The answer to this question does not lie with baggy pants and a hoodie, although exceptionally comfortable, you'll look like a total slob. Jeans are the way to go, providing the comfort you're looking for while still portraying a concerted effort to look good. Another option that has become very popular in recent months are streamlined sweatpants. Now I do not necessarily condone this type of behavior, but with the perfect tailored look, dark cotton, and elastic cuffs, you will still give off an element of dress with the comfort of a velvet bag full of puppy ears.
The top calls for a dress shirt or sport shirt with a nice bold pattern to play along with the casualness of those comfy bottoms you just picked out. Keep the color scheme simple though, don't want to look like a billboard for the people watchers on standby. And to go over it, a simple sport coat or jacket to round out the look; the fabric all depends on the final destination, but the concept is still the same.
Last but not least, now that the outfit is all figured out, the footwear. This choice is critical, especially while traveling as you know TSA will require you to take them off at some point and you don't want to be "that guy" holding up the security line. So something that slips on and off (e.g. loafers) or casually comfortable (e.g. sneakers), leave your boots and lace ups in your luggage.
Here is my take on flight style:
Burberry: $850 |
Brooks Brothers: $100 |
H&M: $20 |
New Balance: $160 |
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