Top Picks
Wide Fit Black Round Toe Basic Chelsea Ankle Boot
AISHA’S PICK PRETTYLITTLETHINGWide Fit Black Round Toe Basic Chelsea Ankle Boot
£17.50 PRETTYLITTLETHING
Women's suede Chelsea boots Ryłko Bianka
LEANNE’S PICK MADE IN PARADISWomen's suede Chelsea boots Ryłko Bianka
£79.53 MADE IN PARADIS
Lotus 'lottie' Ankle Boots In Black
SIOBHAN’S PICK DOROTHY PERKINSLotus 'lottie' Ankle Boots In Black
£65.00 DOROTHY PERKINS
Superga 3006 Alpina Chelsea Box Leather - Total Black Leather Boots
GEMMA’S PICK SUPERGASuperga 3006 Alpina Chelsea Box Leather - Total Black Leather Boots
£220.00 £66.00 SUPERGA
1615 Leather Chelsea Boots
IMOGEN’S PICK LA REDOUTE1615 Leather Chelsea Boots
£160.00 LA REDOUTE
How we pick

Every collection on What She Wears starts with a pile of products and ends with a short list chosen by real women. For black round toe chelsea boots, that was Aisha, Leanne, Siobhan, Gemma and Imogen. They looked at shape, fabric, reviews where there were any and, honestly, whether it made them want to wear it this weekend. Things that look great on a model and terrible on a hanger tend to get cut. The full list underneath is everything that matched, from lots of different shops, so you can still have a proper browse.

Under £507 pieces
Wide Fit Black Round Toe Basic Chelsea Ankle Boot
PRETTYLITTLETHING

Wide Fit Black Round Toe Basic Chelsea Ankle Boot

£17.50 PRETTYLITTLETHING
−63%OFFICE Mens Barrett Chunky Chelsea Boots Black
OFFICE SHOES

OFFICE Mens Barrett Chunky Chelsea Boots Black

£64.86 £24.00 OFFICE SHOES
−50%Lotus 'monty' Flat Ankle Boots In Black
DOROTHY PERKINS

Lotus 'monty' Flat Ankle Boots In Black

£65.00 £32.50 DOROTHY PERKINS
−63%Xy London 'lorna' Flat Low Heel Ankle Booties With Decorative Buckle And Zip In Tan
DOROTHY PERKINS

Xy London 'lorna' Flat Low Heel Ankle Booties With Decorative Buckle And Zip In Tan

£89.16 £32.99 DOROTHY PERKINS
−63%Xy London 'lorna' Flat Low Heel Ankle Booties With Decorative Buckle And Zip In Brown
DOROTHY PERKINS

Xy London 'lorna' Flat Low Heel Ankle Booties With Decorative Buckle And Zip In Brown

£89.16 £32.99 DOROTHY PERKINS
−25%Ivachy Faux Suede Elastic Chunky Platform Mid Calf Chelsea Ankle Boots In Black
DOROTHY PERKINS

Ivachy Faux Suede Elastic Chunky Platform Mid Calf Chelsea Ankle Boots In Black

£47.00 £35.25 DOROTHY PERKINS
−50%Lotus Black Leather 'dresden' Wedge Ankle Boots
DOROTHY PERKINS

Lotus Black Leather 'dresden' Wedge Ankle Boots

£85.00 £42.50 DOROTHY PERKINS
£50 to £1007 pieces
Lotus 'lottie' Ankle Boots In Black
DOROTHY PERKINS

Lotus 'lottie' Ankle Boots In Black

£65.00 DOROTHY PERKINS
Women's suede Chelsea boots Ryłko Bianka
MADE IN PARADIS

Women's suede Chelsea boots Ryłko Bianka

£79.53 MADE IN PARADIS
Women's leather boots Ryłko Chelsea
MADE IN PARADIS

Women's leather boots Ryłko Chelsea

£79.53 MADE IN PARADIS
Women's boots Ryłko Chelsea Janina
SNEAKIN

Women's boots Ryłko Chelsea Janina

£81.03 SNEAKIN
−37%OFFICE Womens Allie Buckle Strap Ankle Chelsea Boots Black Leather
OFFICE SHOES

OFFICE Womens Allie Buckle Strap Ankle Chelsea Boots Black Leather

£79.37 £50.00 OFFICE SHOES
−30%OFFICE Womens Arielle Ribbed Chelsea Boots Black Leather
OFFICE SHOES

OFFICE Womens Arielle Ribbed Chelsea Boots Black Leather

£80.00 £56.00 OFFICE SHOES
−70%Superga 3006 Alpina Chelsea Box Leather - Total Black Leather Boots
SUPERGA

Superga 3006 Alpina Chelsea Box Leather - Total Black Leather Boots

£220.00 £66.00 SUPERGA
Worth the splurge5 pieces
Boots Steve Madden Zhane Chelsea
MADE IN PARADIS

Boots Steve Madden Zhane Chelsea

£115.06 MADE IN PARADIS
Balenciaga Women's Preloved Chelsea Boots in Black Suede
MISSPAP

Balenciaga Women's Preloved Chelsea Boots in Black Suede

£334.00 MISSPAP
1615 Leather Chelsea Boots
LA REDOUTE

1615 Leather Chelsea Boots

£160.00 LA REDOUTE
−36%Tretorn Cela Hybrid Chelsea Boots Black, 6.5
OFFICE SHOES

Tretorn Cela Hybrid Chelsea Boots Black, 6.5

£210.94 £135.00 OFFICE SHOES
−70%Black Bogs rubber chelsea boots
THE DOUBLE F

Black Bogs rubber chelsea boots

£475.00 £142.50 THE DOUBLE F

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