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Oswin Hyde Boots Collection

Men’s Boots – Chelsea, Chukka, Dress & Winter Styles

Discover versatile men’s boots designed for style and durability. From sleek Chelsea boots to rugged winter boots, refined dress boots, and casual chukka boots, our collection offers premium leather craftsmanship for every occasion. Whether dressing up or facing the elements, find the perfect boots to complete your wardrobe.

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Save 27%Gregory Tan leather boot with brogue details, wingtip boots for men, tan leather walking boots. Gregory Tan leather boot with brogue details, wingtip boots for men, tan leather walking boots.
Gregory Tan Sale price$225.00 Regular price$309.00
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Save 27%Gregory brown leather lace-up boots for men with wing cap brogue detailing, combining refined craftsmanship and a timeless silhouetteGregory brown leather lace-up boots for men with wing cap brogue detailing, combining refined craftsmanship and a timeless silhouette
Gregory Brown Sale price$225.00 Regular price$309.00
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Save 27%Gregory black leather lace-up boots for men featuring a classic wing cap brogue design with refined stitching and polished finishGregory black leather lace-up boots for men featuring a classic wing cap brogue design with refined stitching and polished finish
Gregory Black Sale price$225.00 Regular price$309.00
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Save 24%Gavin Tan leather Chelsea boots for men featuring a classic wing cap brogue design with refined stitching and polished finishGavin Tan leather Chelsea boots for men featuring a classic wing cap brogue design with refined stitching and polished finish
Gavin Tan Sale price$204.00 Regular price$268.00
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Save 24%Gavin Brown leather Chelsea boots for men featuring a classic wing cap brogue design with refined stitching and polished finishGavin Brown leather Chelsea boots for men featuring a classic wing cap brogue design with refined stitching and polished finish
Gavin Brown Sale price$204.00 Regular price$268.00
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Save 24%Gavin black leather Chelsea boots for men with intricate brogue detailing, showcasing timeless elegance and refined craftsmanshipGavin black leather Chelsea boots for men with intricate brogue detailing, showcasing timeless elegance and refined craftsmanship
Gavin Black Sale price$204.00 Regular price$268.00
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Save 41%Graham tan leather brogue boots for men with classic perforated detailing, ideal for dressy and smart-casual occasions.Graham tan leather brogue boots for men with classic perforated detailing, ideal for dressy and smart-casual occasions.
Graham Tan Sale price$183.00 Regular price$309.00
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Save 41%Brown leather lace-up brogue boots for men by Oswin Hyde – stylish, comfortable boots with wingtip detail and cushioned insole for smart casual wear.Brown leather lace-up brogue boots for men by Oswin Hyde – stylish, comfortable boots with wingtip detail and cushioned insole for smart casual wear.
Graham Brown Sale price$183.00 Regular price$309.00
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Save 41%Black leather lace-up brogue boots for men by Oswin Hyde – comfortable, durable boots with wingtip detailing and cushioned insoles for everyday style.Black leather lace-up brogue boots for men by Oswin Hyde – comfortable, durable boots with wingtip detailing and cushioned insoles for everyday style.
Graham Black Sale price$183.00 Regular price$309.00
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Save 41%Grant Tan men’s leather brogue Chelsea boots featuring a chunky sole, lightweight design, and comfortable fit for smart casual occasions.Grant Tan men’s leather brogue Chelsea boots featuring a chunky sole, lightweight design, and comfortable fit for smart casual occasions.
Grant Tan Sale price$183.00 Regular price$309.00
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Save 41%Grant Brown men’s leather brogue Chelsea boots with chunky sole, lightweight construction, and comfortable fit for smart and casual occasions.Grant Brown men’s leather brogue Chelsea boots with chunky sole, lightweight construction, and comfortable fit for smart and casual occasions.
