Comfortable Travel Outfit Ideas for Women Over 50
Holiday travel is about to start, and if you’re anything like me, you know that it can be as exhausting as it is exciting. And when we’re over 50, we want outfits that keep us comfortable and looking stylish, right? I’ve been on plenty of car rides and flights, and I’ve learned that dressing comfortably doesn’t mean sacrificing style! Today, I’m sharing my favorite comfortable travel outfit ideas for women over 50 to keep you looking chic and feeling cozy from the airport or car all the way to your destination.

You might also like reading: Carry On Luggage That Will Make You Enjoy Flying
Essentials for a Comfortable Travel Outfit
Comfort is Key
When it comes to travel, comfort should always come first! I’m talking about stretchy fabrics, loose silhouettes, and layers that allow you to move and breathe. Think about what you’d be comfortable sitting in for hours on end—whether on a flight or a long drive.
For those days when you just want to feel like you’re wearing pajamas (but look a little more polished), joggers or athleisure pants are the answer. They’re comfy, breathable, and you can easily dress them up a bit with a cute top or light jacket. Look for styles with a little more structure, so they don’t just look like loungewear. You can find some of my favorite athleisure brands here, as well as some loungewear you’ll feel comfortable wearing out in public over in this post.
Layers for Temperature Control

Airports, planes, and different destinations can have wildly different temperatures, so layering is key. I often bring a cardigan along for flights because they are easy to slip on if I get chilly. They’re lightweight, add a nice bit of texture to your outfit, and can even double as a little blanket if you need it on the plane.
A denim or utility jacket is another travel favorite of mine. They’re not only stylish but practical—just throw one over your basic tee, and voila! Instant chic. And don’t forget, jackets with pockets are lifesavers. Pockets are perfect for keeping your essentials handy, like your phone or passport. View my favorite denim jackets here, and my favorite ways to style them over in this post.
A big scarf or pashmina is one of the most versatile items you can pack! It can serve as a blanket, a wrap, or just an extra layer of warmth when you need it. I love scarves in fun colors or patterns to brighten up a neutral outfit—and they make any look feel a little more special.
Basic Tees and Tanks
You can’t go wrong with a simple tee or tank as your base. They’re easy to layer and versatile enough to dress up or down. I love packing a few in basic colors like white, black, or grey—you’ll always have something that goes with everything else in your suitcase. You can find some of my favorite base layers here.

Breathable Fabrics Are a Must
Ladies, if there’s one thing you don’t want, it’s feeling overheated or stuffy. Breathable fabrics like cotton or bamboo are perfect for travel, keeping you cool and fresh throughout the day. Plus, they’re usually wrinkle-resistant, which is a bonus when you’re hopping from plane to car to hotel.
Wrinkle-Free Clothing
Speaking of wrinkle-resistant clothing, some of our favorite brands have lines specifically designed to keep you looking polished on your next journey!
Have you seen Talbots Travel Capsules line? It’s full of mix-and-match pieces in wrinkle-resistant fabrics, so you can create plenty of chic outfits without overstuffing your suitcase.
You’ve probably seen the Chico’s Travelers Collection, but it’s a real lifesaver for frequent flyers! Their wrinkle-resistant pieces pack like a dream and still look great when you unpack. They even have a lot of sparkly, glamorous pieces that are going to be great for winter weddings and holiday parties!
Stretchy Pants and Leggings
Ladies, if you don’t already own a pair of stretchy pants or leggings, it’s time to try them out. Choose neutral colors like black or navy that go with anything, so you’re ready to go wherever the day takes you. I share my favorite leggings here.

Comfortable Travel Footwear for Women Over 50
When you’re traveling, the right pair of shoes can make or break your whole day. We want comfort, support, and a style that’s versatile enough to go with any travel outfit. Now, it really depends on where you are headed and the time of year, but you can’t go wrong with any of these:
Sneakers
Sneakers, especially slip-on ones, are a lifesaver for travel. Not only are they easy to get on and off (especially handy when going through airport security), but they’re also built for comfort. Look for styles with cushioned soles and arch support, so your feet stay comfortable even after hours of walking.
I share a lot of sneaker recommendations around here! Check out these posts for all of my suggestions:
Ballet Flats or Loafers
If you’re looking for something a little more dressed up, ballet flats or loafers are a great choice. They’re compact, easy to pack, and add a touch of polish to any outfit. The trick is to find a pair with a bit of padding and a flexible sole.
Find my favorites in these posts: The Best Ballet Flats to Buy This Fall and The Best Brown Loafers For Fall
Sandals
If you’re traveling to a warm destination, a pair of supportive sandals can be your best friend. I recommend sandals in neutral shades like tan, black, or metallics since they can be styled with everything from shorts to casual dresses. Check out my picks here!
Travel Outfit Ideas for Women Over 50
All Black

Denim Jacket + Tee + Joggers + Crossbody

Cardigan + Tank + Black Pants + Flats

Wrap + Half Zip Pullover + Ankle Pants

Matching Loungewear Set

Striped Top + Black Pants + Ballet Flats + Crossbody

Denim Jacket + Jumpsuit + Crossbody

Sweater Set + Sneakers

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To GOD Goes The Glory!
Verse Of The Day
Deuteronomy 31:8 (NIV)
8 The Lord himself goes before you and will be with you; he will never leave you nor forsake you. Do not be afraid; do not be discouraged.”

I just love these comfy outfits! Even if I’m just staying at home, they are perfect.
Recently, I was going through some boxes of stuff from my late MIL’s house and found some school work she did when she was 8 years old. She passed away in 2021 at 90 so these are quite old. The most interesting thing was a story she wrote about Christmas. It was so sweet. What a treasure!
Again, thank you for the $50 Amazon gift card! I’m going to buy one of these outfits with it!! What fun!!
So many great choices!
Love the scripture verse! I am going to take a closer look at several of the sets you shared so that I can suggest them to my hubby for my Christmas. Thank you!
I love giving Joe suggestions so that I get things I like.
Since I retired my life is mostly dressing for comfort. I still think you can look nice and not frumpy dressing casually. I like these.
I am always cold on airplanes!
Me too, so I always take a blankie with me.