Five Plus One is our weekly series of buyer’s guides. We pick a specific category and dig up five great options along with one that’s a little outside the norm.
If you’re looking to expand your shoe rack with a new style, chukkas are a great way to go. Partway between a normal height pair of boots and casual shoes, chukkas are easy to match with nearly any wardrobe. If you want a pair of boots that can be worn this upcoming spring without being too overly bulky or warm, chukkas are a great option.
1) Meermin: 114368 Chukkas
Meermin is a great, entry level brand for all things footwear, and their 114368 Chukkas are a compelling choice if you’re in the market for chukkas. Available in four different suedes, these boots feature Goodyear welt construction, a leather outsole, and an unlined upper. Whether you’re pairing these with your work chinos or your favorite jeans, they’ll be easy to match with whatever you have in your closet.
Available for $210 from Meermin.
2) Cheaney: Jackie III Chukka Boots in Pony Suede
Cheaney is one of the UK’s most respected footwear makers, and their Jackie III Chukka Boots are just one of their many excellent boots. Shown here in Pony Suede, these chukkas feature a full leather lining, studded Dainite outsole, and Goodyear welt construction. Perfect for dressing up but easy to wear casually as well, these chukkas are a great pair of all-around boots.
Available for $277 from Brooklyn Tailors.
3) Viberg: Chukka Boot in Mushroom Chamois Roughout
If you are looking for a pair of chukkas that are more on the workwear side, then consider Viberg’s Chukka Boots in Mushroom Chamois Roughout. They are made with the Canadian bootmaker’s famous stitchdown construction, and feature a 2060 wedge sole, pull tab, and three eyelet closure.
Available for $825CAD from Lost & Found.
4) Grant Stone: Chukka in Tan Suede
Grant Stone has only been around for a six years but they’ve already made a name for themselves among footwear enthusiasts. Their chukkas are one of their nicest styles, featuring suede from C.F. Stead, Goodyear welt construction, brass eyelets, and a crepe outsole and heel. While the sole might be more on the casual side, these shoe’s clean lines makes them easy to pair with chinos as well.
Available for $292 from Grant Stone.
5) Alden: 750 Chukka Boot in Snuff Suede
While almost all chukka boots feature laces, Alden has done something special with their 750 Chukka Boot due to its slip-on design. Shown here in Snuff Suede, this made in the USA boot features Alden’s plantation crepe sole and 360º welt, which results in a boot with a completely unique style.
Available for $765CAD from Lost & Found.
Plus One – Yuketen: All Handsewn Tokyo DB Chukka w/ 2021 – FO Black x G Black
If you are looking for a pair of chukkas that are a bit out there, then Yuketen’s All Handsewn Tokyo DB Chukkas should definitely be in the running. Featuring handsewn moccasin toe, double vamp, wedge sole, and 1940s ball bearing hooks (originally for ski boots), these chukkas have a whole lot of unique style going for them. While maybe not the pair you’ll find yourself wearing everyday, these boots are definitely a fun addition to any wardrobe.
Available for $705 from Yuketen.