Grant Brown Sale price$183.00 Regular price$309.00
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Save 41%Grant Black men’s leather brogue Chelsea boots featuring a chunky sole, lightweight design, and comfortable fit for versatile smart-casual style.Grant Black men’s leather brogue Chelsea boots featuring a chunky sole, lightweight design, and comfortable fit for versatile smart-casual style.
Grant Black Sale price$183.00 Regular price$309.00
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Save 36%Jack Tan Chelsea boots for men made with premium leather, lambskin lining, and a handmade sole—offering comfort, craftsmanship, and timeless sophistication.Jack Tan Chelsea boots for men made with premium leather, lambskin lining, and a handmade sole—offering comfort, craftsmanship, and timeless sophistication.
Jack Tan Sale price$183.00 Regular price$288.00
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Save 36%Jack Brown leather Chelsea boots for men, featuring a handmade sole that delivers enhanced durability and comfortJack Brown leather Chelsea boots for men, featuring a handmade sole that delivers enhanced durability and comfort
Jack Brown Sale price$183.00 Regular price$288.00
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Save 36%Jack Black Chelsea boots for men in premium leather, featuring lambskin lining and a handmade sole for modern sophistication and all-day comfort.Jack Black Chelsea boots for men in premium leather, featuring lambskin lining and a handmade sole for modern sophistication and all-day comfort.
Jack Black Sale price$183.00 Regular price$288.00
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Save 36%Michael tan leather Chelsea boots for men with elastic sides and pull tab, perfect for smart-casual and formal wear.Michael tan leather Chelsea boots for men with elastic sides and pull tab, perfect for smart-casual and formal wear.
Michael Tan Sale price$183.00 Regular price$288.00
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Save 41%Michael Brown Chelsea boots for men made from high-quality leather, offering a sleek, modern silhouette with luxurious comfort for everyday or smart wear.Michael Brown Chelsea boots for men made from high-quality leather, offering a sleek, modern silhouette with luxurious comfort for everyday or smart wear.
Michael Brown Sale price$183.00 Regular price$309.00
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Save 41%Michael Black Chelsea boots for men crafted in premium leather, designed for modern sophistication, comfort, and versatile casual or smart wear.Michael Black Chelsea boots for men crafted in premium leather, designed for modern sophistication, comfort, and versatile casual or smart wear.
Michael Black Sale price$183.00 Regular price$309.00
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Save 35%Christopher Tan Chelsea boots for men made from finest leather with handmade sole, designed for luxury, sophistication, and refined formal occasions.Christopher Tan Chelsea boots for men made from finest leather with handmade sole, designed for luxury, sophistication, and refined formal occasions.
Christopher Tan Sale price$175.00 Regular price$268.00
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Save 35%Christopher Brown Chelsea boots for men, crafted from premium leather with handmade soles, offering luxury, refined style, and high-quality craftsmanship.Christopher Brown Chelsea boots for men, crafted from premium leather with handmade soles, offering luxury, refined style, and high-quality craftsmanship.
Christopher Brown Sale price$175.00 Regular price$268.00
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Save 35%Christopher Black Chelsea boots for men crafted from premium leather with handmade soles, combining luxury, sophistication, and refined style for formal and office wear.Christopher Black Chelsea boots for men crafted from premium leather with handmade soles, combining luxury, sophistication, and refined style for formal and office wear.
Christopher Black Sale price$175.00 Regular price$268.00
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Save 32%Jefferson Brown Chukka leather boots for men in premium saffiano leather, blending bold style, casual elegance, and refined sophistication.Jefferson Brown Chukka leather boots for men in premium saffiano leather, blending bold style, casual elegance, and refined sophistication.
Jefferson Brown Sale price$183.00 Regular price$268.00
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Save 32%Jefferson Black Chukka boots for men made from high-quality saffiano leather, offering bold elegance, casual versatility, and modern sophistication.Jefferson Black Chukka boots for men made from high-quality saffiano leather, offering bold elegance, casual versatility, and modern sophistication.
