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Upton Chukka video
(144)144

Upton Chukka

Johnston & Murphy

Men

Sold Out

SOLD OUT

This item is no longer available. Browse our recommendations for something similar.

Details & care

Minimal detailing brings maximum versatility to a wardrobe-staple chukka boot shaped from rich full-grain leathers with luxe memory foam cushioning underfoot.

  • Lightweight: puts cushioning and performance underfoot with an emphasis on streamlined comfort
  • TRUFOAM™ memory foam cushioning
  • Removable, cushioned insole
  • Leather upper/leather and recycled-synthetic lining/synthetic sole
  • Imported
  • Item #7353259
  • Core Product ID 3333374ZCK

Size info

  • True to size.

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Johnston & Murphy

Not many brands can boast what Johnston & Murphy can. Since 1850, the company has "outfitted legends, leaders and independent souls—including every U.S. president since Millard Fillmore." Known for serious quality without the serious attitude, Johnston & Murphy offers finely crafted shoes and boots for men and women, as well as quality leather accessories for men.

Reviews

(144)1444.6 out of 5
Write a Review
Fit: True to size
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Most helpful positive review

Oct 31, 2026

Comfortable and fashionable

These are probably some of my most comfortable shoes. They look great with jeans as well as for more dressed up occasions.
NH
Verified purchase
Reposted from Johnston & Murphy

Most helpful critical review

Feb 17, 2026

Quality could be better

I bought a pair of the upton chukkas about 3 months ago. Im satisfied with the look of these shoes, but I do have some concerns. First, they are very squeaky shoes. The tongue of the shoe rubs against the upper and makes noise. Biggest complaint I have is that there is a black piece on the heel that has already started to peel… unacceptable for this little wear
Liam
Reposted from Johnston & Murphy

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5 stars83%
4 stars8%
3 stars5%
2 stars0%
1 star5%
Oct 31, 2026

Comfortable and fashionable

These are probably some of my most comfortable shoes. They look great with jeans as well as for more dressed up occasions.
Reposted from Johnston & Murphy
Verified purchase
NH
May 19, 2026

Yes, another pair 2027

I bought this one about a year ago and they are great 👍 keep it coming up new ones
Reposted from Johnston & Murphy
Arty Bumbum
Apr 1, 2026

My favorite thing to wear!

This is the second pair of the Upton boot. Extremely comfortable and my favorite shoe/boot to wear! I’d highly recommend these!!
Reposted from Johnston & Murphy
Verified purchase
Rob F.
Mar 27, 2026

Very Happy

great look and very comfortable!
Fit: True to size
Small
True to size
Large
Width: True to width
Narrow
True to width
Wide
Size purchased:
9
Usual size:
9
Color:
Brown Nubuck
Verified purchase
DVilla6
Was this helpful?
Feb 17, 2026

Quality could be better

I bought a pair of the upton chukkas about 3 months ago. Im satisfied with the look of these shoes, but I do have some concerns. First, they are very squeaky shoes. The tongue of the shoe rubs against the upper and makes noise. Biggest complaint I have is that there is a black piece on the heel that has already started to peel… unacceptable for this little wear
Reposted from Johnston & Murphy
Liam
Feb 7, 2026

Chukka Review

The craftsmanship of this shoe is second to none. Love the feel when wearing and the color goes well with blue jeans as well as casual slavks
Reposted from Johnston & Murphy
Verified purchase
Gary
Feb 6, 2026

Uptown

Good quality runs a little narrow would like thicker laces
Reposted from Johnston & Murphy
Verified purchase
TD
Feb 5, 2026

Very Comfortable

Nice boots. I like the leather and the sole design
Reposted from Johnston & Murphy
Verified purchase
Kevin
Feb 4, 2026

Very comfortable and great looking!

I've always worn black or brown dress shoes but I decided to branch out style-wise with these blue chukka dress boots and I'm glad I did. Not only are these boots more unique looking than your average dress shoe but they are extremely comfortable as well. The insole is super cushy and these are some of the most comfortable shoes I've worn in a while. My only hesitation with these shoes was that the sole is kind of a reddish-brown color and I would've preferred something a little more neutral in color, but overall these are great shoes and seem to be good quality.
Reposted from Johnston & Murphy
Verified purchase
Josh
Jan 20, 2026

Love these shoes - feel and look!

Needed a black pair of Upton Chukka to compliment my brown pair. LOVE THEM! Amazing comfort and look so good with semi-dressy and casual jeans. Hope they will last me for years.
Reposted from Johnston & Murphy
Verified purchase
Rob K
Jan 19, 2026

Great boots for office and casual

I bought a pair in black mainly to wear in my business casual office and they work great. Very comfortable and easy break in. The brown upper sole with stitching, slightly elongated toe and waxed shoe strings make them work well for slacks but also look good with jeans. I view these as in the higher scale of casual look.
Reposted from Johnston & Murphy
Verified purchase
Paul K
Jan 9, 2026

Great Quality

This is my third pair of shoes from Johnston & Murphy and it definitely won’t be my last. I always get compliments and they are super comfy also.
Reposted from Johnston & Murphy
Verified purchase
Lauren
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