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Chelsea Boots for Men in Sale

52 Products
Lloyd 23-657-30 JONAH ankle boots in black
Lloyd 23-657-30 JONAH ankle boots in black
-18%
Online exclusive
Lloyd
Art. 23-657-30
Size: 42

€139.90* €169.90* (17.66% saved)
Clarksdale Easy 26176102 7 Ankle boots in gray
Clarksdale Easy 26176102 7 Ankle boots in gray
-38%
New
Clarks
Art. Clarkdale Easy
Size: 41
This shoe is an excellent choice. Because you can rely on high-quality workmanship and fantastic comfort. Enjoy these reliable companions that emphasize your individual style.

€99.90* €160.00* (37.56% saved)
Clarkdale Easy 26179688 7 ankle boots in black
Clarkdale Easy 26179688 7 ankle boots in black
-19%
Clarks
Art. Clarkdale Easy
Size: 44,5
This shoe is an excellent choice. Because you can rely on high-quality workmanship and fantastic comfort. Enjoy these reliable companions that emphasize your individual style.

€129.90* €160.00* (18.81% saved)
Clarks CraftArlo Top 26173460 7 ankle boots in black
Clarks CraftArlo Top 26173460 7 ankle boots in black
-22%
Clarks
Art. CraftArlo Top
Size: 46
With this shoe you make an excellent choice. Because here you can rely on high-quality workmanship and dreamlike comfort. Enjoy these reliable companions that underline you in your very individual type.

€109.90* €140.00* (21.5% saved)
Floris van Bommel STURDI ankle boots in blue
Floris van Bommel STURDI ankle boots in blue
-19%
Floris van Bommel
Art. STURDI
Size: 46
This shoe is an excellent choice. Because you can rely on high-quality workmanship and fantastic comfort. Enjoy these reliable companions that emphasize your individual style.

€209.90* €259.95* (19.25% saved)
Clarks Rossdale Top 26173455 7 ankle boots in brown
Clarks Rossdale Top 26173455 7 ankle boots in brown
-29%
Clarks
Art. Rossdale Top
Size: 46

€99.90* €140.00* (28.64% saved)
Lloyd 24-656-27 HONDO ankle boots in brown
Lloyd 24-656-27 HONDO ankle boots in brown
-18%
Online exclusive
Lloyd
Art. HONDO
Size: 43
These LLOYD boots made from brown suede are very comfortable to wear. An elastic rubber sole and an elastic band round off the look of this shoe. Complete your wardrobe with these boots.

€139.90* €169.90* (17.66% saved)
HUGO Ryan_Cheb ankle boots in brown
HUGO Ryan_Cheb ankle boots in brown
-30%
Online exclusive
HUGO
Art. Ryan_Cheb
Size: 40
This shoe is an excellent choice. Because you can rely on high-quality workmanship and fantastic comfort. Enjoy these reliable companions that emphasize your individual style.

€159.90* €230.00* (30.48% saved)
Clarks Rossdale Top 26173456 7 ankle boots in black
Clarks Rossdale Top 26173456 7 ankle boots in black
-29%
Clarks
Art. Rossdale Top
Size: 40

€99.90* €140.00* (28.64% saved)
Galizio Torresi 321038 V20070 ankle boots in black
Galizio Torresi 321038 V20070 ankle boots in black
-19%
Galizio Torresi
Art. 321038 V20070
Size: 44

€209.90* €259.90* (19.24% saved)
Lloyd 23-621-03 DENTON ANDO ankle boots in brown
Lloyd 23-621-03 DENTON ANDO ankle boots in brown
-44%
Online exclusive
Lloyd
Art. 23-621-03
Size: 42,5
With this shoe you make an excellent choice. Because here you can rely on high-quality workmanship and dreamlike comfort. Enjoy these reliable companions that underline you in your very individual type.