Jefferson Black Sale price$183.00 Regular price$268.00
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Save 36%Harry Tan Chelsea brogue boots for men made from premium leather with lambskin lining and handmade sole, combining classic style and modern comfort.Harry Tan Chelsea brogue boots for men made from premium leather with lambskin lining and handmade sole, combining classic style and modern comfort.
Harry Tan Sale price$183.00 Regular price$288.00
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Save 36%Harry Black Chelsea brogue leather boots for men featuring premium leather, lambskin lining, handmade sole, blending classic luxury with modern comfort.Harry Black Chelsea brogue leather boots for men featuring premium leather, lambskin lining, handmade sole, blending classic luxury with modern comfort.
Harry Black Sale price$183.00 Regular price$288.00
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Save 27%Watson tan leather chukka boots for men with clean stitching and smooth finish, ideal for smart-casual and everyday looks.Watson tan leather chukka boots for men with clean stitching and smooth finish, ideal for smart-casual and everyday looks.
Watson Tan Sale price$196.00 Regular price$268.00
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Save 27%Watson black leather chukka boots for men with minimalist design and premium finish—versatile dress boots ideal for office or smart-casual wear.Watson black leather chukka boots for men with minimalist design and premium finish—versatile dress boots ideal for office or smart-casual wear.
Watson Black Sale price$196.00 Regular price$268.00
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Save 34%Darwin mens Leather Chelsea boots in Tan, ideal for weddings, casual and formal events. Darwin mens Leather Chelsea boots in Tan, ideal for weddings, casual and formal events.
Darwin Tan Sale price$163.00 Regular price$247.00
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Save 34%Darwin mens Leather Chelsea boots in Black, ideal for weddings, casual and formal events. Darwin mens Leather Chelsea boots in Black, ideal for weddings, casual and formal events.
Darwin Black Sale price$163.00 Regular price$247.00
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Save 34%Darwin Tan Suede Chelsea boots for men featuring premium suede, sleek silhouette, and versatile style for casual and semi-formal wearDarwin Tan Suede Chelsea boots for men featuring premium suede, sleek silhouette, and versatile style for casual and semi-formal wear
Darwin Tan Suede Sale price$163.00 Regular price$247.00
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Save 34%Darwin Brown Suede Chelsea boot for men | Best Chelsea bootsDarwin Brown Suede Chelsea boot for men | Best Chelsea boots
Darwin Brown Suede Sale price$163.00 Regular price$247.00
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Save 34%Darwin Green Suede Chelsea boot for men | Best Chelsea bootsDarwin Green Suede Chelsea boot for men | Best Chelsea boots
Darwin Green Suede Sale price$163.00 Regular price$247.00
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Save 34%Darwin Sand Suede Chelsea boot for men | Best Chelsea bootsDarwin Sand Suede Chelsea boot for men | Best Chelsea boots
Darwin Sand Suede Sale price$163.00 Regular price$247.00
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Save 34%Darwin Black Suede Chelsea boot for men | Best Chelsea bootsDarwin Black Suede Chelsea boot for men | Best Chelsea boots
Darwin Black Suede Sale price$163.00 Regular price$247.00
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Save 54%Douglas Tan leather Chelsea boots for men crafted from premium smooth leather with handmade detailing and high-quality sole for formal elegance.Douglas Tan leather Chelsea boots for men crafted from premium smooth leather with handmade detailing and high-quality sole for formal elegance.
Douglas Tan Sale price$122.00 Regular price$268.00
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Save 54%Dennis brown genuine leather Chelsea boots for men by Oswin Hyde – luxury slip-on boots with elegant profile, elastic sides, and timeless styling.Dennis brown genuine leather Chelsea boots for men by Oswin Hyde – luxury slip-on boots with elegant profile, elastic sides, and timeless styling.
