Calvin Klein Men's Shoes

+ Save this search
Showing 938 Men's Shoes filtered to 1 brand
Calvin Klein is an American luxury label specializing in clothing, shoes, and fragrance. Since the late 1960s, the fashion label has been known for men's and women's designs that are both contemporary and classic. Calvin Klein is perhaps most recognized for its underwear collection and tight-fitting jeans for men and women. The fragrance CK One, which debuted in the mid-1990s, was an early unisex fragrance. Kate Moss modeled for Calvin Klein at the very start of her career, posing in several provocative black-and-white advertisements. These advertisements were credited as the beginning of the "heroin chic" look that was popular in the 1990s. More recently, Justin Bieber and Kendall Jenner are just two of the many big-name celebrities who have showed off their "Calvins" in ads for the fashion label. Calvin Klein is identified for the "CK" monogram and neutral colors. Consumers love the Calvin Klein boots, like the Chelsea boot and casual chukka shoes. We've seen style influencers and men's fashion editors wearing these while out on the town. With stores and outlets around the world, Calvin Klein continues to be a leader in defining casual luxury. Each hotly-anticipated runway show presents new additions to its haute couture collection, along with new interpretations of everyday basics in the Calvin Klein ready-to-wear line. The fashion label is always evolving, with fresh prints and unique details, while remaining true to its iconic image. More than just jeans and underwear, Calvin Klein boots are viewed as an indispensable element of a man's wardrobe. The mid-calf boots have a distinctive red stripe on each side. Raf Simons, the creative director, knows what men are looking for in Calvin Klein boots men. Whether you're dressing for work or play, there's something for everyone. Every pair of Calvin Klein shoes makes a statement.

Free Ship $99+: SHIP99

Calvin Klein High Top Leather and Fur Sneakers
Calvin Klein High Top Leather and Fur Sneakers

Leather with fur sneakers designed with concealed lace-up holes Platform, 1.5" (40mm) Shaft, 4" Leather upper Round toe Lace-up vamp Leather lining Man-made sole Fur type: dyed sheep Fur origin: Spain Made in Italy

Get Sale Alert

Free Ship $99+: SHIP99

Calvin Klein Classic Leather Derbys
Calvin Klein Classic Leather Derbys

Leather derbys finished with textured design Block heel, 1.5" (40mm) Leather upper Round toe Lace-up vamp Leather lining Man-made sole Made in Italy

Get Sale Alert

Free Ship $99+: SHIP99

Calvin Klein Leather Platform Sneakers
Calvin Klein Leather Platform Sneakers

Leather sneakers designed with concealed lace-up holes Leather upper Round toe Lace-up vamp Leather lining Man-made sole Made in Italy

Get Sale Alert

Free Ship $99+: SHIP99

Calvin Klein Leather Chukka Boots
Calvin Klein Leather Chukka Boots

Striking leather boots redefine the classic silhouette Platform, 1.5" (40mm) Shaft, 5" Leather upper Moc toe Lace-up vamp Leather lining Man-made sole Made in Italy

Get Sale Alert

Free Shipping any 2+ items

Calvin Klein Rafael
Calvin Klein Rafael

Elevate your classic style with the Calvin Klein Rafael ankle boot. ; Leather upper with perforated detail. ; Inside zipper closure. ; Decorative buckle strap. ; Soft square cap toe. ; Breathable fabric linings. ; Cushioned comfort footbed. ; Man-made sole. ; Imported. Measurements: ; Weight: 1 lb 7 oz ; Shaft: 6 in ; Product measurements were taken using size 12, width M. Please note that measurements may vary by size. ; Weight of footwear is based on a single item, not a pair.

Get Sale Alert

Free Ship & Free Returns

Calvin Klein Men's Baldwin Sneaker
Calvin Klein Men's Baldwin Sneaker

Sporty style defines a versatile sneaker built from supple leather. Style Name:Calvin Klein Baldwin Sneaker (Men). Style Number: 5513664. Available in stores.

Get Sale Alert

Calvin Klein Elroy Apron Toe Leather Oxford.
Calvin Klein Elroy Apron Toe Leather Oxford.

Calvin Klein Elroy Apron Toe Leather Oxford.

Get Sale Alert

Free Ship $99+: SHIP99

Calvin Klein Low-Top Leather Sneakers
Calvin Klein Low-Top Leather Sneakers

Leather sneakers finished with a wide band detail Leather upper Round toe Slip-on style Leather lining Man-made sole Made in Italy

Get Sale Alert

Free Shipping any 2+ items

Calvin Klein Marco
Calvin Klein Marco

Stride from work to weekend in effortless style with the Marco chukka-inspired boot. ; Smooth leather upper features embossed logo detail. ; Lace-up front. ; Rounded toe. ; Breathable cotton linings. ; Cushioned insole. ; Synthetic sole. ; Imported. Measurements: ; Weight: 1 lb 1 oz ; Product measurements were taken using size 11.5, width M. Please note that measurements may vary by size. ; Weight of footwear is based on a single item, not a pair.

