Men’s Chelsea Boots

We love Chelsea Boots here, we know what it’s like when you are trawling through endless pages on Google searching for the pair that you like and traipsing around the shops trying 100’s of pairs on, so fear not here is our definitive top 100 list of Men’s Chelsea Boots guide.

Loake Ascot Chelsea Boots

First up in our Men’s Chelsea Boots Guide is a Chelsea Boot with studded rubber sole, available in Black and Brown £185.00

Kurt Geiger Kempston Chelsea Boots

Traditional Chelsea Boot available in Black, Brown and Tan £69.00

Ikon Jerry Chelsea Boots

Men’s Chelsea Boots with delicate brogue detail, available in Black and Tan. £60.00

Clarks Clarkdale Gobi Chelsea Boots

The classic Chelsea Boot, with elastic side panels available in Mahogany, Black, and Brown. £95.00

Solovair Chelsea Boots

Goodyear welted men’s Chelsea Boots made from Italian burnished leather, available in Burgundy, Ebony, Black, and Acorn. £200.00

Dr Martens 2976 Chelsea Boots

The traditional Dr Martens with Yellow stitch detail, available in Black. £135.00

Loake Thirsk Chelsea Boots

Premium brogue Chelsea boots, made in England, Goodyear welted soles. Tan. £235.00

Anatomic & Co Natal Chelsea Boots

The Anatomic men’s Chelsea boots with unrivalled flexibility and breathability, sublime comfort for your feet. Available in Black, Brown, and Tan. £135.00

Trickers Henry Chelsea Boots

A slightly different take on the Chelsea boot, with shaped elastic side panels. Detailed brogue stitching and Goodyear welted, available in Navy, Dark Brown and Light Brown Suede or Black Brown and Tan leather. £425.00

Berluti Classic Capri Chelsea Boots

A favourite on our Men’s Chelsea Boots Guide. A sleek Chelsea boot with beautiful lines and classic detailing, absolutely stunning Chelsea boot, available in TobacoBis and Nero Grigio. £1530.00

Kurt Geiger Laurence Chelsea boots

A more solid design of Chelsea boot, the new Laurence is a proper all round boot, perfect for formal as well as casual occasions. Available in Brown and Black. £199.00

Ted Baker Whron Chelsea Boots

Another fantastic design from Ted Baker, classic Chelsea boot lines with contrasting paisley elastic side panels, Available in Black and Tan. £160.00

Russel and Bromley Burlington Chelsea Boots

The Burlington Chelsea are beautifully crafted boots made from a fine suede leather, with sleek lines and a solid rubber sole, Available in Brown, Grey and Tan suede and Black smooth leather. £195.00

Base William Chelsea Boots

The new William boots are a must addition to your wardrobe, a cool design to match your style and look, available in Navy and Brown suede as well as Tan and Black leather. £74.99

Ikon Sly Chelsea Boots

A favourite of ours in the Men’s Chelsea Boots Guide and also on our website. A subtle winkle picker toe gives the Sly Chelsea boot that 60’s look, a classic design for a stylish look, perfect with a suit. £60.00

Goodwin Smith Camden Chelsea Boots

The stylish Camden Chelsea boots are a flashback to where it all started, elegant lines and wide elasticated gussets, available in Black, Brown, and Tan. £100.00

Tods Ankle Chelsea Boots

Tods take on the Chelsea boot, made in Italy using a fine suede leather, available in Brown and Black suede as well as Black leather. £398.00

Blundstone 587 Chelsea Boots

A truly brilliant all-round men’s Chelsea boot from Blundstone, Tasmania, Australia. Tough, hard wearing boots built to last. Ideal for working around the stables or Garden and just as comfortable in a casual look. £120.00

Ted Baker Lowpezs Chelsea Boots

A different design from Ted Baker on the Lowpezs Chelsea, with Paisley elastic panels and contrasting patch on the heel. Made from fine Brown suede leather. £125.00

Cotswold Abbeymead Chelsea Boots

This lightweight, solid Chelsea boot from Cotswold has a detailed brogue stitching with contrasting stitch around the sole. Waxy Brown leather uppers perfect for country walks. £69.99