€99.90* €179.90* (44.47% saved)
Boss Julyo_Cheb ankle boots in brown
Boss Julyo_Cheb ankle boots in brown
-20%
New
Online exclusive
Boss
Art. Julyo_Cheb
Size: 41
This shoe is an excellent choice. Because you can rely on high-quality workmanship and fantastic comfort. Enjoy these reliable companions that emphasize your individual style.

€199.90* €250.00* (20.04% saved)
GEOX CLAUDIO boots in brown
GEOX CLAUDIO boots in brown
-20%
GEOX
Art. CLAUDIO
Size: 42
With this Geox model, you are opting for a durable, hard-wearing and breathable companion. The specially developed RESPIRA™ technology offers breathability and therefore a pleasant foot climate. The design is modern and in love with detail. Precise workmanship, a high level of comfort and flexible adjustment to the foot make this shoe from Geox the ideal choice.

€79.90* €99.95* (20.06% saved)
Geox ANDALO boots in brown
Geox ANDALO boots in brown
-17%
GEOX
Art. ANDALO
Size: 45
With this Geox model you choose a durable, hard-wearing and breathable companion. The specially developed RESPIRA™ technology offers breathability and thus a comfortable foot climate. The design is modern and with attention to detail. Precise workmanship, high comfort and a flexible fit to the foot make this shoe from Geox the ideal choice.

€99.90* €120.00* (16.75% saved)
Galizio Torresi 321038 V20094 ankle boots in brown
Galizio Torresi 321038 V20094 ankle boots in brown
-19%
Galizio Torresi
Art. 321038 V20094
Size: 45
This shoe is an excellent choice. Because you can rely on high-quality workmanship and fantastic comfort. Enjoy these reliable companions that emphasize your individual style.

€209.90* €259.90* (19.24% saved)
Flecs F430-4 TDM ankle boots in brown
Flecs F430-4 TDM ankle boots in brown
-40%
Online exclusive
Flecs
Art. F430-4
Size: 44
With this shoe you make an excellent choice. Because here you can rely on high-quality workmanship and dreamlike comfort. Enjoy these reliable companions that underline you in your very individual type.

€149.90* €249.90* (40.02% saved)
Clarkdale Easy 26173532 7 ankle boots in brown
Clarkdale Easy 26173532 7 ankle boots in brown
-19%
Clarks
Art. Clarkdale Easy
Size: 40
Double-sided stretch inserts characterize the masterpiece of the shoe models: the legendary Chelsea boot! This characteristic element in the design not only looks casual - it also flatters the ankle and defines a casual silhouette. Two further advantages of the design: it's child's play to slip on, as this model works as easily as a slip-on boot. You also enjoy maximum flexibility when walking. It's easy to see why the Chelsea boot is still a highlight of any wardrobe. Would you like to try them on?

€129.90* €160.00* (18.81% saved)
Birkenstock 1025216 PRESCOTT SLIP ON ankle boots in black
Birkenstock 1025216 PRESCOTT SLIP ON ankle boots in black
-19%
New
Online exclusive
Birkenstock
Art. PRESCOTT SLIP ON
Size: 46
This shoe is an excellent choice. Because you can rely on high-quality workmanship and fantastic comfort. Enjoy these reliable companions that emphasize your individual style.

€169.90* €210.00* (19.1% saved)
Clarkdale Easy 26173536 7 ankle boots in brown
Clarkdale Easy 26173536 7 ankle boots in brown
-19%
Clarks
Art. Clarkdale Easy
Size: 43
This shoe is an excellent choice. Because you can rely on high-quality workmanship and fantastic comfort. Enjoy these reliable companions that emphasize your individual style.

€129.90* €160.00* (18.81% saved)
GEOX CLAUDIO ankle boots in gray
GEOX CLAUDIO ankle boots in gray
-20%
GEOX
Art. CLAUDIO
Size: 45
With this Geox model, you are opting for a durable, hard-wearing and breathable companion. The specially developed RESPIRA™ technology offers breathability and therefore a pleasant foot climate. The design is modern and in love with detail. Precise workmanship, a high level of comfort and flexible adjustment to the foot make this shoe from Geox the ideal choice.

