The Bag! The Trousers! The Jacket! 3 Chic Men's Airport Looks I'd 100% Wear to Travel In
Airport dressing is an art—here's how the chicest men are perfecting it in 2026.
There's an art to airport dressing, and a select few celebrities have truly mastered it. As frequent flyers, they spend more time in transit than most, making them a valuable source of travel-style inspiration. Whilst my airport mood board has long been populated by impeccably dressed women, lately it's been a particularly stylish group of men that I keep bookmarking.
From the non-suitcase travel bag fashion insiders are increasingly favouring to the tailored trousers that look infinitely chicer than track pants, some of the best airport outfits I've spotted recently have come courtesy of the boys. Courtesy of A$AP Rocky, Jacob Elordi and Damiano David, read on to discover the three airport looks I'll be taking inspiration from this year.
1. A$AP Rocky's Chanel Bag
Style Notes: Like many of fashion's most stylish, A$AP has turned to one of the coolest travel-bag trends around right now. Forgoing a traditional four-wheeled suitcase, he opted instead for a Chanel Maxi Flap Bag. Spacious enough to hold all of the essentials yet infinitely more stylish than standard cabin luggage, this slouchy bag adds polish and cool to any travel outfit.
Shop the Oversized Bags:
Shop the bag A$AP loves.
This also comes in olive and beige.
An oversized handbag is a travel day non-negotiable.
2. Jacob Elordi's Black Trousers
Style Notes: Skipping track pants and even jeans, Jacob Elordi confirms that tailored trousers are often the chicest option. Styling his black pair with a simple white T-shirt, an oversized tote and sleek leather shoes, he created a comfortable ensemble I'll copy for my next flight.
Shop Black Trousers:
Style these with a white tee to get Jacob's look.
With Nothing Underneath's Rampling Trousers are a fashion person's favourites.
These come in five different leg lengths, so you can find your perfect fit.
3. Damiano David's Tie and Blazer
Style Notes: Whilst dressing up for the airport may be a fading ritual, I'm pleased to see Damiano David still treating it with the respect it deserves. Rather than reaching for the oversized hoodies that dominate most departure lounges, the singer travelled in a tailored blazer layered over a shirt and tie. Polished enough to step straight from the plane into a meeting, it's a sophisticated approach to airport dressing that I'd love to see make a wider comeback in 2026.
Shop Blazers:
Every great wardrobe starts with a sleek, tailored blazer.
Be quick! I can't see this staying in stock for long.
Style this with the matching miniskirt or dress this down with jeans.
