No.
I have to agree with Schyler on this one. Shoes can really make or break your entire outfit, especially when it comes to a suit. But if you are looking for a little more "formal" look try the Dockers Soft Khaki, the Dockers D2, or the Dockers D3.
'Fraid not man, stick to shoes that match the color of said suit; no running shoes either. Or sandals for that matter 'cause then you just look like a Geologist.
If they are Military Desert Boots that you earned serving our country, you can wear them with a speedo and a top hat if you want to. Otherwise, don't even think about it.
Uh, you guys know what desert boots look like, right?
While these are much better with, say, a chino suit or a khakis/jacket combo, they're not akin to wearing Doc Martens with your navy blue pinstripe. I'd say anywhere suede Bucks, or a Chelsea boot are welcome, these will do, too.
More importantly, would you wear a suede belt with a suit? If you're trying to make a statement, make the right one. Wear a full grain leather; it's the standard for a reason.
I wouldn't but I also don't wear white athletic sock with a suit either (I see this all the time).
I have several pairs of Clarks (Desert Boot and Desert Trek) and they are true casual shoes and would only work with a really casual suit.
Not if you need to make a good impression or if it is for a business or formal look! It all depends on what kind of suit, how you wear it and what is the occasion...Obviously you can wear what ever you want but if it is a business or formal suit and you care for the impression it will make...that will not be a good choice! You can probably wear them with a casual linen suit a sport or polo shirt and no tie...that will be the most suit I will wear with these shoes...and if the shoes are already look worn and dirty I wouldn't even do that..
To me shoes are the MOST important item in your look, so you need to be careful. Read HERE for more about the importance of boots in creating a look
You can wear suede shoes with a suit and you can wear chukka boots or chelsea boots with a suit. Yet somehow one plus one does not equal two.
You can wear desert boots with chinos and chinos with a jacket but that's about as close as you are going to get to suited.
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Not a good call. I'm sure there might be some chukkas out there that you could pull off with some flat fronted trousers or chinos, but that's about as far as I would go.
In my opinion shoes are the first accessory I look for when someone wears a suit (after the tie). It says a lot about a person when they wear clean, classy, matching shoes with their suit, but it says even more when they wear some beater kicks like your weekend running shoes. Boots would fit into that category, especially since you're probably getting them dirty doing work in them.
Suits are just something that I wouldn't skimp on when it comes to accessories. It's about the total outfit, and everything has to look fresh...right down to the shoes (and socks, and belt, and watch...etc).