Douglas Brown Sale price$122.00 Regular price$268.00
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Save 54%Dennis black leather Chelsea boots for men by Oswin Hyde – luxury slip-on boots with sleek silhouette, elastic sides, and premium formal styling.Dennis black leather Chelsea boots for men by Oswin Hyde – luxury slip-on boots with sleek silhouette, elastic sides, and premium formal styling.
Douglas Black Sale price$122.00 Regular price$268.00
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Save 54%Dennis cherry genuine leather Chelsea boots for men by Oswin Hyde – luxury slip-on boots with elastic side panels and cushioned comfort.Dennis cherry genuine leather Chelsea boots for men by Oswin Hyde – luxury slip-on boots with elastic side panels and cushioned comfort.
Douglas Cherry Sale price$122.00 Regular price$268.00
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Save 54%Dennis green genuine leather Chelsea boots for men by Oswin Hyde – luxury slip-on boots with elastic panels and cushioned insole for style and comfort.Dennis green genuine leather Chelsea boots for men by Oswin Hyde – luxury slip-on boots with elastic panels and cushioned insole for style and comfort.
Douglas Green Sale price$122.00 Regular price$268.00
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Save 54%Tan leather Chelsea boots for men by Oswin Hyde – premium slip-on boots with elastic side panels, sleek silhouette, and refined modern style.Tan leather Chelsea boots for men by Oswin Hyde – premium slip-on boots with elastic side panels, sleek silhouette, and refined modern style.
Dennis Tan Sale price$122.00 Regular price$268.00
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Save 54%Dennis black leather Chelsea boots for men featuring elastic sides, luxurious leather, and a sleek design for sophisticated everyday and formal wear.Dennis black leather Chelsea boots for men featuring elastic sides, luxurious leather, and a sleek design for sophisticated everyday and formal wear.
Dennis Black Sale price$122.00 Regular price$268.00
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Save 47%Vinnie tobacco suede Chelsea boots for men by Oswin Hyde – premium suede upper with sleek silhouette and stacked heel for stylish, comfortable wear.Vinnie tobacco suede Chelsea boots for men by Oswin Hyde – premium suede upper with sleek silhouette and stacked heel for stylish, comfortable wear.
Vinnie Tobacco Sale price$142.00 Regular price$268.00
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Save 47%Vinnie Rust Suede Chelsea Boots | Oswin HydeVinnie Rust Suede Chelsea Boots | Oswin Hyde
Vinnie Rust Sale price$142.00 Regular price$268.00
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Save 47%Vinnie brown suede Chelsea boots for men by Oswin Hyde – sleek silhouette with stacked heel and soft suede upper for stylish, comfortable everyday wear.Vinnie brown suede Chelsea boots for men by Oswin Hyde – sleek silhouette with stacked heel and soft suede upper for stylish, comfortable everyday wear.
Vinnie Brown Sale price$142.00 Regular price$268.00
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Save 47%Vinnie Black Suede Chelsea Boots | Oswin HydeVinnie Black Suede Chelsea Boots | Oswin Hyde
Vinnie Black Sale price$142.00 Regular price$268.00
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Save 78%Damien tobacco suede chukka boots for men with laceless design, featuring soft suede finish and sleek silhouette perfect for smart-casual looks.Damien tobacco suede chukka boots for men with laceless design, featuring soft suede finish and sleek silhouette perfect for smart-casual looks.
Damien Tobacco Sale price$40.00 Regular price$185.00
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Save 78%Damien Caribou suede lace-free chukka boots for men with sleek silhouette and minimalist design, ideal for dress and casual occasions.Damien Caribou suede lace-free chukka boots for men with sleek silhouette and minimalist design, ideal for dress and casual occasions.
Damien Caribou Sale price$40.00 Regular price$185.00
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Save 78%Damien green suede chukka boots for men with a lace-free design and sleek silhouette, ideal for dressy or casual occasions.Damien green suede chukka boots for men with a lace-free design and sleek silhouette, ideal for dressy or casual occasions.
Damien Green Sale price$40.00 Regular price$185.00
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