I’ve been on the go a lot lately, and I often get questions about what I wear when I travel—especially when I fly. So today I’m rounding up some of my favorite travel outfits, including looks from every season. I have a basic formula I stick to when I fly, which makes packing and prepping for trips so much easier. The fewer decisions I have to make, the better!

Airport Style: My Favorite Travel Outfits
My travel outfits always include a layering piece I can remove easily if I get warm on the plane or when I reach my destination. Usually that’s some type of jacket—it’s one of the heaviest items I bring, so I like to wear it instead of trying to squeeze it into my suitcase. I aim for something versatile that works with other pieces in my travel capsule, but sometimes I’ll go with a bold or colorful option, like this fun pink denim jacket.

KUT from the Kloth Kara (M) // FRAME tee (XS) (option) // Frank & Eileen jeans c/o (29) (similar for less) // Paul Green sneakers (8) // Yurman earrings // similar pendant // Goyard tote (similar for less) // AWAY The Medium
Another key component is a good-quality t-shirt that I can mix and match with other outfits. In both of these photos, I’m wearing the FRAME Le Mid Rise V-Neck, one of my longtime favorites. It holds up well to a day of travel and looks polished enough to wear on its own if I decide to ditch the jacket when I land.

FRAME Le Mid Rise V-Neck T-Shirt (XS) (option) // Frank & Eileen jeans c/o (29) (similar for less) // Birkenstock Madrid (39)
And more often than not, I wear sneakers. They’re bulky to pack, and they’re usually the heaviest pair of shoes I’m bringing—plus they’re comfortable for long walks through the airport.
Pro Tip: If you’re heading somewhere warm, tuck a pair of sandals into your carry-on so you can swap out your sneakers once you arrive.

EVEREVE Camp Jacket (S) (similar) // FRAME tee (XS) (option) // MOTHER Weekender – on sale! (29) (budget option) // Paul Green sneakers (8) // similar belt // Yurman earrings // similar pendant // Goyard tote (similar for less) // AWAY The Medium
In the fall, I might swap my sneakers for a pair of comfortable ankle boots—for all the same reasons. They’re heavier and bulkier to pack, and if I choose the right pair, they’re just as comfortable for walking through the airport.

EVEREVE Aviator Bomber (S) // stripe tank (S) // MOTHER jeans (29) // Veronica Beard boots (8.5) // similar hoops // similar necklace // Jenny Bird bangle // AWAY The Bigger Carry-On & The Everywhere Bag
On the way home from that trip, I wore a different sweater with the same jacket, jeans, and boots. I always try to rewear key pieces like this—it saves space in my suitcase and keeps packing simple without sacrificing style. This was a 5-day trip to Nashville with a mix of dinners out and sightseeing, and I managed it all with just a carry-on!

EVEREVE Aviator Bomber (S) // Stevie Pullover (S) // MOTHER jeans (29) // Veronica Beard boots (8.5)) // similar hoops // similar necklace
But sometimes I break from my usual travel outfit formula and just go with what feels right for the trip. This is what I wore flying to Florida back in February. It was downright cold here in Philly, and Sarasota was cool and rainy the day I arrived.

stripe sweater (M) // Pistola Kinsley Flare (29) // Paul Green Hadley (8) (option) // AWAY The Medium // AWAY The Bigger Carry-On // AWAY The Everywhere Bag
I wore a cotton sweater and brought my trench coat, figuring they’d keep me warm enough to get to the airport—and both could still work with lighter pieces once I was in Florida. (The purpose of this trip was to shoot a bunch of spring content for the blog—hence the two suitcases!)

similar trench // stripe sweater (M) // Pistola Kinsley Flare (29) // Paul Green Hadley (8) (option) // AWAY The Medium // AWAY The Bigger Carry-On // Away The Everywhere Bag
Here’s another look where I diverged a bit from my usual travel outfit formula. We were heading to Nashville for Parent’s Weekend, and the forecast called for warm weather with lots of rain. I wore a cute top with jeans and sneakers, and brought my raincoat along because I knew I’d need it once we got there—and I sure did! We just happened to be there during Hurricane Helene!

Nation LTD muscle tee (M) // Frank & Eileen jeans c/o (budget option) // similar rain coat // Paul Green Hadley (8) // AWAY The Bigger Carry-On
For winter travel, I stick to the same basic formula but swap in a cozy sweater, a warm coat, and often a scarf. This particular travel look was for a trip to Chicago in December. I wore my long black wool coat to travel because I knew I’d want a more elevated look for some of our holiday events that weekend. Turns out, it also looks great with blue jeans! It was a practical choice for the weather, but also pulled double duty as a polished layer for dressier occasions.