Kurt Geiger Bennett Chelsea Boots

A smart Chelsea boot, the Bennett is comfortable in a formal event or with a pair of jeans or chinos. Made in a beautiful Tan leather that is burnished for an ombre effect. Available in Black and Tan. £119.00

Loake Chatsworth Chelsea Boots

A classic style Chelsea boot, with detailed stitch around the contrasting elastic side panels. Crafted from a Tan suede leather as well as also being available in Brown Suede. £215.00

Cheaney Godfrey D Chelsea Boots

The Goodyear welted Cheaney Godfrey D Chelsea Boots are constructed with a full leather lining and leather insole. Handmade in Northampton, England. Available in Navy, Brown and Tan Suede as well as Black and Brown Leather. £350.00

Russell and Bromley Landslide Chelsea Boots

The Landslide Chelsea boots are handmade in Italy, a detailed stitched toe cap offers something different along with the contrasting welt. £225.00

Base Ferdinand Chelsea Boots

Style and substance from the Ferdinand Chelsea, made in a Blue Suede as well as being available in Navy, Black, Beige, and Brown. A stylish boot with soft uppers and crepe rubber sole. £74.99

Cotswold Corsham Chelsea Boots

A traditional country Dealer or Chelsea boot, soft leather uppers with a leather lining and cushion footbed keep your feet comfortable all day on those long country walks. £79.99

Chatham Dudley Chelsea Boots

The Goodyear welted Dudley are stylish Chelsea boots with beautiful brogue detailing. Comfort is also guaranteed with the new poron flex foam footbeds. £135.00

Clarks Form Chelsea Boots

The new Form Chelsea Boots from Clarks offer comfort and style, with soft leather uppers and moisture wicking Ortholite footbeds. Available in Black and Brown. £110.00

Cheaney Threadneedle Chelsea Boots

With deep elastic side panels and sleek Chelsea boot lines, the Threadneedle boots are the perfect addition to your wardrobe. Made in Northampton, England from soft leather with Goodyear welted leather soles that also features a rubber tip. Available in Burgundy and Black leathers. £299.00

Dune Conor Chelsea Boots

The round toe Conor Chelsea boots with soft leather uppers, rubber soles, and block heel. A stylish boot that can be worn with almost anything casual as well as formal. Available in Brown and Black leather. £115.00

Blundstone 1420 Chelsea Boots

A different type of Chelsea boot from Blundstone with canvas uppers, ideal for the warmer months with a lightweight outsole and antibacterial as well as washable footbeds. £75.00

Goodwin Smith Bailey Chelsea Boots

A stylish Chelsea boot with Tan suede uppers and a contrasting Black herringbone elastic side panel. Also available in Brown suede and Mahogany leather. £190.00

Burton Chelsea Boots

Burton menswear Chelsea boots made with leather uppers and a resin sole. Available in Brown and Black Leather. £39.00

Kurt Geiger Frederick Chelsea Boots

A chisel toe suede Chelsea boot. Available in Navy, Brown and Grey Suede. £139.00

Crockett & Jones Deene Chelsea Boots

The new Deene low leg Chelsea boots or Demi boot uses last 348, which was used in the making of the shoes for James Bond Skyfall and also Spectre. Available in Black and Brown. £439.00

Church’s Amberley Chelsea Boots

The classic design of the Amberley Chelsea boots features elastic side panel and pull on tab. Available in Black and Brown Leather. £495.00

Cotswold Worcester Chelsea Boots

The Worcester is made from nubuck leather uppers and features a lightweight sole. £79.99

Reiss Tenor Chelsea Boots

A stylish Brown Suede Chelsea made using a supple Italian leather. Available in Black or Brown. £195.00

Bertie Chasten Chelsea Boots

The perfect Chelsea for a casual look. Made with contrasting elastic side panels and a rubber wedge sole. Available in Black and Tan. £110.00

Loake Newbury Chelsea Boots

The fully leather lined Newbury Chelsea boots. Goodyear welted. In a classic Tan leather dealer boot. £185.00

