Womens Chelsea Boots
Explore a curated selection of women's Chelsea boots and men's Chelsea boots crafted from premium materials. Discover classic leather Chelsea boots for a polished, sophisticated look, or opt for soft suede Chelsea boots for a more relaxed, casual vibe. Our range includes various designs, from sleek flat Chelsea boots perfect for everyday wear to elegant heeled Chelsea boots that add a touch of elevation.
View All Womens Boots Here
Other Boots: Ankle boots | Heeled Boots | Knee High Boots | Mid Calf Boots | Black Boots | Ladies Mules
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Vendor:Froggie
Froggie 12251 Shoe Black - Black
Froggie 12251 Shoe Black- R 1,462.50
R 1,950.00- R 1,462.50
- Unit price
- / per
More sizes available- Black
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Vendor:Florsheim
Florsheim mens Flex II Chelsea Leather Boots In Black - Black
A standout for your collection, the Florsheim Flex II Plain Toe Chelsea Boot features our premium Flexsole technology for the ultimate in underfoot flexibility. The soft padded upper adds to its out-of-the-box comfort and the rich calf leather and stacked heel is perfect for...- From R 2,240.00
R 2,800.00- From R 2,240.00
- Unit price
- / per
More sizes available- Black
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Vendor:Caterpillar
Caterpillar Mens Threshold Chelsea Boots Dark Brown - Dark Brown
The Threshold Chelsea boot combines superior comfort and durability for everyday wear. Crafted from high-quality full-grain leather, it features a soft, breathable nylon mesh lining and a cushioned foam footbed. The fabric sock lining incorporates CLEANSPORT NXT™ pro-biotic odor control technology, ensuring freshness throughout...- R 2,137.50
R 2,850.00- R 2,137.50
- Unit price
- / per
More sizes available- Dark Brown
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Vendor:Hush Puppies
Hush Puppie Sam Chelsea Brown - Brown
Hush Puppie Sam Chelsea Brown- From R 1,645.00
R 2,350.00- From R 1,645.00
- Unit price
- / per
More sizes available- Brown
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Vendor:Veldskoen
Veldskoen Womens Gumboots Black - Black
The iconic South African Gumboot is putting its best foot forward in fashion! The Veldskoen Gumboot is an ultra light women's Chelsea fashion boot made from Reach compliant PVC. Because it is light, cool, and waterproof, the shoe is perfect for hot, cold, or...- R 560.00
R 700.00- R 560.00
- Unit price
- / per
More sizes available- Black
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Vendor:Caterpillar
Caterpillar Mens Threshold Chelsea Boots Bungee Cord - Bungee Cord
The Threshold Chelsea boot combines superior comfort and durability for everyday wear. Crafted from high-quality full-grain leather, it features a soft, breathable nylon mesh lining and a cushioned foam footbed. The fabric sock lining incorporates CLEANSPORT NXT™ pro-biotic odor control technology, ensuring freshness throughout...- R 2,280.00
R 2,850.00- R 2,280.00
- Unit price
- / per
More sizes available- Bungee Cord
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Vendor:Florsheim
Florsheim Ceduna Calf Dark Brown - Dark Brown
The Chelsea boot was first introduced to the world in the 1837 by Queen Victoria’s shoemaker and has been turning heads ever since. The Florsheim Ceduna Plain Toe Chelsea Boot is sure to do the same. Made of full grain calf leather or suede...- From R 1,855.00
R 2,650.00- From R 1,855.00
- Unit price
- / per
More sizes available- Dark Brown
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Vendor:Hush Puppies
Hush Puppie Sam Chelsea Black - Black
Experience the perfect blend of sophistication and comfort with the Hush Puppies Men's Sam Chelsea James Dean Leather Boots in classic black. Crafted for those who demand both style and practicality, these boots redefine what it means to wear comfortable shoes. They are expertly...- From R 1,645.00
R 2,350.00- From R 1,645.00
- Unit price
- / per
More sizes available- Black
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Vendor:Hush Puppies
Hush Puppies Hpl01350 Womens Dawn Leather Boots Dark Brown - Dark Brown
Hush Puppies Hpl01350 Womens Dawn Leather Boots Dark Brown- R 1,225.00
R 1,750.00- R 1,225.00
- Unit price
