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Men's Black Plain-Toe Leather Chelsea Boots — Wrentham

$265.00 USD

Made to your measurements · Yours in ~10 days

Color: Black

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Product Details

Sizing & Fit

Shipping & Returns

5 minutes to a perfect fit

Don't guess your size. Measure it.

No two feet are alike, not even your own. Measure once and we build each shoe to yours.

Prefer to measure at home? Download the guide

Men's shoe size chart

US	EU	UK	Foot length (in)	Foot length (cm)
5.5	38.5	4.5	9.2	23.3
6	39	5	9.3	23.7
6.5	39.5	5.5	9.5	24.1
7	40	6	9.7	24.6
7.5	40.5	6.5	9.8	25.0
8	41	7	10.0	25.4
8.5	41.5	7.5	10.2	25.8
9	42	8	10.3	26.2
9.5	42.5	8.5	10.5	26.7
10	43	9	10.7	27.1
10.5	43.5	9.5	10.8	27.5
11	44	10	11.0	27.9
11.5	44.5	10.5	11.2	28.4
12	45	11	11.3	28.8
12.5	45.5	11.5	11.5	29.2
13	46	12	11.7	29.6
13.5	46.5	12.5	11.9	30.1
14	47	13	12.0	30.5
14.5	47.5	13.5	12.2	30.9
15	48	14	12.3	31.3
15.5	48.5	14.5	12.5	31.8
16	49	15	12.7	32.2

Measuring your feet at home

Two measurements are all we need: length sets your size, ball girth sets your width.

Foot length: measure from heel to your longest toe

Foot girth: wrap the tape around the ball of your foot

Stand with your weight on the foot, shin straight above your ankle so it sits at 90°. Leaning forward makes the foot read longer and throws off the size, so it helps to have someone measure while you stand.
Measure length. Put your heel against a wall, mark your longest toe on a sheet of paper, then measure from the wall to the mark.
Measure girth. Wrap a soft tape around the widest part of your foot, the ball, and read where it meets.
Do both feet. They often differ a little; if yours do, tell us both and we build each shoe to its own foot.

Prefer to print? Our guide has a to-scale ruler and girth tape.

Download sizing guide

Still not sure? Talk to a fit specialist.

Email Text Call

support@rebelsmarket.com · Text 415-231-1068 · Call (888) 268-0560. Weekdays, 9am to 5pm EST.

Every pair is made to your width. D is our standard, the right fit for most feet. Order narrower or wider to change how much room you have across the ball of your foot.

Width	Best for
B · Narrow	A snugger fit across the ball and instep, for slimmer feet.
D · Standard	Our default width. Right for most feet.
2E · Wide	Extra room across the ball and toes.
3E · Wide+	More room again, for noticeably wide feet.
4E · Extra Wide	Our widest fit. Generous room for wide or higher-volume feet.

How to measure your width

Wrap a soft tape around the ball of your foot at its widest point

Wrap a soft tape around the widest part of your foot (the ball). That measurement is what sets your width.

Find your width by size

Measure your ball girth, find your size row, then pick the closest number. That column is your width. Between two, size to the wider for comfort.

Figures are ball girth in centimetres (cm). D is standard.
US	B	D	2E	3E	4E
5.5	20.3	21.6	22.8	23.5	24.1
6	20.7	21.9	23.2	23.8	24.5
6.5	21.0	22.3	23.6	24.2	24.8
7	21.5	22.8	24.0	24.7	25.3
7.5	21.9	23.1	24.4	25.0	25.7
8	22.2	23.5	24.8	25.4	26.0
8.5	22.6	23.9	25.1	25.8	26.4
9	23.0	24.2	25.5	26.1	26.8
9.5	23.4	24.7	26.0	26.6	27.2
10	23.8	25.1	26.3	27.0	27.6
10.5	24.2	25.4	26.7	27.3	28.0
11	24.5	25.8	27.1	27.7	28.3
11.5	25.0	26.3	27.5	28.2	28.8
12	25.4	26.6	27.9	28.5	29.2
12.5	25.7	27.0	28.3	28.9	29.6
13	26.1	27.4	28.6	29.3	29.9
13.5	26.6	27.8	29.1	29.7	30.4
14	26.9	28.2	29.5	30.1	30.8
14.5	27.3	28.6	29.9	30.5	31.1
15	27.7	29.0	30.2	30.9	31.5
15.5	28.1	29.4	30.7	31.3	32.0
16	28.5	29.8	31.1	31.7	32.3

Not sure of your size?

Answer a few quick questions and we'll match you to the right width and size.

Still not sure? Talk to a fit specialist.

Email Text Call

support@rebelsmarket.com · Text 415-231-1068 · Call (888) 268-0560. Weekdays, 9am to 5pm EST.

What Sets Our Craft Apart

Every pair is built for you in the color, details, and measurements you choose.

made to fit. build to last

What Sets Our Craft Apart

Every pair is built for you in the color, details, and measurements you choose.

Made to fit you

Your measurements, your choices, built only after you order.

Leather that ages well

Use this text block to discuss some commonly asked questions like shipping and returns, sizing, warranties, or product and company details.

Built to be kept

Goodyear-welted and resoleable, so a good pair lasts years, not seasons.

Backed by our guarantee

If the fit isn’t right, we remake it, no charge plus a 1-year warranty and 30-day money-back, with a concierge the whole way.

Why this Pair

A high ankle slip-on silhouette defines these black plain-toe leather Chelsea boots, handcrafted for a sleek, streamlined look. The smooth leather upper is paired with elastic side panels and a pull tab for easy on and off, while the sturdy leather outsole offers reliable traction for daily wear.

Each pair is made to your foot and ankle measurements for a custom fit, with options for narrow, standard, wide, and extra-wide widths. Designed for comfort and durability, these Chelsea boots are ideal for work, evenings out, or everyday style.

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Men's Black Plain-Toe Leather Chelsea Boots — Wrentham

What Sets Our Craft Apart

What Sets Our Craft Apart

Why this Pair

4.98

250,000+

14+ Years

Customer Reviews

30-day Money Back Guarantee

1-Year Craftsmanship Warranty

Customization at No Extra Cost

Free Shipping in the U.S.