When it’s cold outside and you’re wearing a suit, trade your oxford shoes for a pair of classy boots. Find out which boots are the best.
Estimated reading time: 7 minutes
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Table of contents
- 1. Santoni Luna Leather Chelsea Boots
- 2. Aquatalia ‘Adrian’ Water Resistant Chelsea Boot
- 3. John Varvatos Waverly Chelsea Boots
- 4. Trask Raymond Chukka Boots
- 5. Allen Edmonds Williamsburg Chukka Boot
- 6. Thursday Boot Co. Wingtip Lace-Up Boots
- 7. To Boot New York Richmond Black
- 8. Ariat ‘Heritage’ Leather Cowboy R-Toe Boot
- Frequently asked questions
1. Santoni Luna Leather Chelsea Boots
Santoni’s Luna Leather Chelsea Boots are the perfect pair of Italian-made Chelsea boots to wear with a suit. It has a low heel, tapered round toe, is made with Goodyear construction, and deep black calf leather.
Black leather Chelsea boots look great with any color suit, making it a versatile and solid option.
Since they don’t have any laces or brogue patterns, it gives you a minimal and streamlined look.
Buy the Santoni Luna Leather Chelsea Boots from Neiman Marcus (opens in a new tab).
2. Aquatalia ‘Adrian’ Water Resistant Chelsea Boot
Aquatalia’s ‘Adrian’ Water-Resistant Chelsea Boot is a go-to boot if you live in an area where it rains or snows.
The water-resistant finish ensures that you can look sharp without worrying about water soaking through your boots.
The Adrian Chelsea Boot has an exquisite Italian construction and a beautiful dark brown color. It looks amazing with a suit in blue, green, burgundy and dark grey.
Buy the Aquatalia Adrian Chelsea Boot from Nordstrom (opens in a new tab).
3. John Varvatos Waverly Chelsea Boots
The Waverly Chelsea Boot by John Varvatos is an excellent choice if you’re looking for suede Chelsea boots.
The boots are shaped with a slim round toe and have a rubber and cork blend sole for comfort.
With a grey suede Chelsea boot, you can wear a black or dark blue suit.
The lighter color adds a pop of lightness to dark suits, which makes your outfit look more interesting. Since suede is more casual than leather, wearing it will depend on the occasion.
Buy the Waverly Chelsea Boot from John Varvatos (opens in a new tab).
4. Trask Raymond Chukka Boots
Trask offers the Raymond Chukka Boots, which are crafted in Italy with Italian calfskin.
The boots have a memory-foam cushioned footbed and Vibram Moreflex EVA outsole, making them comfortable to walk in.
Brown leather chukka boots look good with suits that are navy blue, green, and light grey.
If you want to wear a dark grey or charcoal suit, darker shades of brown are best.
Buy the Raymond Chukka from Trask (opens in a new tab).
5. Allen Edmonds Williamsburg Chukka Boot
The Allen Edmonds Williamsburg Chukka Boot is handcrafted in the USA. It has smooth seams, a plain toe, and two-eyelet lacing, which are features that make the boot more elegant.
Aside from looking good, it’s durable because it’s made with Goodyear welt construction.
Similar to Chelsea boots, black leather chukka boots pair well with suits of any color.
The streamlined design of the Williamsburg Chukka Boot means that you’ll look put-together and sophisticated.
Buy the Allen Edmonds Williamsburg Chukka Boot from Nordstrom (opens in a new tab).
6. Thursday Boot Co. Wingtip Lace-Up Boots
The Wingtip Boots by Thursday Boot Co. are a good-looking and sleek pair of lace-up boots.
It’s made of hand-finished full-grain leather, which is the highest-quality leather grade. It’s also made with Goodyear welt construction, which means it’s built to last.
The hand-finished burnish and brogue pattern make the boots look sophisticated and classy.
Since they’re dark brown, suits in navy blue, olive green, and charcoal grey look the best.
Buy the Wingtip Boot from Thursday Boot Co. (opens in a new tab).
7. To Boot New York Richmond Black
The Richmond boot by To Boot New York offers a simple and sleek cap-toe. It’s made of Italian calfskin, and it has a pull tab to make it easy to put on or take off.
Cap-toe boots draw less attention than one with a brogue pattern. If you’re wanting to look more polished, less is better.
The black leather lace-up boots pair well with suits of any color.
Buy the Richmond Black from To Boot New York (opens in a new tab).
8. Ariat ‘Heritage’ Leather Cowboy R-Toe Boot
If cowboy boots are the norm for you, Ariat’s Heritage Leather Cowboy Boots are an amazing pick.
The six-stitch embroidery adds to the traditional appeal, and it has Advanced Torque Stability (ATS) Technology, which supports and cushions your foot.
Although cowboy boots aren’t meant to be worn with a formal suit, you can wear them with a casual suit.
Black leather cowboy boots look great with a casual charcoal or navy suit.
Buy the Ariat ‘Heritage’ Leather Cowboy R-Toe Boot from Nordstrom (opens in a new tab).
Frequently asked questions
Boots are an excellent alternative to regular dress shoes. Especially if you’re wearing a suit during fall or winter.
Cowboy boots can be worn with a casual suit. The most important thing when it comes to wearing cowboy boots with a suit is to ensure that the pants have enough room in the legs.
Combat boots are excellent for casual outfits, especially with jeans and a leather jacket. You can wear combat boots with a suit as long as you choose a sleek pair.
Boots are an alternative to ankle-high dress shoes. Not only do they look good, but it’s also a better choice for fall and winter. The perfect boots to wear with a suit have a low heel, and a sleek design.
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Featured image by David Em/Next Level Gents.