Blundstone 1403 Chelsea Boots

A hard wearing boot with contrasting Blue elastic gussets. With leather linings and soft leather uppers as well as a tough rubber outsole. £130.00

Chatham Kirk Chelsea Boots

The Chatham Kirk is made from premium leather and Goodyear welted. Available in Black and Brown. £130.00

Fairfax and Favor Chelsea Boots

A classic Chelsea boot beautifully crafted in a full grain leather with navy elastic side panels. Available in Black, Brown, and Tan. £220.00

Base Turret Chelsea Boots

A fantastic suede Chelsea boot with a cleated rubber sole. Available in burnished Tan and Beige leathers. Perfect with chinos or jeans. £79.99

Barker Ashby Chelsea Boots

A new Chelsea boot from Barker country collection with a storm welt. Available in Burgundy and Tan leathers. £320.00

Bradshaw and Lloyd Alnwick Chelsea Boots

A slightly lower cut boot for a more formal style, made in England. Goodyear welted. Available in Black and Brown Leathers. £259.00

Clarks Batcombe Chelsea Boots

A lightweight sole with burnished brogue detailing on the uppers and around the elastic panel. Contrasting stitch detail. Available in Black and Brown Leathers. £95.00

Base Patton Chelsea Boots

The Patton boots are made from a combination of suede and smooth leathers, with a soft leather around the heel and elastic panels and a suede across the toe. Available in Brown and Tan. £79.99

Crockett & Jones Chelsea 8 Chelsea Boots

These beautiful traditional Chelsea boots have been skillfully handcrafted using the finest Tan antique leather available. Finely hand burnished and polished. Available in Black and Brown Suede as well as Black and Tan leather. £570.00

Saint Laurent Wyatt Chelsea Boots

The Saint Laurent Chelsea boots are made with suede leather, elastic side panels, and stacked heel. Available in Black, Taupe, Grey, and Tan. £640.00

Grenson Declan Chelsea Boots

The Grenson Declan boots are made from a premium Suede leather on a single leather sole. Available in Black, Brown and Tan Suede as well as Black and Brown leather. £240.00

Timberland Stormbuck Chelsea Boots

A tough Chelsea boot, the Stormbuck are made from burnished waterproof leathers with an anti-fatigue midsole and rubber outsoles. Available in Black and Brown.£140.00

Hunter Original Chelsea Boots

A different take on the Chelsea boot, Hunter original are handmade from vulcanised rubber with elastic side panels. Waterproof up to gussets. Available in Green, Black, Navy, Blue, and Red. £90.00

Ted Baker Phaethn Chelsea Boots

A classic Chelsea boot with Damask print elastic panels, leather uppers and synthetic outsole. Available in Black And Brown leather. £150.00

Barbour Bedlington Chelsea Boots

The Barbour Bedlington is a Brown suede leather Chelsea boot with contrasting side panels, tartan finger loop pull tab with a stacked wooden heel. Leather and rubber outsole. £138.00

Timberland Naples Chelsea Boots

A modern Chelsea boot made with a flexible sole and suede uppers. With a detailed stitching and side panels for an easy pull on. Available in Blue and Grey. £135.00

Loake Caine Chelsea Boots

The new Loake Caine is a low cut men’s Chelsea boot, handmade in Northampton, England. Available in Black, Brown and Navy Suede leathers. £180.00

Ikon Revolver Chelsea Boots

A mod inspired Chelsea boot with sharp pointed toe, soft Black leather uppers and synthetic outsoles. With Cuban heel and pull tab for added style. £80.00

Blundstone 1472 Chelsea Boots

These brogue detailed Chelsea boots are a new twist on the classic Blundstone boots. Available in soft Black and Brown leathers. £170.00

Tods Leather Ankle Boots

A variation of classic Chelsea boots, with a stylish buckle across the elastic side panel. Made from a premium leather with delicate brogue punching and leather sole with rubber studs. £580.00

Barbour Farsley Chelsea Boots

This brilliant looking Chelsea boot and a favourite of ours in the Men’s Chelsea Boots Guide is made with leather uppers and a leather and cotton lining. Beautifully detailed stitching with contrasting side panels. Available in Black and Brown leathers. £125.00