Andrew Marc wool coat (S) // Rails sweater – still a favorite, and 60% off at Revolve! (S) // similar scarf // MOTHER Dazzler (29) // LØCI sneakers (39) // similar pendant // similar Jenny Bird earrings // Goyard tote (similar for less) // AWAY The Medium
Travel Outfits for Long Flights (or When Comfort Takes Priority)
When I really want to prioritize comfort—especially for longer flights—I’ll wear joggers or some type of athletic pant. You all know about the Athleta Brooklyn Heights Cargo Pants I recently discovered. They’re lightweight, polished, and perfect for warm weather trips (and warm weather destinations, too!).

Z Supply tank (M) // EVEREVE utility jacket (M) // Athleta cargo pants in Aspen Olive (6) // On Cloud sneakers (9) // LAGOS earrings // similar necklace // AWAY The Everywhere Bag // AWAY The Medium
For our most recent trip to Florida, I paired these pants with a striped tank that I could also wear with shorts once we arrived, along with my On Cloud running sneakers. On the way down, I layered on my favorite black utility jacket for a more pulled-together look (above), but on the way home, I went full comfort mode and threw on my white fleece hoodie instead (below).

Gap Factory hoodie (S) // Z Supply tank (M) // Athleta Brooklyn Heights Cargo Pants in Aspen Olive (6) // On Cloud sneakers (9) // AWAY The Medium // AWAY The Everywhere Bag // NAGHEDI Nomad Hobo in Cashmere
I know a lot of people feel icked out by the idea of wearing wide-leg jeans to travel, especially because of the challenge of keeping the hems off the bathroom floor. I just pull them up at the knee and hold them off the ground, but if you really want to avoid that hassle altogether, take a look at the Athleta Endless High Rise Pant and the Athleta Brooklyn Mid Rise Ankle Pant. Both are reader favorites and popular choices among frequent travelers.


left: Athleta Endless High Rise Pant (6) // Nordstrom tee (S) // right: Athleta Brooklyn Mid Rise Ankle Pant // Athleta tee (M)
And of course, joggers are another option. I don’t always feel as pulled together wearing them, especially now that they aren’t quite as current as they were a few years ago, but sometimes practicality trumps style. They’re definitely a viable option for travel days, and my personal favorites are the Vuori Performance Joggers. They’re incredibly soft, stretchy, and lightweight—ideal for staying comfortable on long flights.

old denim jacket // Splendid tee (M) // Vuori joggers (M) // similar Brooks sneakers (9) // AWAY The Medium // LV Neverfull MM
Case in point: For a long-haul trip to Italy a few summers ago, I wore the lightweight Villa Jogger from Vuori. They were breathable, comfortable, and perfect for the long flight, along with a lightweight tee and my cozy Athleta Pranayama Wrap. That exact style is no longer available, but Vuori now offers the Villa Ankle Pant and the Villa Trouser in that same lightweight moisture-wicking fabric.

Vuori Sunset Easy Tee (S) // Vuori Villa Jogger c/o (S) // Athleta Pranayama Wrap (S) // Taos Plim Soul Lux (8.5) // Sheec Socks
All that to say, long-haul travel sometimes calls for slightly different priorities: comfort, layers, and fabrics that can handle being worn for hours on end. I’m actually in the process of finalizing my travel outfit for my upcoming flight to England next week, and I’ll be sure to update this post once I get that all sorted—stay tuned!
Luggage + Carry-On Bags
I have another blog post in the works with all the details on my favorite luggage, but I’ll quickly mention what I usually bring on board. My carry-on bag is typically a large tote that holds my laptop and other travel essentials. If I’m using a carry-on suitcase, the tote counts as my personal item, and I stash my purse (usually a crossbody bag) inside so I have it handy once we arrive.

Splendid Diana French Terry Blazer (S) // Sanctuary tee (M) // Citizens jeans (29) (budget option) // Paul Green Hadley (8) (budget option) // similar belt // similar camera bag // AWAY The Bigger Carry-On // Goyard tote (similar for less)
A few years ago, I splurged on the Goyard Saint Louis GM bag. I found it second-hand on Fashionphile, and like most luxury items, the price has gone up significantly since then. For a more budget-friendly option, Tory Burch makes a great coated canvas zip tote, and Sam Edelman has an open monogrammed tote that gives a similar look for less. Neither one is quite as large as the Goyard, though—I haven’t found much that matches that size.
I like having a tote to use when I get to my destination, but it can be a bit unwieldy when propped on my suitcase. Plus, if I’m not careful, a few things may escape when I’m going through security, so I’ve started using the AWAY Everywhere Bag more recently. It’s compact, structured, and does a better job of keeping everything organized and zipped in place. It also slides securely onto my suitcase handle, which makes airport navigation a little easier.

