk | Jack Erwin
Wolf & Badger - UK
$248.00
Men's Edward Penny Loafer - Dark Brown Pebble Grain | 12 Uk | Jack Erwin
Wolf & Badger - UK
$248.00
Men's Edward Penny Loafer - Brown Pebble Grain | 10 Uk | Jack Erwin
Wolf & Badger - UK
$248.00
Men's Edward Penny Loafer - Brown Pebble Grain | 10 Uk | Jack Erwin
Wolf & Badger - UK
$55.24
$64.99
ASOS DESIGN Two Tone Penny Loafers In Brown And Cream - Brown (Size: 14)
ASOS
Free shipping
15% off
$55.24
$64.99
ASOS DESIGN Two Tone Penny Loafers In Brown And Cream - Brown (Size: 14)
ASOS
$299.00
$425.00
Allen Edmonds Newman Penny Loafer In Antique Bronze Leather, Size 13.0 D
Allen Edmonds
29% off
$299.00
$425.00
Allen Edmonds Newman Penny Loafer In Antique Bronze Leather, Size 13.0 D
Allen Edmonds