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Comfort and Style on the Overnight Flight: 9 Favorites

style on an overnight flight

Why not have comfort and style on your next overnight flight?

If you’re of a certain age, you may remember when plane travel meant dressing up. I think my mother wore the little white Jackie O gloves with her suit. My first plane ride was on a DC8 from Toronto to London. Two rows on each side of the aisle approached with a maximum of style, a paper ticket and boarding pass clutched tightly. Lord help you if you lost it!

Fast forward and plane travel in the 21st century looks a lot different doesn’t it? Your boarding pass lives on your phone and anyone wearing a suit is probably sitting in business class.

What hasn’t changed is the need for some style and attitude.

I believe we’re treated better when we exude confidence about how we look. And you never know who you might meet!

An overnight flight usually means flying internationally or coast to coast; but whether you land in Paris or New York isn’t the point. Having the confidence to walk off the plane and look like you belong is what style means to me.

Plus life can get pretty chilly at 30,000 feet. It’s important to be comfortable too.

Comfort means having something warm and soft to slip around your shoulders and on your feet.

Depending on the climate you’re headed to, you want to be prepared for the chill of the plane and your destination too. Layers, my love, is the only way to carry it off.

Why not include a warm wrap or poncho in your carryon to keep you warm? Layer a lightweight long sleeve tee underneath. Whip off the poncho if it’s warm when you arrive, or if it’s chilly, wrap it around your neck as a scarf and put on your packable down jacket.

So glad athletic shoes are still trendy. A lightweight comfortable shoe looks cute with these leggings or joggers and is perfect for high speed treks through terminals.

Update November 2019:
Unfortunately Athleta  no longer carries my favorite leggings which were soft stretchy cord in a high waisted style. This really bums me out. My three pair aren’t going to last forever! In fact the 3 Athleta items I recommended when I first wrote this article are no longer available. As I love their quality I’ve picked out some new options that I think will work as well for you.

What to Wear for Comfort & Style on Your Overnight Flight

  1. Athleta Venice Side Stripe Jogger
    I still love Athleta quality and styling. The side stripe is having a moment right now and these look comfy and chic. I would pair these with a solid top that can be tucked into the front of the joggers and steer clear of anything with a baggy sweatshirt fit.
  2. Athleta Distance Jogger
    Backup travel pants for those chilly fall and winter flights with a brushed soft lining. Super styling with tapered ankle, deep waistband (muffin top proof) and pockets. I’m a big fan of the versatility of olive. Goes with black, navy and grey. Let’s hope these don’t get discontinued!
  3. Hanes Ultimate Bra: Comfy Support Comfort Flex Wire Free Bra
    Simple little bra that does wonders. Comfortably wire free and easy to get on and off. One of the few soft bras that has a clasp to adjust at the back. No padding, just comfort. Sizes SM to 2XL.
  4. Puma Vikky Softfoam Lo Suede Women’s Sneakers
    Great colors, soft comfortable footbed, style to spare and nice price. I’ve walked miles in these sneakers and they transition easily from the streets of London to Brighton. Oh and they combine the best of comfort and style. I have a pair in olive natch and the gray.
  5. Smart Wool Women’s Secret Sleuth Shoe Liners
    I found these socks on sale at Orvis, and they’re my go to for wearing in sneakers. A true very low profile no show sock in wool which breathes so your tootsies never get overheated. In a pinch they look stylish if you need to take off your sneakers at your seat.
  6. Athleta Uptempo Long Sleeve T
    Love that it’s longer in back so your booty is covered and your legs look longer. The cut is a flattering classic round neck. Lots of color options, this one is only available online. Add your own touch with a scarf if you want to keep your neck warm and covered.
  7. Jigsaw Wool Cashmere Blend Rolled Poncho
    One of the few ponchos I’ve found that does just what it’s supposed to. Lovely fabric, warm and soft. Not too oversized so if you’re petite you won’t feel swamped. Available in several neutrals, I chose the soft blue. Nice timeless piece which you’ll reach for again and again when flying. This poncho pulls together a t-shirt and jeans into a stylish outfit.
  8. Eddie Bauer Microlight Packable Down Jacket
    Another piece I’ve worn again and again. So versatile! It comes with it’s own little bag so you can mush it into a spot in your carryon bag,  ready to pull out for an extra bit of warmth. I’ve laid mine over my legs to keep warm on the plane. Not fussy with a lot of zips or trim, just a clean super light down jacket that’s perfect for travel.
  9. Lug Cross Body Bag
    I searched online and in person to find a lightweight hands free cross body bag for traveling to Europe. I found this bag on Amazon and it’s still going strong two years later. The wide shoulder strap is comfortable and adjustable. RFID protection and multiple compartments give you endless choices for stowing your stuff. I use the front zip pocket for my Oyster card and train tickets so I always know where to find them. If olive doesn’t work for you, it also comes in Gold, Black, Brown and Red.  If you can’t find the LUG bag, Baggallini makes a very similar cross body style that I’m using as well.


You deserve to be comfortable on your next overnight flight. Arriving in style is just a bonus! Here’s where to see all my favorite resources in one place.

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I created HOF to inspire women over 50 to follow their dreams. Whether you’d love to move abroad, travel to Europe or just reboot your midlife, it’s never too late to start over and create a life you love with style!

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