€79.90* €99.95* (20.06% saved)
Santoni 17855 U33 ankle boots in blue
Santoni 17855 U33 ankle boots in blue
-31%
Santoni
Art. 17855 U33
Size: 41
Iconic shoe fashion from SANTONI is pure quality of life! You enjoy being a member of the Santoni family. You live the Santoni philosophy: individuality, beauty, authenticity, art and family. This is what the Italian luxury brand stands for. This deep blue Chelsea boot combines all these aspects. Fine leather, superior shine and handmade brogue hole decorations invite you to enjoy the value of a Santoni shoe.

€379.00* €550.00* (31.09% saved)
Lorenzi 14232 CREPUSCULO VERDE boots in green
Lorenzi 14232 CREPUSCULO VERDE boots in green
-39%
Online exclusive
Lorenzi
Art. 14232
Size: 41,5
With this shoe you make an excellent choice. Because here you can rely on high-quality workmanship and dreamlike comfort. Enjoy these reliable companions that underline you in your very individual type.

€169.90* €279.90* (39.3% saved)
Boss Julyo_Cheb ankle boots in black
Boss Julyo_Cheb ankle boots in black
-20%
New
Boss
Art. Julyo_Cheb
Size: 42
This shoe is an excellent choice. Because you can rely on high-quality workmanship and fantastic comfort. Enjoy these reliable companions that emphasize your individual style.

€199.90* €250.00* (20.04% saved)
GEOX CLAUDIO ankle boots in black
GEOX CLAUDIO ankle boots in black
-18%
GEOX
Art. CLAUDIO
Size: 42
With this Geox model, you are opting for a durable, hard-wearing and breathable companion. The specially developed RESPIRA™ technology offers breathability and therefore a pleasant foot climate. The design is modern and in love with detail. Precise workmanship, a high level of comfort and flexible adjustment to the foot make this shoe from Geox the ideal choice.

€89.90* €110.00* (18.27% saved)
Flecs R230 ankle boots in blue
Flecs R230 ankle boots in blue
-50%
Online exclusive
Flecs
Art. R230
Size: 44
Blue men's ankle boots from Flecs. The upper is made of suede, the lining is lined with leather. The sole gives good grip and provides a comfortable feel. The used look looks casually modern.

€99.90* €199.00* (49.8% saved)
Flecs B538-2 ANTRACITE ankle boots in gray
Flecs B538-2 ANTRACITE ankle boots in gray
-21%
Online exclusive
Flecs
Art. B538-2
Size: 41
Deep dark gray smooth leather with hand finish distinguishes this Italian Chelsea boot from Flecs. VALUES like mindfulness, handwork and dedication characterize the small manufactory. The sole is traditionally stitched through, icons, logos and decoration are deliberately omitted, because here PURISM and EXCLUSIVITY is the focus.

€179.90* €229.00* (21.44% saved)
Santoni 17838 T50 ankle boots in brown
Santoni 17838 T50 ankle boots in brown
-33%
Santoni
Art. 17838 T50
Size: 41
No matter what we call it: Vintage style, antique look or used look - the trend inspires the catwalks! It creates depth, liveliness and personal charm. It is even more exciting when a strong contrast is created. Like with this Italian luxury boot from the manufactory SANTONI. Here, handmade shoemaking meets charismatic vintage look. A perfect match!

€499.00* €750.00* (33.47% saved)
Lüke shoes 637S T.MORO ankle boots in brown
Lüke shoes 637S T.MORO ankle boots in brown
-31%
Lüke Schuhe
Art. 637S
Size: 40
Short and sweet: EDEL. This chocolate brown Chelsea boot is classy by definition. The smooth leather is particularly shiny thanks to a hand finish, and the color carries a special TIefe. As for comfort: you'll enjoy a full-leather shoe that adapts to your foot and grants you a breathable foot climate. Stretch inserts on both sides give you flexibility while walking and a super easy entry. Slip in - enjoy - accept compliments humbly. With MORO from Schuhe LÜKE it's a cinch!