Get Sale Alert

Free Ship & Free Returns

Calvin Klein Men's Berke High Top Sneaker
Calvin Klein Men's Berke High Top Sneaker

Supple leather construction defines a versatile sneaker with a smart side zipper for added convenience. Style Name:Calvin Klein Berke High Top Sneaker (Men). Style Number: 5513656. Available in stores.

Get Sale Alert

Free Ship & Free Return

Calvin Klein Bailey Men's Shoes
Calvin Klein Bailey Men's Shoes

Keep your style fresh this season in the on-trend Calvin Klein Bailey sneaker. Rich saffiano leather upper. Lace-up construction. Rounded cap toe. Padded tongue and collar. Breathable fabric lining. Lightly padded footbed. Rubber outsole. Imported. Measurements: Weight: 1 lb 2 oz Product measurements were taken using size 11, width M.Weight of footwear is based on a single item, not a pair.

Get Sale Alert

Free Ship $99+: SHIP99

Calvin Klein Leather Platform Sneakers
Calvin Klein Leather Platform Sneakers

Leather sneakers designed with concealed lace-up holes Platform, 1.5" (40mm) Leather upper Round toe Lace-up vamp Leather lining Man-made sole Made in Italy

Get Sale Alert

Calvin Klein Men's Elroy Loafer,Black,9.5 M US
Calvin Klein Men's Elroy Loafer,Black,9.5 M US

Intersecting, invisible seams create a new look for a timeless lace-up shape.

Get Sale Alert

Calvin Klein Elroy Men US 11 Black Moc Oxford
Calvin Klein Elroy Men US 11 Black Moc Oxford

The Calvin Klein Elroy Dress Shoes feature a Leather upper with a Moc Toe . The Man-Made outsole lends lasting traction and wear.

Get Sale Alert

Free Shipping any 2+ items

Calvin Klein Lorenzo
Calvin Klein Lorenzo

Exude effortless confidence when you step out in the Calvin Klein Lorenzo boot. ; Upper made of genuine calf suede leather. ; Inside zipper closure. ; Decorative buckle accent. ; Rounded toe. ; Textile-lined. ; Padded insole. ; Man-made sole. ; Imported. Measurements: ; Heel Height: 1 in ; Weight: 1 lb 7 oz ; Circumference: 12 in ; Shaft: 7 in ; Platform Height: 1 4 in ; Product measurements were taken using size 11, width M. Please note that measurements may vary by size. ; Weight of footwear is based on a single item, not a pair.

Get Sale Alert

Free Ship & Free Returns

Calvin Klein Men's Lucca Plain Toe Derby
Calvin Klein Men's Lucca Plain Toe Derby

Lustrous leather construction elevates a handsome derby with professional appeal. Style Name:Calvin Klein Lucca Plain Toe Derby (Men). Style Number: 5513663. Available in stores.

Get Sale Alert

Free Ship & Free Return

Calvin Klein Bain Men's Shoes
Calvin Klein Bain Men's Shoes

Slip into these sleek and versatile sneakers to kick on the new season. Rich saffiano leather upper. Lace-up construction. Rounded toe. Smooth man-made lining. Textile-lined insole. Rubber sole. Imported. Measurements: Weight: 1 lb 2 oz Product measurements were taken using size 11.5, width M.Weight of footwear is based on a single item, not a pair.

Get Sale Alert

Free Ship & Free Return

Calvin Klein Baldwin Men's Shoes
Calvin Klein Baldwin Men's Shoes

Keep your style fresh this season in the on-trend Calvin Klein Baldwin sneaker. Leather upper with textured synthetic inlay detail. Lace-up construction. Rounded toe. Padded tongue and collar. Fabric lining. Lightly padded leather footbed. Synthetic outsole. Imported. Measurements: Weight: 1 lb 2 oz Product measurements were taken using size 11, width M.Weight of footwear is based on a single item, not a pair.

Get Sale Alert

Free Ship & Free Returns

Calvin Klein Men's Bailey Sneaker
Calvin Klein Men's Bailey Sneaker

Clean-cut, versatile appeal defines a stylish sneaker built from supple leather. Style Name:Calvin Klein Bailey Sneaker (Men). Style Number: 5513662. Available in stores.

Get Sale Alert

Calvin Klein Ion Knit Round Toe Canvas Sneakers.
Calvin Klein Ion Knit Round Toe Canvas Sneakers.

Calvin Klein Ion Knit Round Toe Canvas Sneakers.

