Fit Confidence
Find your fit. Then make them yours.
A good-fitting cowboy boot feels secure, leaves room for your toes, and gets more comfortable as the leather softens. Here’s how to choose a size and check the fit when your Chisos arrive.
Choose your size
Start with your size
Your usual size in leather footwear is a starting point. If you regularly wear two sizes, start with the larger one. Foot width and volume matter too; a measurement alone cannot promise a fit.
Choose your width
For men’s boots, D is standard width and EE is wide. If your foot is wide, consider EE where offered. Choose length and width for your foot, not to work around a sold-out size.
High arch or high instep?
You may need an extra half size. Tell us where your current footwear feels tight so we can help you compare size and width before ordering.
Wide foot, but no EE in your style?
A half size up may give more room, but it also changes length. Talk with us before sizing up just for width.
Different-sized feet or between styles?
Check both feet. Tell us your usual leather-shoe size, the Chisos style you’re considering, and which foot needs more room. We’ll help you work through the options.
Shopping across men’s and women’s styles?
The size difference is roughly 1.5–2 sizes. A men’s 7 is about a women’s 8.5–9 in length. Width and volume also differ, so contact us before treating this as an exact conversion.
Try them on at home
Wear the socks you plan to wear with your boots. Try both boots on clean carpet, then walk a little and check these three things.
Snug across the instep
The top and widest part of your foot should feel held, without painful pressure or pinching.
Room for your toes
Your toes should move comfortably. Cramped toes are a reason to reassess the size or width.
A little heel slip
Up to about ½ inch of heel lift can be normal at first. If your foot slides around or the slip feels excessive, ask us to check the fit.
Leather softens with wear. Do not count on break-in to fix pain, cramped toes, or a boot that is the wrong size.
Where to check the fit
See the fit in action
A walkthrough of sizing, leather, break-in, and the small adjustments that can make a difference.
Watch the fit guide
Need a different fit?
Exchanges are available within 30 days of purchase. Exchange shipping is free within the contiguous United States. Boots must remain in like-new condition, without scratches or scuffs, including on the soles.
Try on carpet. Keep boots in like-new condition, with no sole scuffs.
For a refund, return shipping costs apply and original shipping is nonrefundable. Keep the original packaging. See the full policy for terms and destinations outside the contiguous U.S.
Real people. Real fit help.
Tell us your usual leather-shoe size, the style and width you’re considering, and where you feel pressure or extra room. We can help you decide what to try.