EVEREVE Aviator Bomber (S) // Stevie Pullover (S) // Pistola Lennon (29) // similar sandals // similar necklace // Jenny Bird bangle // similar crossbody // AWAY The Everywhere Bag // AWAY The Bigger Carry-On
I’m working on a full post reviewing all of my AWAY luggage—so stay tuned for that!
See also: What’s In My Carry-On: My Go-To Travel Essentials and Travel Beauty Essentials: What’s In My Makeup Case and Toiletry Bag.
I hope this gave you some helpful outfit ideas for your next trip—whether you’re heading out for a weekend getaway or gearing up for a long-haul flight. Safe travels!
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14 Responses
Lots of great tips Jolynne! I’ll add a couple I learned when flying a lot for work. Even if I’m wearing a casual shoe that doesn’t need socks, I stick a pair in my tote since it’s always colder at higher elevation. I always take a lightweight sweater for the same reason even if going from one warm locale to another. Also I didn’t know this for a long time and it may be tmi but apparently the higher altitude affects how our body processes food and can cause bloating, especially for those of us with sensitive stomachs. Once I learned this, I made sure to wear pants with an elastic waistband instead of jeans and was much more comfortable! Typically I wear vuori joggers, but when my schedule means I need to wear something more put together or professional I’ll wear a pair of knit dress pants with a flat front (but stretchy!) waistband. As to carry on totes, I agree the “sleeve” that allows it to slide onto the suitcase is a game changer!
We fly a lot now that our kids live far away & we visit them multiple times a year. One travel tip I saw online regarding clothes to wear when flying is to wear natural fabric that won’t melt to your skin if – God forbid – your airplane catches on fire. I know that sounds morbid, & I am not a negative person normally (nor superstitious), but I proactively wear 100% cotton clothing when I fly now!
Yikes!
I’m going on a bus trip to Bird-in-hand and probably need a little more comfort than you. 6 hours in a bus and a lot of walking. Any ideas?
I’d start with my shoes and go with my favorite fashionable but walkable sneakers. And then I would pick the jeans that I like to wear with those, preferably a pair with good stretch. And then I would pick a cute top or tee that can stand alone when it gets warm, and a jacket that works well on top that I can also use with my other outfits on the trip.
Another option could be lightweight pants like the Athleta endless ankle pants.
Ok, I ordered a pair of the Athleta pants in the olive and wore it 3 days in one week- for PT, my son’s crew event, and a hike. I received so many compliments and they were so incredibly practical and comfortable that I ordered two more pairs in navy. I was lucky to use your link during the sale. Anyway, thank you!! These pants have been a complete game changer and I would never have found them on my own!
Love hearing that!
Is the Paul Green Hadley the most comfortable sneaker you own or travel with? I had the opportunity to try a pair on at Nordstrom’s a couple of days ago. The leather was incredibly soft and they felt great on. The only thing giving me hesitation is the price. I’m also considering a pair of Veja’s but the pair I ordered was too big and felt like a brick. The salesperson at Nordstrom said they just need to be broken in but the leather felt like it was coated in plastic especially compared to the PG. I noticed you wearing them a lot in the photos in this post.
Love all of your posts but will refer back to this one in the fall when I’m traveling to Paris.
Yes, for sure. Well worth the investment!
I have both – the Veja and the Paul Green. The Paul Green are extremely comfortable from day 1.
Hi, please discuss toiletries containers!
I always wear cotton on flights, from a safety presentation years ago about fires on planes and melting fabrics. Ugh. I also bring a neutral cashmere wrap because planes get cold at high altitudes. And GF snacks!!!!
I’m looking at TravelPro. They have an internal phone charger, sturdy zipper, integrated locks, and great wheels.
What size F & E jeans are you wearing? I love their tops but have not had lots of luck with the pants I have bought in the past. Now that I have lost some weight, I’d like to try the jeans.
The 29. I find their sizing guidelines to be pretty accurate if they tell you that’s true to size or a size up. I sized up in the Derry jeans that are the pull on style but the gaucho jeans and the Derry with the zipper fit fine in the 29.