What To Wear To The Airport | Stylish & Comfortable Airport Outfits

As a veteran traveler, I’ve learned a thing or two over the years about how to pack and how to best navigate the airport in style. If you’ve been to the airport recently, you know that style doesn’t seem to be the first thing on our fellow travelers’ minds. But that doesn’t mean you shouldn’t look your best and be comfortable and efficient at the same time–comfort and style are not mutually exclusive. In today’s video I’m showing you three different stylish and comfortable airport outfits from casual to business-ready to going on vacation.

▪ Levi’s Denim Trucker Jacket →
▪ Madewell T-Shirt →
▪ Levi’s Jeans →
▪ Vilebrequin Hat →
▪ IWC Ingenieur →
▪ Suitsupply Sneakers →
▪ Montblanc Backpack →

▪ Z Zegna Suit (old, similar) →
▪ Al Bazar Shirt (similar) → h
▪ Brooks Brothers Tie →
▪ Rolex Datejust →
▪ Paul Evans Shoes →
▪ Rimowa Suitcase →

▪ Suitsupply Jacket (old, similar) →
▪ J.Crew Polo Shirt →
▪ Ring Jacket Pants (similar) →
▪ Homero Ortega Hat →
▪ Vacheron Constantin Traditionelle →
▪ Allen Edmonds Loafers (similar) →
▪ Frank Clegg Duffle Bag →

Here are a few of my favorite tips for dressing for the airport.

No matter how good you are at folding a jacket in your suitcase or carry-on, it’s going to come out wrinkled. There’s just no way around it. So it’s always best to wear your jacket to the airport. If you’re only bringing one, your wrinkle problem is solved. If you’re bringing two, well just make sure you pack a little travel steamer. When you get on the plane, take off your jacket, fold it lightly and store on top of your carry-on in the overhead bin.

Although you shouldn’t wear a hat indoors, we can make an exception when it comes to the airport, because you’re definitely going to want to bring a Panama hat on summer vacation. Unless you own an extremely high-quality hat that you can safely roll up in your suitcase, don’t try to jam it in there. You’ll only be disappointed when you take it out and it looks like it’s been sat on.

Luggage is practical. Yes. But so is clothing and we put a lot of effort into how we dress. You should put the same effort into your carry-on luggage. Whether it’s a stylish roller or a leather duffle, save up for a bag or suitcase that complements your style.

▪ How To Wear A Denim Jacket →
▪ 5 Ways To Wear A Grey Suit →

▪ Canon C100 Mark II →
▪ Sony a7R III →
▪ Sony FE 24-70mm GM Lens →
▪ Feelworld 7″ 4K Monitor →
▪ Sennheiser Shotgun Mic →
▪ Lightpanels Astra LED Panels →
▪ Impact Stands →

▪ Website →
▪ HSS Shop →
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▪ Jane Lim → [email protected]

Contains affiliate links // Stay tailored!

#stylish #airport #outfits

47 thoughts on “What To Wear To The Airport | Stylish & Comfortable Airport Outfits”

  1. Not my intention to offend anyone. But why would anyone think wearing a cup is stylish?. Always I see an adult with one of those I cannot help but thinking of a man-child.

  2. Appreciate all the fine suggestions for air travel especially the causal look and the business attire just wonder the suit fabric would it be considered what I often hear about as "travelers" material I'm assuming wrinkle resistant? Great video!

  3. I'm a little disappointed that you're not sporting pajama bottoms or Adidas slides sans socks, and not carrying a giant neck pillow, or a food court tuna fish sandwich that will be opened the moment the plane begins to taxi. Does my sarcasm sound bitter? We all know the type of traveler I'm describing. Great looks as always, Brian.

  4. Make sure you take that backpack off before boarding the plane. I’ve been whacked many times by inconsiderate people that turn around on the narrow aisle and hit me in the head with it as I always sit in an aisle seat

  5. My favorite is #2. You've got that "knock 'em dead, killer business look," it works for you. Although it may not be practical for all occasions. Number two looks great. Nice suit!

  6. Brian, thank you very much for this awesome video, I especially appreciated the third look. When I travelled to Prague a week ago I went for a similar look, but I decided to lean a bit more towards the formal side and wear a light blue cotton neck tie.

    Would you like to do a video about good carry-ons in the future? I sadly don't own a stylish and practical one.

  7. I like that you model your looks from vintage classics. I’m a fan of classic films from the 40’s and 50’s and you definitely keep your looks simple and elegant with modern touches.

  8. The first look with the black denim jacket is more for me, but the last look is really good. Just everything is going so casual everywhere I feel like there is no need for a blazer, but I would love to wear one the odd time.

  9. You rocked all three of these, but I always got a soft spot for those old school vacation vibes…I'm going to Greece in a few weeks so the timing could not have been more perfect. Thanks as always, Brian!

  10. excellent video, but CRIMINALLY SHORT in length! your youtube competitors (who are mostly inferior to you) make videos about this exact topic in 2-3x the length and detail!

    for someone as knowledgable and stylish as you Brian, you truly should make longer videos. (just my opinion!)

  11. It's always a treat when you post a video like this, Brian. The format suits you perfectly: great outfits, high-quality voiceover with just the right level of detail, personal delivery, and a real polish that you don't see from many channels. Great work, as always.

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