Dubarry Wicklow Chelsea Boots

A waterproof Chelsea boot from Dubarry, leather uppers with Gore-Tex lining, solid rubber outsoles Available in Brown and Dark Brown leathers. £199.00

Anatomic Cardoso Chelsea Boots

The Cordoso boots are lovely soft leather boots with comfortable leather lining and rubber outsole. Available in Brown Suede leather as well as Black, Brown and Navy leather. £139.95

Lanvin Brown Chelsea Boots

This beautiful Chelsea boot is made with Nubuck effect leather uppers, leather lining, and leather soles. Pull tab and elastic side panels. £495.00

Grenson Jacob Chelsea Boots

The Jacob boots are a classic Chelsea with brogue wingtip detail and sublime contrast stitch. Leather uppers and leather soles with half rubber top piece. Available in Black and Tan leathers. £245.00

Salvatore Ferragamo Black Chelsea Boots

Another favourite of ours in the Men’s Chelsea Boots Guide. This stylish Chelsea boot is made with a soft leather and has a leather lining. A detailed brogue punch surrounds the elastic panels. £895.00

Brioni Chelsea Boots Black

A bit of Italian style now in our Men’s Chelsea Boots Guide. The classic Brioni Chelsea boots are handmade in Italy using fine leathers in a Blake construction. Leather soles with leather strips covering the elastic side panels. £1100.00

Timberland Radford Chelsea Boots

The new Timberland Radford boots are a modern, stylish twist on the classic design. Made from a soft premium leather with rubber outsoles. Available in Brown, Dark Grey, and Yellow Leathers. £155.00

Cobb Low Chelsea Boots

The Cobb low cut Chelsea boots, made from a premium leather and fully leather lined. A leather sole with rubber insert on the top piece. Available in Black and Brown. £125.00

Anatomic Garibaldi Chelsea Boots

With a premium, vintage brushed leather upper and leather lining, rubber soles and detailed stitch elements. Available in Grey leather. £139.95

Timberland Larchmont Chelsea Boots

A rugged Chelsea boot made with premium leather from a sustainable tannery. Detailed, contrasting stitch compliment the elastic gussets and large finger loop pull. £125.00

Grenson Nolan Chelsea Boots

A simple design Chelsea boot with V-shaped elastic sides. The Nolan is made from burnished Suede leather with rubber soles. Available in Black leather and Navy, Brown and Taupe Suede. £230.00

Crockett and Jones Lingfield Chelsea Boots

Another beautiful boot, the Lingfield is handcrafted using the finest leather with leather soles. A sleek Chelsea boot with a slightly pointed toe. Available in Black and Brown. £450.00

Pikolinos Bristol Chelsea Boots

A Suede Chelsea boot made with soft suede uppers and a leather and textile lining. A subtly stitched toe cap with synthetic soles. £110.00

Barker Bedale Chelsea Boots

A high shine Chelsea boot made with soft supple leather uppers, leather lining, and leather sole. Goodyear welted. A sleek Chelsea boot. £215.00

Ecco Kenton Chelsea Boots

A stylish, modern Chelsea boot made with leather uppers and leather textile lining. Wooden stacked heel and synthetic sole. £150.00

Burton Chelsea Boots Brown Leather

The Chelsea boot in Brown from Burton made with leather uppers, synthetic lining, and sole. With contrasting side panels. £39.00

Carlos Santos 7902 Chelsea Boots

An original designed Chelsea boot with classic lines, made from a premium leather with leather lining and leather soles. Available in Black, Brown and Blue finishes. £399.00

Church’s Welwyn Chelsea Boots

The new Welwyn Chelsea Boots are handcrafted with leather uppers, leather lining, and rubber sole. With a stacked heel. Available in Black and Brown.

