Men's Classic Break Chukka Boot
Dark Brown Leather Ankle Boots
The Classic Break Chukka Boot pairs a clean plain-toe silhouette with the polish of genuine leather, built with Rockport's truTECH® cushioning for lightweight shock absorption that carries you through long days without compromise. Tonal stitching traces the paneled upper, adding subtle dimension to an otherwise pared-back design, while the embossed Rockport branding on the tongue keeps things understated. A cushioned footbed and soft lining deliver comfort from the first wear, and the durable rubber outsole provides steady traction underfoot. This is the kind of boot that moves confidently from the office to an evening out, earning its place in the rotation season after season.
- Heel Height: 1.26
- Heel Height Range: Low
- Heel Type: Flat
- Platform Height : 0.55









- Reviews
- Questions
Heel is built-up much higher with steep drop off. Boot looks cheap and not like picture as advertised.
Very comfortable
Default was Wide not normal
Loved the shoes but accidentally ordered wide. Went back to order 9.5 and 13 in normal width but out of stock :(
Breaking them in
Nice looking and seem to be well made. Would prefer a bit more padding around the top to protect my shin from rubbing on the top edge.
Better quality than I expected. Very comfortable and proper fit.
Nice comfortable boot - fast shipping & good price
Classic Chukka, nice price!
Great fit, grippy soles, looks like a million bucks!
Very satisfied
Just getting them water proofed and broke in. I have been satisfied with all my rock sports shoes
Good fit. Very nice looking. Felt good the first time I wore them.
Chuckka’s
These new chukka boots are absolutely great. True to wide width and size. They look amazing. Quality craftsmanship and materials.
Stylish and comfortable
These boots are very comfortable. Satisfied with my purchase.
Shoes fit big
Order one full size smaller for proper fit.
Great shoes so far!
I used Rockport shoes in the olden days. They fit great and were very comfortable, except they didn't last that long because of the soles. I have great hopes for my newest pair, though. I hope the soles last longer, but the instant comfort is still there, and now I need that cause my left foot hurts from my old shoes. Plantar fasciitis? Yeah.
Ok
Excellent boot. Better than expected.





