Dress Shoes
Discover our men’s designer dress shoes in whole cut leather or luxury suede to add a touch of elegance to tailored ensembles. Explore the latest styles from Prada, ZEGNA, Salvatore Ferragamo, and more to get a feel for the world’s finest footwear.
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To Boot New York
Ravello Grain Leather Penny Loafers
$550
Ferragamo
Fosco Leather Derbies
$1070
To Boot New York
Tessoro Leather Penny Loafers
$550
Harold
Leather Cap-Toe Oxfords
$411.99$550Save 25%
Ferragamo
Fosco Polished Leather Plain-Toe Derbies
$1070
Harold
Velvet Grosgrain Loafer
$450
Harold
Patent Leather Grosgrain Loafer
$450
Ferragamo
Fosco Lace-Up Leather Derbies
$1070
Harold
Caviari Grain Leather Derby
$450
To Boot New York
Hammill Burshined Leather Double Monkstraps
$447.99$560Save 20%
To Boot New York
Phelps Brogue Cap Toe Oxfords
$411.99$550Save 25%
Tod's
Suede Penny Loafers
$780
Barrett
Burnished Leather Penny Loafers
$825
Barrett
Suede Double Monkstraps
$695
Ferragamo
Denzel Patent Leather Oxfords
$1190
TOM FORD
Gianni Leather Oxfords
$2360
Tod's
Grain Leather Penny Loafers
$895
Harold
Tassel Leather Loafers
$595
Harold
Suede Loafers
$550
Ferragamo
Deal Gancio Bit Ornament Patent Leather Loafers
$1210
Henderson
Deerskin Wingtip Lace Up
$750
Harold
Suede Loafers
$550
Magnanni
Perforated Leather Oxfords
$477.99$598Save 20%
Santoni
Grain Leather Flex Band Loafers
$950
Santoni
Duke Burnished Leather Penny Loafers
$1450
Doucal's
Polished Leather Lace-up Derbies
$415.99$595Save 30%
Harold
Allover Glitter Venetian Loafers
$314.99$450Save 30%
Canali
Laser Etched Captoe Derbies
$506.99$725Save 30%
Thom Browne
Polished Leather Penny Loafers
$1290
Santoni
Paine Suede Leather Banded Loafers
$950
Church's
Diplomat Leather Captoe Oxfords
$1520
Church's
Shannon Leather Derbies
$1600
Barrett
Suede Double Monkstraps
$695
Church's
Margate Suede Loafers
$1450
Barrett
Suede Penny Loafers
$675
Barrett
Plain Toe Suede Derbies
$775
Henderson
Tassel Leather Loafers
$675
Church's
Pembrey Leather Penny Loafers
$1375
Thom Browne
Pebbled Leather Longwing Brogues
$1230
Church's
Margate Suede Loafers
$1450
TOM FORD
Edgar Leather Monkstraps
$2360
Zegna
Torino Burnished Leather Cap Toe Oxfords
$1650
Canali
Laser Etched Captoe Derbies
$506.99$725Save 30%
TOM FORD
Edgar Polished Leather Tassel Loafers
$2490
Brioni
Suede Penny Loafers
$1595
Ferragamo
Angiolo Tramezza Oxfords
$1690
Bontoni
Carnera Plain Toe Suede Derbies
$1895
Prada
Triangle Plaque Deerskin Leather Loafers
$1520
Brioni
Leather Plain Toe Derbies
$2195
Barrett
Plain Toe Polished Leather Derbies
$775
Versace
Medusa '95 Loafers
$786.99$1125Save 30%
Berluti
B Volute Grained Leather Loafers
$2950
Magnanni
Leather Loafers
$575
Berluti
B Volute Grained Leather Loafers
$2950
Church's
Pembrey Leather Penny Loafers
$1375
Rhude
Two-Tone Leather Penny Loafers
$954.99$1365Save 30%
Rhude
Leather Penny Loafers
$884.99$1265Save 30%
Zegna
Torino Banded Leather Loafers
$1650
Barrett
Burnished Leather Braided Ornament Loafers
$750
Ferragamo
Gin Lux Double Gancio Crocodile Embossed Moccasins
$3410
To Boot New York
Zenith Burnished Woven Leather Penny Loafers
$740
Zegna
L'Asola Unconstructed Suede Penny Loafer
$1210
Zegna
L'Asola Suede Moccasin Penny Loafer
$1210
Santoni
Patent Leather Lace Up Derby
$1250
Santoni
Daemons Double Monskstraps
$1450
Ralph Lauren Purple Label
Darnell Burnished Calfskin Monkstraps
$1182.99$1690Save 30%
Bontoni
Principe Grain Leather Loafers
$1525
Bontoni
Squisto Burnished Leather Derbies
$1525
Ralph Lauren Purple Label
Meegan Penny Loafers
$874.99$1250Save 30%
Magnanni
Leather Oxfords
$598
To Boot New York
Burnished Leather Wingtip Oxfords
$411.99$550Save 25%
BOSS
Lisbon Burnished Leather Derbies
$328
Magnanni
Daniel Leather Loafers
$525
Canali
Horsebit Leather Loafers
$541.99$775Save 30%
Bontoni
Luciano ll Leather Oxford Captoe
$1525
To Boot New York
Polished Leather Captoe Phelps Lace Up Brogues
$411.99$550Save 25%
Brunello Cucinelli
Polished Leather Lace Up Derbies
$1450
Brunello Cucinelli
Suede Lace-up Derbies
$1695
Harold
Polished Leather Derbies
$495
Harold
Patent Leather Derby
$450
Harold
Glossy Patent Leather Derby
$450
Bontoni
Effimero Ombre Leather Tassle Loafers
$1475
Prada
Triangle Plaque Spazzolato Leather Loafers
$1390
Harold
Burnished Leather Monkstraps
$495
Harold
Leather Cap-Toe Oxfords
$550
Henderson
Deerskin Captop Lace Up Derbies
$750
Magnanni
Andros Leather Lace up Derbies
$598
Santoni
Carlos Cross Hatch Double Monkstraps
$1450
Canali
Horsebit Leather Loafers
$541.99$775Save 30%
Henderson
Deerskin Wingtip Lace Up Derbies
$750
Henderson
Leather Tassel Loafers
$675
Emporio Armani
Patent Leather Oxfords
$650
Church's
Kingsley Tassel Leather Loafers
$1450
Ferragamo
Desio Gancio Ornament Pebbled Leather Loafers
$1090
BOSS
Derrek Cap Toe Oxfords
$448
Henderson
Deerskin Leather Captoe Laceup Derbies
$750
Harold
Leather Dress Shoes
$595
Magnanni
Leather Loafers
$575
Harold
Glitter Colour Changing Venetian Loafers
$314.99$450Save 30%
TOM FORD
Elkan Patent Leather Whole-Cut Oxfords
$2190
Crafted with style and longevity in mind, luxury men’s dress shoes are a worthy investment for every man — and at Harry Rosen, we make sourcing your next pair simple. Whether you want to smarten up your look for a business meeting or a personal occasion, feel confident in looking to our selection of dress shoes for the perfect pair.