- / per
More sizes available- Dark Brown
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Vendor:Caterpillar
Caterpillar Mens Threshold Chelsea Boots Mushroom - Mushroom
The Threshold Chelsea boot combines superior comfort and durability for everyday wear. Crafted from high-quality full-grain leather, it features a soft, breathable nylon mesh lining and a cushioned foam footbed. The fabric sock lining incorporates CLEANSPORT NXT™ pro-biotic odor control technology, ensuring freshness throughout...- R 2,137.50
R 2,850.00- R 2,137.50
- Unit price
- / per
More sizes available- Mushroom
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Vendor:Hush Puppies
Hush Puppies Hpl01351 Womens Georgina II Boots Brown - Brown
Leather UppersSynthetic LiningsFully padded in SockFlexible outsolesColor: Brown- R 1,365.00
R 1,950.00- R 1,365.00
- Unit price
- / per
More sizes available- Brown
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Vendor:Florsheim
Florsheim mens Flex II Chelsea Leather Boots In Cognac - Cognac
A standout for your collection, the Florsheim Flex II Plain Toe Chelsea Boot features our premium Flexsole technology for the ultimate in underfoot flexibility. The soft padded upper adds to its out-of-the-box comfort and the rich calf leather and stacked heel is perfect for...- From R 2,240.00
R 2,800.00- From R 2,240.00
- Unit price
- / per
More sizes available- Cognac
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Vendor:Hush Puppies
Hush Puppies Mens Abel Water Resistant Shoe - Brown
Description Product Information Hush Puppies is a popular brand that offers a wide range of men’s footwear. The brand is known for creating comfortable and stylish shoes that are suitable for both formal and casual occasions. Some of the popular styles of Hush Puppies...- From R 1,330.00
R 1,900.00- From R 1,330.00
- Unit price
- / per
More sizes available- Brown
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Vendor:Hush Puppies
Hush Puppies Ladies Gracious Cow Analine Milled Pap - Default Title
Hush Puppies Ladies Gracious Cow Analine Milled Pap- R 1,120.00
R 1,600.00- R 1,120.00
- Unit price
- / per
More sizes available- Default Title
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Vendor:Caterpillar
Caterpillar Womens Rewrite Chelsea Boots Burnette - Burnette
Caterpillar Womens Rewrite Chelsea Boots Burnette- R 2,400.00
R 3,200.00- R 2,400.00
- Unit price
- / per
More sizes available- Burnette
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Vendor:Caterpillar
Caterpillar Mens Colorado 2.0 Chelsea Boot Brown - Brown
Caterpillar Mens Colorado 2.0 Chelsea Boot Brown- R 1,980.00
R 3,300.00- R 1,980.00
- Unit price
- / per
More sizes available- Brown
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Vendor:Blundstone
Blundstone 500 Mens Elastic Sided Stout Brown Boots - Stout Brown
Description Legendary comfort meets modern versatility with the Blundstone #500’s. These authentic leather Chelsea boots are built to go wherever life takes you, whether in urban city cityscapes or off road in the wild. Specifications - Stout brown premium water-resistant leather - Brown elastic...- From R 4,290.00
R 6,600.00- From R 4,290.00
- Unit price
- / per
More sizes available- Stout Brown
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Vendor:Froggie
Froggie 12607.129 Ladies Lea Cow Calf Shoes Chestnut - Chestnut
Froggie 12607.129 Ladies Lea Cow Calf Shoes Chestnut- R 1,462.50
R 1,950.00- R 1,462.50
- Unit price
- / per
More sizes available- Chestnut
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Vendor:Hush Puppies
Hush Puppies Hpl01341 Ladies Elizabeth Goat Boots Black - Black
Hush Puppies Hpl01341 Ladies Elizabeth Goat Boots Black- R 1,330.00
R 1,900.00- R 1,330.00
- Unit price
- / per
More sizes available- Black
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Vendor:Hush Puppies
Hush Puppies Mens Russell Chelsea Brown Boots - Brown
Discover comfort and style with our Mens Tan Chelsea Boots. They're designed with elastic for easy on and off, a soft microfiber lining, and a comfy foam footbed. These mens tan leather chelsea boots are Ideal for daily wear, find them now at Gardiner...- R 1,575.00
R 2,100.00- R 1,575.00
- Unit price
- / per
More sizes available- Brown
