€199.90* €289.90* (31.05% saved)
La Martina LONDON CHELSEA BROGUE ankle boots in brown
La Martina LONDON CHELSEA BROGUE ankle boots in brown
-20%
La Martina
Art. LONDON CHELSEA BROGUE
Size: 44
This shoe is an excellent choice. Because you can rely on high-quality workmanship and fantastic comfort. Enjoy these reliable companions that emphasize your individual style.

€319.90* €399.00* (19.82% saved)
GEOX WALK PLEASURE ankle boots in black
GEOX WALK PLEASURE ankle boots in black
-18%
GEOX
Art. WALK PLEASURE
Size: 41
With this Geox model, you are opting for a durable, hard-wearing and breathable companion. The specially developed RESPIRA™ technology offers breathability and therefore a pleasant foot climate. The design is modern and in love with detail. Precise workmanship, a high level of comfort and flexible adjustment to the foot make this shoe from Geox the ideal choice.

€139.90* €170.00* (17.71% saved)
La Martina LONDON CHELSEA BROGUE ankle boots in black
La Martina LONDON CHELSEA BROGUE ankle boots in black
-20%
La Martina
Art. LONDON CHELSEA BROGUE
Size: 46
This shoe is an excellent choice. Because you can rely on high-quality workmanship and fantastic comfort. Enjoy these reliable companions that emphasize your individual style.

€319.90* €399.00* (19.82% saved)
Flecs B538-9 TOPO ankle boots in gray
Flecs B538-9 TOPO ankle boots in gray
-39%
Online exclusive
Flecs
Art. B538-9
Size: 45
VALUES are always in fashion. Tradition, attentiveness and love of craftsmanship characterize the Italian manufacture Flecs. The Chelsea boot TOPO is made of gray suede and fits flexibly to your foot due to the stretch inserts on both sides. The stitched sole testifies to real workmanship! As a "goodie" you get a shoehorn in addition, because small gifts keep the friendship.

€139.90* €229.00* (38.91% saved)
Galizio Torresi 324288 V18232 ankle boots in black
Galizio Torresi 324288 V18232 ankle boots in black
-22%
Online exclusive
Galizio Torresi
Art. 324288 V18232
Size: 40
Elegant and masculine at the same time shows this model of the Italian brand Galizio Torresi. The side elastic inserts complement the black smooth leather, and give you maximum comfort. Thanks to the removable insole, you can also wear individual insoles in it.

€179.90* €229.90* (21.75% saved)
Timberland Larchmont II Chelsea ankle boots in brown
Timberland Larchmont II Chelsea ankle boots in brown
-41%
Online exclusive
Timberland
Art. Larchmont II Chelsea
Size: 45,5
How wonderful when stylish temptations and sustainable aspects go hand in hand! This casual Chelsea boot of the cult label Timberland is absolutely successful in design and workmanship. The rich brown full-grain leather is ideally complemented in look by the stretch inserts. The lite leather has been manufactured in a resource-friendly way, and the hard-wearing lining is made of innovative ReBOTL® material. For this, at least 50% of the textile is sourced from recycled plastic bottles. Timberland shows that from responsible use of resources, really cool boots can be created!

€99.90* €169.90* (41.2% saved)
Flecs F330-T.DI MORO ankle boots in brown
Flecs F330-T.DI MORO ankle boots in brown
-29%
Online exclusive
Flecs
Art. F330
Size: 44
For a style-conscious appearance it needs the right footwear. This wonderful Chelsea boot from Flecs stands for good old values with its vintage design. Careful Italian craftsmanship, high awareness of fashion and style as well as high quality light brown suede give you a classy overall look. This shoe is an ambassador of Italian casualness combined with a unique attitude to life. Don't you want to bring a little bit of "La Dolce Vita" into your everyday life?