Timberland Kendrick Chelsea Boots

A double tone Chelsea boot made from a pebble effect Nubuck leather and a Suede leather. Detailed stitching with contrasting side panels. Available in Black and Brown. £150.00

Crockett and Jones Cranleigh Chelsea Boots

Another favourite in our Men’s Chelsea Boots Guide A low leg Chelsea boot handmade from Suede leather with rubber soles. Goodyear welted making these boots water resistant. Available in Brown, Blue and Tan Suede leather. £370.00

Pikolinos Irun MOE Chelsea Boots

A stylish casual Chelsea boot made with leather uppers, leather and textile lining with a synthetic sole. A contrasting stitch detail around the boots. £110.00

Grenson Hayden Chelsea Boots

A Suede casual Chelsea boot with soft Suede leather uppers, leather lined and a rubber crepe sole. Available in Beige and Tan Suede leather. £215.00

Coach Suede Chelsea Boots

The Coach Suede Chelsea boots are made with Suede leather uppers, leather lining and footbed with a stacked heel and leather soles. The elastic sides are covered with Suede. Available in Beige Suede leather and Black soft leather. £325.00

Church’s Ketsby Chelsea Boots

A beautiful brogue detailed boot handcrafted from a fine soft leather with a rubber sole. Available in Black and Brown. £530.00

Aigle Malouin Chelsea Boots

A Chelsea boot rain boot style, made from natural rubber with elastic gussets. Available in Blue and White and Black. £55.00

Steptronic Lord ‘N’ Chelsea Boots

A classic men’s Chelsea boot made from a light Brown waxed leather, with leather lining and rubber Navy sole. With contrasting stitch around the boots. £120.00

Gaziano and Girling Burnham Chelsea Boots

A beautiful whole-cut Chelsea boot, handcrafted from vintage leather, with leather soles. A discreet pull tab on the inside of the back of the boot. £1415.00

Church’s Ravenfield Chelsea Boots

A wingtip brogue Chelsea boot, made in a premium Suede leather with rubber soles. Goodyear welted construction. Available in Black and Brown Suede leathers.£360.00

Salvatore Ferragamo Suede Chelsea Boots

These Suede Chelsea boots are handcrafted using the “Tramezza” technique, that involves over 320 different stages. A detailed punched hole design around the side panels. With leather soles that have rubber inserts. £895.00

The Original Muck Boot Company Chelsea Boots

The Muck Boot Chelsea boot is 100% waterproof, with a 5mm neoprene lining for flexibility. A lightweight rubber outsole. £70.00

Asos Design Cuban Chelsea Boots

A sleek styled Chelsea boot with a pointed toe and Cuban heel design. Made from synthetic material with textile lining and synthetic soles. £28.00

John White Stables Chelsea Boots

The Stables Chelsea boot is handcrafted from Brown Suede leather with leather soles. A smooth design with sleek Chelsea boot lines. Available in Brown Suede and Black Leather. £210.00

Next Suede Chelsea Boots

A smart casual Chelsea boot with leather uppers textile and leather lining and synthetic sole. A stacked wooden heel with elastic side panels. £52.00

Office Exit Chelsea Boots

The Black Exit Chelsea boots are made with leather uppers and a leather and textile lining. A low bot with block heel. £74.99

Gant Spencer Suede Chelsa Boots

A more casual Chelsea boot, the Spencer is made from a Suede leather with a leather lining. A rubber outsole provides traction. £140.00

Superdry Premium Meteora Chelsea Boots

These boots are designed in a classic Chelsea style, made from a distressed leather with leather lining and rubber soles. £59.99

Hudson Wynford Chelsea Boots

The stylish Wynford Chelsea boots are designed in London, made from premium leather with leather soles that have a rubberised layer over them. Available in Black and Brown leather. £130.00

Scarosso Giancarlo Chelsea Boots

These beautifully handcrafted Chelsea boots are made with one of the finest Suede leathers using the Blake stitch construction. Leather soles with part rubber. Available in Taupe, Brown and Green Suede leathers and Black and Brown Leathers. £225.00

Berluti Caractere Eclair Chelsea Boots

The last Chelsea boots in our Men’s Chelsea Boots Guide are The Berluti Caractere Chelsea boots are handcrafted from the finest leather. A Goodyear construction with leather soles. Available in Black and Brown Leathers as well as Brown Suede leathers. £1630.00

Take a look at our Women’s Chelsea Boots Guide.