Get Sale Alert

Free Express Ship $200+

Calvin Klein Black Western Chris Boots
Calvin Klein Black Western Chris Boots

Ankle-high buffed leather Chelsea boots in black. Logo plaque at square toe. Elasticized gusset at sides. Tonal leather lining. Stacked Cuban heel. Tonal leather sole. Silver-tone hardware. Tonal stitching.

Get Sale Alert

Free Shipping any 2+ items

Calvin Klein Kovan
Calvin Klein Kovan

Keep your Calvin Klein footwear collection on-point with the Kovan sneaker. ; Synthetic and suede leather upper. ; Traditional lace-up closure. ; Padded high-top collar. ; Rounded toe. ; Breathable mesh linings. ; Cushioned comfort footbed. ; EVA midsole. ; Synthetic sole. ; Imported. Measurements: ; Weight: 1 lb 2 oz ; Product measurements were taken using size 11, width M. Please note that measurements may vary by size. ; Weight of footwear is based on a single item, not a pair.

Get Sale Alert

Free Express Ship $200+

Calvin Klein Tan Western Chris Boots
Calvin Klein Tan Western Chris Boots

Ankle-high buffed leather Chelsea boots in oak tan. Logo plaque at square toe. Elasticized gusset in brown at sides. Leather lining in black. Stacked Cuban heel. Leather sole in black. Silver-tone hardware. Tonal stitching.

Get Sale Alert

Free Express Ship $200+

Calvin Klein Black Hova Chelsea Boots
Calvin Klein Black Hova Chelsea Boots

Ankle-high polished leather Chelsea boots in black. Stitched detailing at round toe. Elasticized gusset at sides. Tonal stacked leather sole. Tonal stitching.

Get Sale Alert

Free 2 Day Ship & Returns

Calvin Klein Leather Western Harness Boots
Calvin Klein Leather Western Harness Boots

Leather upper and sole Made in Italy Approx 50mm/ 2 inch heel Removable harness accent Rubber tap heel Engraved metal steel toe Elastic goring on sides

Get Sale Alert

Free 2 Day Ship & Returns

Calvin Klein Suede Western Tods
Calvin Klein Suede Western Tods

Suede upper with leather sole Made in Italy Shaft measures approx 165mm/ 6.5 inches in height Approx 50mm/ 2 inch heel Rubber tap heel Hidden side zip closure

Get Sale Alert

Free Shipping any 2+ items

Calvin Klein Magnar
Calvin Klein Magnar

This elevated sneaker can be dressed up or down any day of the week. ; Leather upper. ; Lace-up front. ; Rounded cap toe. ; Embossed logo detail. ; Leather lining. ; Cushioned insole. ; Rubber sole. ; Imported. Measurements: ; Weight: 1 lb 1 oz ; Product measurements were taken using size 12, width M. Please note that measurements may vary by size. ; Weight of footwear is based on a single item, not a pair.

Get Sale Alert

Free Shipping any 2+ items

Calvin Klein Keller
Calvin Klein Keller

With modern design and eye-catching materials, the Keller is a cut above the rest. ; Combination synthetic upper features suede overlay detail. ; Slip-on design with elevated collar and adjustable front lacing for optimal fit. ; Reinforced round toe. ; Neoprene sock lining. ; Padded fabric footbed. ; Man-made sole. ; Imported. Measurements: ; Weight: 1 lb ; Product measurements were taken using size 11.5, width M. Please note that measurements may vary by size. ; Weight of footwear is based on a single item, not a pair.

Get Sale Alert

Calvin Klein Ibrahim Leather Sneaker
Calvin Klein Ibrahim Leather Sneaker

crafted with a smooth finish, these leather sneakers are made with a lace-up front, side zip closure and a rubber sole. lace-up sneaker smooth leather lace-up front side zip closure padded footbed rubber sole tonal topstitching seaming details leather imported

Get Sale Alert

Free Shipping & Returns

Calvin Klein Men's Tipped-Strap Leather Chelsea Boots
Calvin Klein Men's Tipped-Strap Leather Chelsea Boots

CALVIN KLEIN 205W39NYC's Western-inspired Chelsea boots are constructed of dark brown distressed leather. Showcasing the creative director's modern approach to the classic Americana aesthetic, this pair features a detachable turquoise and silvertone-tipped harness strap. Etched "205" at left toe. Etched "CK" at right toe. 1.5"/40mm heel (approximately). 6"/15cm shaft, 11"/28cm circumference (approximately). Metal square toe. Elastic ankle gores. Pull tab at topline. Stacked Cuban heel. Stitched welt. Polished silvertone hardware. Pulls on. Lined with leather. Stitched leather sole. Available in Black. Made in Italy.;LEATHER

Get Sale Alert

Free Shipping any 2+ items

Calvin Klein Rafi
Calvin Klein Rafi

Go off the beaten path with these statement Calvin Klein boots. ; High-shine and suede leather upper. ; Lace-up closure. ; Round moc toe. ; Leather lining and footbed. ; Suede collar. ; Flexible synthetic sole. ; Imported. Measurements: ; Weight: 1 lb 9 oz ; Shaft: 6 in ; Product measurements were taken using size 12, width M. Please note that measurements may vary by size. ; Weight of footwear is based on a single item, not a pair.