€169.90* €239.90* (29.18% saved)
Lloyd 23-639-03 HARWICH EDI ankle boots in brown
Lloyd 23-639-03 HARWICH EDI ankle boots in brown
-33%
Online exclusive
Lloyd
Art. 23-639-03
Size: 42,5

€119.90* €179.90* (33.35% saved)
Galizio Torresi 324288 V17560 ankle boots in blue
Galizio Torresi 324288 V17560 ankle boots in blue
-22%
Online exclusive
Galizio Torresi
Art. 324288 V17560
Size: 40
This model of the Italian brand Galizio Torresi is particularly elegant and masculine. Since 1979, the family business knows how to meet the demands of its wearers. Craftsmanship and modern designs create individual shoes for the stylish gentleman. The lateral elastic inserts in blue-black pepita design, as well as the blue accents in the sole give the Chelsea a fashionable look.

€179.90* €229.90* (21.75% saved)
Floris van Bommel STURDI ankle boots in gray
Floris van Bommel STURDI ankle boots in gray
-20%
Online exclusive
Floris van Bommel
Art. STURDI
Size: 41
With this shoe you make an excellent choice. Because here you can rely on high-quality workmanship and dreamlike comfort. Enjoy these reliable companions that underline you in your very individual type.

€199.90* €249.95* (20.02% saved)
Lüke shoes 3185B ankle boots in black
Lüke shoes 3185B ankle boots in black
-40%
Online exclusive
Lüke Schuhe
Art. 3185B
Size: 41
Simple Chelsea boot with trendy reptile look. The material mix of mainly suede and some leather with reptile look in the shaft area brings out a visually interesting combination and is excellently complemented by the also black stretch inserts in knitted look. The rather inconspicuous model reveals its sophistication at second glance.

€89.90* €149.90* (40.03% saved)
Lottusse L7052 ankle boots in brown
Lottusse L7052 ankle boots in brown
-40%
Online exclusive
Lottusse
Art. L7052
Size: 46
Classic Chelsea boots never go out of fashion! Therefore, it is best to choose a model like this one, which impresses with its high-quality features. This Chelsea boot convinces with additional decoration by a beautiful Lyra perforation. The Lottusse brand is for those who value quality.

€179.90* €299.00* (39.83% saved)
Flecs B330-3 NERO ankle boots in black
Flecs B330-3 NERO ankle boots in black
-30%
Flecs
Art. B330-3
Size: 45
Cool design, fine leather and real value. Flecs shows you a classic in handmade, Italian manner with this black Chelsea boot. A fashion statement for purism, tradition and elegance.

€159.90* €229.00* (30.17% saved)
Clarksdale Hall 26162249 7 Ankle boots in brown
Clarksdale Hall 26162249 7 Ankle boots in brown
-40%
Clarks
Art. Clarkdale Hall 26162249 7
Size: 42,5
This brown Chelsea boot from Clarks inspires with its classic design! The lateral stretch inserts give you optimal support and maximum flexibility. A practical entry loop, as well as the logo embossing round off the model "Clarkdale Hall" lovingly.

€89.90* €150.00* (40.07% saved)
Lüke shoes 637S NERO ankle boots in black
Lüke shoes 637S NERO ankle boots in black
-31%
Lüke Schuhe
Art. 637S
Size: 47
Fall in love anew - with the Italian attitude to life "La Dolce Vita"! Italy is famous for fashion, art, pleasure and aesthetics. At the same time, the country reflects a special sense of beauty and quality. Values such as tradition, family and craftsmanship help give Italian shoes a perceived kind of soul. It is this attention to detail and dedication to craftsmanship that make Italian shoes so unique and desirable. Workshops still make shoes by hand and the scent of leather fills the air. Maybe it's a certain romanticism - perhaps your demand for the best quality - or the longing for durability that convinced you to buy this unique Italian shoe. No matter why: dress the leading role in your life and enjoy "The sweet life" in your new favorite shoes!

