Top Picks
Carvela 'bello Zip Ankle' Suede Boots In Brown
ESME’S PICK DOROTHY PERKINSCarvela 'bello Zip Ankle' Suede Boots In Brown
£170.00 £119.00 DOROTHY PERKINS
Barbour Sidneigh Chelsea Boots
FIONA’S PICK ANTHROPOLOGIEBarbour Sidneigh Chelsea Boots
£150.00 £105.00 ANTHROPOLOGIE
Woden Aya Patent Leather Boots Black
ELLIE’S PICK MONSOONWoden Aya Patent Leather Boots Black
£159.95 £63.98 MONSOON
Khaki Patent Chunky Sole Chelsea Boots
DANI’S PICK PRETTYLITTLETHINGKhaki Patent Chunky Sole Chelsea Boots
£20.00 PRETTYLITTLETHING
Black Chelsea Boots Women Pointed Toe Chunky Heel Booties
CHLOE’S PICK MILANOOBlack Chelsea Boots Women Pointed Toe Chunky Heel Booties
£70.63 £52.97 MILANOO
How we pick

Quick word on how this list was made. Esme, Fiona, Ellie, Dani and Chloe picked their favourites from the chunky chelsea boots we found across loads of UK shops. No sponsored spots, no brand deals, just what they'd buy with their own money. We keep a mix of prices so there's something whether you're treating yourself or being sensible this month, and we limit how many come from one retailer. Stock and prices update regularly from each shop, so if something's gone, it's sold out rather than hidden.

We may earn a small commission if you buy through links on this page. It costs you nothing extra and helps keep the site running. How we make money

Under £508 pieces
Shoes Gabi black suede high heeled Chelsea boots / UK
TOKYO LAUNDRY

Shoes Gabi black suede high heeled Chelsea boots / UK

£18.74 TOKYO LAUNDRY
Khaki Patent Chunky Sole Chelsea Boots
PRETTYLITTLETHING

Khaki Patent Chunky Sole Chelsea Boots

£20.00 PRETTYLITTLETHING
Cream Matte PU Chelsea Heeled Ankle Boots
PRETTYLITTLETHING

Cream Matte PU Chelsea Heeled Ankle Boots

£22.50 PRETTYLITTLETHING
Women's boots TT.Bagatt Chelsea
MADE IN PARADIS

Women's boots TT.Bagatt Chelsea

£29.25 MADE IN PARADIS
Black Patent Chunky Sole Chelsea Boots
PRETTYLITTLETHING

Black Patent Chunky Sole Chelsea Boots

£30.00 PRETTYLITTLETHING
−26%Ajvani Low Heel Elastic Chunky Sole Zip Ankle Chelsea Boots In Tan
DOROTHY PERKINS

Ajvani Low Heel Elastic Chunky Sole Zip Ankle Chelsea Boots In Tan

£39.18 £28.99 DOROTHY PERKINS
−28%Ajvani Low Wedge Heel Comfort Ankle Faux Leather Chelsea Boots In Burgundy
DOROTHY PERKINS

Ajvani Low Wedge Heel Comfort Ankle Faux Leather Chelsea Boots In Burgundy

£49.99 £35.99 DOROTHY PERKINS
−50%OFFICE Womens Adeline Square Toe Chelsea Boots Black Leather
OFFICE SHOES

OFFICE Womens Adeline Square Toe Chelsea Boots Black Leather

£90.00 £45.00 OFFICE SHOES
£50 to £10010 pieces
Sale Watcher27chunky chelsea boots on sale right nowSee them all →
Barbour Womens Halton Chelsea Welly Boots Light Oak Bleached Olive Brown
OFFICE SHOES

Barbour Womens Halton Chelsea Welly Boots Light Oak Bleached Olive Brown

£70.00 OFFICE SHOES
Ravel Dark Bordo Leather 'bray' Ankle Boots In Burgundy
DOROTHY PERKINS

Ravel Dark Bordo Leather 'bray' Ankle Boots In Burgundy

£95.00 DOROTHY PERKINS
−17%OFFICE Womens Adda Chunky Toe Cap Ankle Boots Black
OFFICE SHOES

OFFICE Womens Adda Chunky Toe Cap Ankle Boots Black

£60.24 £50.00 OFFICE SHOES
−25%Black Chelsea Boots Women Pointed Toe Chunky Heel Booties
MILANOO

Black Chelsea Boots Women Pointed Toe Chunky Heel Booties

£70.63 £52.97 MILANOO
−20%Blowfish Womens Raffal Chelsea Boots Black Leopard
OFFICE SHOES

Blowfish Womens Raffal Chelsea Boots Black Leopard

£75.00 £60.00 OFFICE SHOES
−60%Dune London 'palomie' Leather Ankle Boots In Black
DOROTHY PERKINS

Dune London 'palomie' Leather Ankle Boots In Black

£157.50 £63.00 DOROTHY PERKINS
−60%Woden Aya Patent Leather Boots Black
MONSOON

Woden Aya Patent Leather Boots Black

£159.95 £63.98 MONSOON
−58%Timberland Womens Cambria Valley Mid Chelsea Boots Black Full Grain Leather, 3.5
OFFICE SHOES

Timberland Womens Cambria Valley Mid Chelsea Boots Black Full Grain Leather, 3.5

£154.76 £65.00 OFFICE SHOES
−44%Steve Madden Womens Cassandra Boots Chocolate Brown Suede
OFFICE SHOES

Steve Madden Womens Cassandra Boots Chocolate Brown Suede

£160.71 £90.00 OFFICE SHOES
−30%Woden Aya Waterproof Ankle Boots Black
MONSOON

Woden Aya Waterproof Ankle Boots Black

£139.96 £97.97 MONSOON
Worth the splurge7 pieces
Dr. Martens Maybole Chelsea Boots at Free People in Olive Green, Size: US
FREE PEOPLE

Dr. Martens Maybole Chelsea Boots at Free People in Olive Green, Size: US

£190.00 FREE PEOPLE
Tried And True Chelsea Boots by Free People in Black, Size: US
FREE PEOPLE

Tried And True Chelsea Boots by Free People in Black, Size: US

£140.00 FREE PEOPLE
Dr. Martens Maybole Chelsea Boots at Free People in Black/Cherry, Size: US
FREE PEOPLE

Dr. Martens Maybole Chelsea Boots at Free People in Black/Cherry, Size: US

£190.00 FREE PEOPLE
Women's Fatbaby Chelsea Harness Western Boots in Tan Suede, B Medium Width, Size 6.5, by Ariat
ARIAT

Women's Fatbaby Chelsea Harness Western Boots in Tan Suede, B Medium Width, Size 6.5, by Ariat

£130.00 ARIAT
Moshulu 'russula' Chunky Leather Chelsea Boots In Dark Red
DOROTHY PERKINS

Moshulu 'russula' Chunky Leather Chelsea Boots In Dark Red

£145.00 DOROTHY PERKINS
−30%Barbour Sidneigh Chelsea Boots
ANTHROPOLOGIE

Barbour Sidneigh Chelsea Boots

£150.00 £105.00 ANTHROPOLOGIE
−30%Carvela 'bello Zip Ankle' Suede Boots In Brown
DOROTHY PERKINS

Carvela 'bello Zip Ankle' Suede Boots In Brown

£170.00 £119.00 DOROTHY PERKINS

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