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Chelsea Boots for Men in Size 44

45 Products
Lloyd 23-657-30 JONAH ankle boots in black
Lloyd 23-657-30 JONAH ankle boots in black
Online exclusive
Lloyd
Art. 23-657-30
Size: 44

€169.90*
Lloyd 23-657-33 JONAH FINN. Ankle boots in brown
Lloyd 23-657-33 JONAH FINN. Ankle boots in brown
Online exclusive
Lloyd
Art. 23-657-33
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.

€169.90*
Lloyd 23-522-13 VESUV JASON warm lining in brown
Lloyd 23-522-13 VESUV JASON warm lining in brown
Lloyd
Art. 23-522-13
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.

€189.90*
Timberland
Timberland
Timberland
Art. #5552R
Size: 44
Whether for everyday wear or leisure, these Chelsea boots from Timberland impress with their elegant look. The upper is made of supple oiled nubuck leather in the trendy color of dark brown and is provided with a stretch insert that ensures a perfect fit. Inside, the shoes are lined with leather as well as textile and further feature a comfortable textile insole. A firm footing on any terrain also promises the stable rubber sole.

€170.00*
Lloyd 14-162-05 FAUSTO ankle boots in brown
Lloyd 14-162-05 FAUSTO ankle boots in brown
Lloyd
Art. FAUSTO
Size: 44
The LLOYD "FAUSTO" slip-on ankle boot in brown smooth leather with a slim toe has a sporty design. An abrasion-resistant rubber sole and an elasticated strap round off the look of this model. Get these Chelsea boots and complete your outfit.

€149.90*
Lloyd 24-674-00 PATERSON ankle boots in black
Lloyd 24-674-00 PATERSON ankle boots in black
Lloyd
Art. PATERSON
Size: 44
The sporty design of the LLOYD Derby in smooth black leather is impressive. A hard-wearing leather and rubber sole and an elasticated strap round off the look of this model. These men's lace-up shoes are the ideal addition to your outfit.

€179.90*
Clarkdale Easy 26179688 7 ankle boots in black
Clarkdale Easy 26179688 7 ankle boots in black
-19%
Clarks
Art. Clarkdale Easy
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.

€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
Clarks
Art. CraftArlo Top
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.

€140.00*
Lloyd 24-674-05 PATERSON ankle boots in brown
Lloyd 24-674-05 PATERSON ankle boots in brown
Lloyd
Art. PATERSON
Size: 44
The LLOYD Chelsea boot in brown smooth leather impresses with its classic design. A flexible leather and rubber sole and an elastic band round off the look of this shoe. Complete your look with the PATERSON Chelsea boot.

€179.90*
Clarkdale Easy 26173536 7 ankle boots in brown
Clarkdale Easy 26173536 7 ankle boots in brown
-19%
Clarks
Art. Clarkdale Easy
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.

€129.90* €160.00* (18.81% saved)
Lloyd 24-656-27 HONDO ankle boots in brown
Lloyd 24-656-27 HONDO ankle boots in brown
Online exclusive
Lloyd
Art. HONDO
Size: 44
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.

€169.90*
Santoni 13414 N01 ankle boots in black
Santoni 13414 N01 ankle boots in black
Santoni
Art. 13414 N01
Size: 44
With this shoe you treat yourself to luxury, value and the highest care. A Santoni shoe is more than just a shoe: it is a symbol of craftsmanship, a statement of fashion and a symbol of aspiration and quality of life. It is something special, and accordingly it is cared for and worn. The black smooth leather is noble, classic and elegant. The welted Chelsea boots are complemented by the stylish stretch inserts on the sides. A shoe that lasts for generations.

€495.00*
Floris van Bommel STURDI ankle boots in blue
Floris van Bommel STURDI ankle boots in blue
-19%
Floris van Bommel
Art. STURDI
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.

€209.90* €259.95* (19.25% saved)
GEOX WALK PLEASURE ankle boots in black
GEOX WALK PLEASURE ankle boots in black
-18%
GEOX
Art. WALK PLEASURE
Size: 44
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)
Clarkdale Easy 26173532 7 ankle boots in brown
Clarkdale Easy 26173532 7 ankle boots in brown
-19%
Clarks
Art. Clarkdale Easy
Size: 44
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)
Moma 50306C-CU COPPER ankle boots in brown
Moma 50306C-CU COPPER ankle boots in brown
Moma
Art. 50306C-CU
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.

€419.00*
Magnanni 24714 BOWEN NEGRO ankle boots in black
Magnanni 24714 BOWEN NEGRO ankle boots in black
Magnanni
Art. 24714
Size: 44
Double-sided stretch inserts distinguish the masterpiece of shoe models: the legendary Chelsea boot! This distinctive element in the design not only looks casual - it also flatters the ankle and defines a casual silhouette. Two other advantages of the design: getting into the boot is child's play, because this model works as easily as a slip-on boot. In addition, you enjoy maximum flexibility when walking. Absolutely understandable why the Chelsea boot is still a highlight of every wardrobe. Would you like to try him (on)?