Get Sale Alert

Free Shipping & Returns

Calvin Klein Men's Square-Toe Suede Boots
Calvin Klein Men's Square-Toe Suede Boots

CALVIN KLEIN 205W39NYC's tan suede Western-inspired boots feature a Cuban heel. This square-toed pair references the classic Americana styling seen throughout the current collection. 1.75"/45mm heel (approximately). 7.00"/18cm shaft, 11.75"/30cm circumference (approximately). Square toe. Stacked Cuban heel. Stitched welt. Polished silvertone hardware. Concealed side zip closure. Lined with leather. Stitched leather sole. Available in Tan. Made in Italy.;SUEDE

Get Sale Alert

Free Shipping & Returns

Calvin Klein Men's Tipped-Strap Leather Chelsea Boots
Calvin Klein Men's Tipped-Strap Leather Chelsea Boots

CALVIN KLEIN 205W39NYC's Western-inspired Chelsea boots are constructed of dark brown distressed leather. Showcasing the creative director's modern approach to the classic Americana aesthetic, this pair features a detachable turquoise and silvertone-tipped harness strap. Etched "205" at left toe. Etched "CK" at right toe. 1.5"/40mm heel (approximately). 6"/15cm shaft, 11"/28cm circumference (approximately). Metal square toe. Elastic ankle gores. Pull tab at topline. Stacked Cuban heel. Stitched welt. Polished silvertone hardware. Pulls on. Lined with leather. Stitched leather sole. Available in Dark Brown. Made in Italy.;LEATHER

Get Sale Alert

Up To 20% Off: SHOP

Calvin Klein Men's Rafi Box Leather Boots Men's Shoes
Calvin Klein Men's Rafi Box Leather Boots Men's Shoes

Calvin Klein combines high-shine box leather and creamy suede to produce the super-stylish multi-media effect of these ankle-high casual boots.

Get Sale Alert

Calvin Klein Men's Black Canvas Hi Top Sneakers.
Calvin Klein Men's Black Canvas Hi Top Sneakers.

Calvin Klein Men's Black Canvas Hi Top Sneakers.

Get Sale Alert

Free Delivery & Free Returns

Calvin Klein Contrast-stripe lace-up leather ankle boots
Calvin Klein Contrast-stripe lace-up leather ankle boots

Look to Calvin Klein 205W39NYC for a modern twist on sleek classic silhouettes. These black ankle boots are crafted in Italy from smooth leather to a round-toe shape set on a small stacked heel and feature a contrasting burgundy-red striped panel at the sides. Runs true to size.

Get Sale Alert

Free Delivery & Free Returns

Calvin Klein Double monk-strap leather shoes
Calvin Klein Double monk-strap leather shoes

Calvin Klein 205W39NYC's minimalist approach to footwear is reflected in these smart black shoes crafted in Italy from pebbled leather to a classic round-toe silhouette. They feature a silver-tone metal buckle-fastening double monk-strap across the arch and are set on a small stacked heel. Fits true to size.

Get Sale Alert

Calvin Klein Grain Leather Derby Shoes
Preowned
Calvin Klein Grain Leather Derby Shoes

Men's cobalt grain leather Calvin Klein 205W39NYC derby shoes with stacked heels and lace tie closures at uppers.

Get Sale Alert

Free Delivery & Free Returns

Calvin Klein Squared-toe leather chelsea boots
Calvin Klein Squared-toe leather chelsea boots

With Raf Simons at the helm Calvin Klein 205W39NYC's current offering reflects a fascination with Americana and these burgundy-red chelsea boots express the season's western influences via the squared-toe and black stacked cuban heel. The silver-tone metal toecaps are engraved with the house initials CK on one foot and '205' - the Manhattan address of the West 39th Street company headquarters - on the other. Fits true to size.

Get Sale Alert

Free Delivery & Free Returns

Calvin Klein Stitch-detail lace-up leather derby shoes
Calvin Klein Stitch-detail lace-up leather derby shoes

Calvin Klein 205W39NYC puts a contemporary twist on classic styles like these chestnut-brown derby shoes. They're crafted in Italy from smooth leather to a round-toe silhouette and set on a small stacked heel and leather sole. The vamp is detailed with piped edges and has a contrasting black lace-up front. Runs true to size.

Get Sale Alert
Top