€199.90* €289.90* (31.05% saved)
NoClaim NC952 ankle boots in brown
NoClaim NC952 ankle boots in brown
-50%
Online exclusive
NoClaim
Art. NC952
Size: 45
This Chelsea boot in really cool, heavy quality is a masterpiece of Italian craftsmanship. The exclusive, dark brown smooth leather creates an authentic look. The typical Chelsea boot stretch inserts create a modern design. And when it comes to comfort, NoClaim spoils you with an inner lining made from supple leather. The insole is replaceable and offers space for individual insoles. The stitched-through sole shows you that this handmade shoe is precise, valuable and made with love.

€89.95* €179.90* (50% saved)
Lloyd 23-503-07 VALLET ABRA ankle boots in brown
Lloyd 23-503-07 VALLET ABRA ankle boots in brown
-29%
Online exclusive
Lloyd
Art. 23-503-07
Size: 40

€119.90* €169.90* (29.43% saved)
Lloyd 23-610-20 ANGUS HERO. Sneaker in black
Lloyd 23-610-20 ANGUS HERO. Sneaker in black
-32%
Online exclusive
Lloyd
Art. 23-610-20
Size: 46

€129.90* €189.90* (31.6% saved)
Flecs M288-MARRONE ankle boots in brown
Flecs M288-MARRONE ankle boots in brown
-30%
Flecs
Art. M288
Size: 42
For a style-conscious appearance it needs the right footwear. This wonderful Chelsea boot from Flecs stands for good old values with its vintage design. Careful Italian craftsmanship, high awareness of fashion and style as well as high quality suede leather give you a classy overall look. This shoe is an ambassador of Italian casualness combined with a unique attitude towards life. Don't you want to bring a little bit of "La Dolce Vita" into your everyday life?

€159.90* €229.90* (30.45% saved)
Galizio Torresi 324288 V17627 ankle boots in black
Galizio Torresi 324288 V17627 ankle boots in black
-32%
Online exclusive
Galizio Torresi
Art. 324288 V17627
Size: 42
This model of the Italian brand Galizio Torresi is particularly elegant and masculine. Since 1979, the family business knows how to meet the demands of its wearers. Craftsmanship and modern designs create individual shoes for the stylish gentleman. The lateral elastic inserts in blue-black pepita design, as well as the blue accents in the sole give the Chelsea a fashionable look.

€149.90* €219.90* (31.83% saved)
Flecs R230 ankle boots in brown
Flecs R230 ankle boots in brown
-50%
Online exclusive
Flecs
Art. R230
Size: 41
Brown men's ankle boots from Flecs. The upper is made of suede, the lining is lined with leather. The sole gives good grip and provides a comfortable feel. The used look looks casually modern.

€99.90* €199.00* (49.8% saved)
Lloyd 23-776-00* WESLEY ankle boots in black
Lloyd 23-776-00* WESLEY ankle boots in black
-31%
Online exclusive
Lloyd
Art. WESLEY
Size: 41

€199.90* €289.90* (31.05% saved)
Flecs B330-13 FLUX ankle boots in brown
Flecs B330-13 FLUX ankle boots in brown
-30%
Flecs
Art. B330-13
Size: 46
Italian handmade, exclusive leather and a classic design make FLUX unique as a Chelsea boot! The stitched sole further emphasizes the luxury character of this ankle boot. Flecs has always made shoes for individualists who identify with traditional values: for you.

€159.90* €229.00* (30.17% saved)
Timberland A25MY City Groove Chelsea ankle boots in brown
Timberland A25MY City Groove Chelsea ankle boots in brown
-29%
Online exclusive
Timberland
Art. A25MY City Groove Chelsea
Size: 44,5
The high-quality, brown full-grain leather embodies class and elegance in "City Groove Chelsea". Timberland obtains the leather used from a tannery that has been awarded a silver rating. Here, energy and water-saving management is carried out, and great importance is attached to the conservation of natural resources. Combine these Chelsea boots with your business look, with chinos or casually with jeans! The inner lining made of ReBOTL® material has been made from at least 50% recycled plastic bottles. This shoe combines sustainable aspects, classic design and a casual look!, Reduced single pair!

€119.90* €169.90* (29.43% saved)