€339.00*
Moma 50306C-CU NERO ankle boots in black
Moma 50306C-CU NERO ankle boots in black
Moma
Art. 50306C-CU
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.

€419.00*
HUGO Ryan_Cheb ankle boots in brown
HUGO Ryan_Cheb ankle boots in brown
-20%
New
Online exclusive
HUGO
Art. Ryan_Cheb
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.

€184.90* €230.00* (19.61% saved)
Flecs B330-42 T.DI MORO ankle boots in brown
Flecs B330-42 T.DI MORO ankle boots in brown
Flecs
Art. B330-42
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.

€259.90*
GEOX CLAUDIO ankle boots in black
GEOX CLAUDIO ankle boots in black
-18%
GEOX
Art. CLAUDIO
Size: 44
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)
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)
GEOX ANDALO boots in brown
GEOX ANDALO boots in brown
-17%
GEOX
Art. ANDALO
Size: 44
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)
Boss Julyo_Cheb ankle boots in black
Boss Julyo_Cheb ankle boots in black
-20%
New
Boss
Art. Julyo_Cheb
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.

€199.90* €250.00* (20.04% saved)
GEOX CLAUDIO boots in brown
GEOX CLAUDIO boots in brown
-20%
New
GEOX
Art. CLAUDIO
Size: 44
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)
Galizio Torresi 321038 V20094 ankle boots in brown
Galizio Torresi 321038 V20094 ankle boots in brown
-19%
Galizio Torresi
Art. 321038 V20094
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.

€209.90* €259.90* (19.24% saved)
Flecs B330-30 T.DI MORO ankle boots in brown
Flecs B330-30 T.DI MORO ankle boots in brown
Flecs
Art. B330-30
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.

€259.90*
Flecs B330-41 NERO ankle boots in black
Flecs B330-41 NERO ankle boots in black
Flecs
Art. B330-41
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.

€259.90*
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: 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)
Lottusse LL06607-002 NEGRO ankle boots in black
Lottusse LL06607-002 NEGRO ankle boots in black
Lottusse
Art. LL06607
Size: 44
With Lottusse you are at the right address if quality craftsmanship and timeless style are important to you! This wonderful classic Chelsea boot in black smooth leather always looks good and emphasizes your look casual but elegant at the same time. The stitched-through sole is seamlessly crafted to perfection with clean handwork. Score points at the next business meeting or even at a romantic dinner and show yourself as a fashionable connoisseur with pretension. A claim that you will definitely meet with high-quality Lottusse footwear!

€319.00*
Birkenstock 1025216 PRESCOTT SLIP ON ankle boots in black
Birkenstock 1025216 PRESCOTT SLIP ON ankle boots in black
New
Online exclusive
Birkenstock
Art. PRESCOTT SLIP ON
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.

€210.00*
GEOX CLAUDIO ankle boots in gray
GEOX CLAUDIO ankle boots in gray
-20%
GEOX
Art. CLAUDIO
Size: 44
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)
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)
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)
Floris van Bommel SFM-60018-23-03 ankle boots in brown
Floris van Bommel SFM-60018-23-03 ankle boots in brown
Floris van Bommel
Art. 60018-23-03
Size: 44
Double-sided stretch inserts distinguish the masterpiece of shoe models: the legendary Chelsea boot! This distinctive element in the design not only looks casual - it also flatters the ankle and defines a casual silhouette. Two other advantages of the design: getting into the boot is child's play, because this model works as easily as a slip-on boot. In addition, you enjoy maximum flexibility when walking. Absolutely understandable why the Chelsea boot is still a highlight of every wardrobe. Would you like to try him (on)?

€249.95*
Lorenzi 14232 CREPUSCULO VERDE boots in green
Lorenzi 14232 CREPUSCULO VERDE boots in green
-39%
Online exclusive
Lorenzi
Art. 14232
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.

€169.90* €279.90* (39.3% saved)
Santoni 17855 U33 ankle boots in blue
Santoni 17855 U33 ankle boots in blue
-31%
Santoni
Art. 17855 U33
Size: 44
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)
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 B538-9 TOPO ankle boots in gray
Flecs B538-9 TOPO ankle boots in gray
-39%
Online exclusive
Flecs
Art. B538-9
Size: 44
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)
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: 44

€129.90* €189.90* (31.6% saved)
Marc O' Polo FLAT HEEL CHELSEA ankle boots in beige
Marc O' Polo FLAT HEEL CHELSEA ankle boots in beige
Online exclusive
Marc O’ Polo
Art. FLAT HEEL CHELSEA
Size: 44

€159.95*
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: 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.

€199.90* €249.95* (20.02% 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)
Flecs M288-MARRONE ankle boots in brown
Flecs M288-MARRONE ankle boots in brown
-30%
Flecs
Art. M288
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 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)
GEOX Spherica EC1 C ankle boots in brown
GEOX Spherica EC1 C ankle boots in brown
Online exclusive
GEOX
Art. Spherica EC1 C
Size: 44
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.

€130.00*