Men's Leather Chukka Boots are your go-to choice for timeless everyday style that only gets better with age. Cut from full-grain leather with clean lines and careful stitching, these chukka boots are shaped for the man who wants footwear that breaks in slow and stays with him for years.
Why You'll Love It
Full-Grain Leather Upper: Develops a rich patina over time, growing more characterful the longer you wear them.
Cushioned Leather Lining: Soft interior keeps feet comfortable throughout the day, even as the boot gradually moulds to your foot.
Gripped Rubber Outsole: Sturdy stitched welt and grippy rubber sole handle city pavements, workshop floors, and everything in between.
Perfect For
Smart-casual weekends paired with dark denim and a shirt, or dressed down over chinos for the office. Equally strong on city strolls, casual Friday at work, or a relaxed evening out.
Care Instructions
Wipe clean with a soft, slightly damp cloth.
Apply a leather conditioner regularly to maintain suppleness and develop the patina.
Store with shoe trees inserted to hold shape.
Allow to dry naturally away from direct heat sources.
Frequently Asked Questions
What sizes are available? These chukka boots are available in UK sizes 8 through 13.
Do these boots require a break-in period? Yes, the full-grain leather upper is designed to soften gradually with wear, moulding to your foot and developing a unique patina over time.
Are these boots suitable for outdoor use? The gripped rubber outsole provides reliable traction on city pavements and workshop floors, making them well suited for everyday urban wear.
Men's Shoe Size Chart
US Size
UK Size
Foot Length
US 4
UK 3.5
23.5 cm / 9.3 in
US 4.5
UK 4
23.5 cm / 9.3 in
US 5
UK 4.5
24 cm / 9.4 in
US 5.5
UK 5
24 cm / 9.4 in
US 6
UK 5.5
25 cm / 9.8 in
US 6.5
UK 6
25.5 cm / 10 in
US 7
UK 6.5
25.5 cm / 10 in
US 7.5
UK 7
26 cm / 10.2 in
US 8
UK 7.5
26 cm / 10.2 in
US 8.5
UK 8
27 cm / 10.6 in
US 9
UK 8.5
27.5 cm / 10.8 in
US 9.5
UK 9
28.5 cm / 11.2 in
US 10
UK 9.5
28.5 cm / 11.2 in
US 10.5
UK 10
29 cm / 11.4 in
US 11
UK 10.5
29 cm / 11.4 in
US 11.5
UK 11
29.5 cm / 11.6 in
US 12
UK 11.5
29.5 cm / 11.6 in
Brand: Jesse London Material: Leather
Shipping is free. Orders are processed within 1 to 3 business days and delivered at the latest within 13 business days, with tracking. Read our Shipping Policy
Please check the size chart on each product. If you are between sizes, we recommend choosing the larger size. Example: if you are between M and L, choose L.