Instep
- Right
- The leather should grip your foot firmly across the top and widest part. This area stretches the most.
- Off
- Painful pressure or pinching across the top or sides.
Chisos fit guide
Start with the size you wear. Check three things when they arrive. Exchange free if they’re not right.
01 · Before you order
Chisos boots match the size recommendations of a Brannock device. Most shoe stores have such a device available for your use. If not, your usual size in leather footwear is a good starting point.
D is our standard width, and most Chisos customers find it works great. EE is offered on select styles: same length, just wider.
A half size up in D width gives you more room and works for many men. Each half size is only 4mm longer.
Order a half size up. That adds only about 4mm of length but noticeably more room over the top of your foot, which is where a high instep needs it.
Fit the larger foot. Order the size that works for your bigger foot, then use a thicker sock or a thin insole on the other side.
The difference is about 1.5–2 sizes. A men’s 7 is roughly a ladies’ 8.5 in length. The ladies' boots are a narrow B width as well.
Usually, no. Toe shape changes the space in front of your toes. Your toes should sit flat, and the ball of your foot should sit at the boot’s widest part. Don’t size down just to fill the tip.
Video Fit Guide
02 · When your boots arrive
Step 1
Wear the socks you plan to wear with your boots, and try both boots on clean carpet so the soles stay unmarked. Some resistance as your foot goes in is normal. Once your heel settles into place, the boot should hold your foot firmly, without pain.
Step 2

Snug, not Tight
Leather gives as you wear the boots, so a firm fit is the right start. But the break-in won’t fix pain that comes from it being too tight. The boot should be snug and also comfortable.
03 · If you’re not sure
Size Exchange
Exchanges are allowed within 45 days of purchase.
Keep ’em like new
No scratches or scuffs on the leather soles.
Free shipping
Exchange shipping is free in the lower 48 states.
Prefer a refund? Return shipping costs apply and original shipping is nonrefundable. Destinations outside the contiguous U.S.: see the full policy.