Travel Outfits That Are Both Stylish and Comfortable

Every time I’m getting ready to leave for a trip, there’s one thing that always crosses my mind when it’s just a little too late: What am I going to wear on the plane?! I know it might seem like it doesn’t matter, but I always like to put together travel outfits that are at least a little bit stylish and put-together.

After all, you really never know what can happen during a day of travel. You could have a chance encounter with a celebrity, you could make a new friend, you could run into someone you know, or you could even be forced to repurpose your travel outfit in the case of missing luggage. And truly, who doesn’t want to give off mysterious cool mom energy at the airport?

That’s why we’ve put together five mom-friendly travel outfits—whether you’re flying, traveling by train, or going on a road trip—that are both stylish and comfortable. Check them out below:

In this article

Classic Athleisure

This look combines the best of both worlds: comfy loungewear and chic athleisure. Perfect for long travel days and keeping up with your little ones, this ‘fit will have you feeling ready for your next adventure.

Shop this look:

1. long-sleeve top
2. sherpa zip-up
3. flare leggings
4. sneakers
5. duffel bag

Chic & Polished

For the moms that want to emulate quiet luxury when traveling, this one’s for you. The elevated accessories in this look are just enough to take your jeans-and-a-tee combo to the next level.

Shop this look:

1. boat-neck tee
2. cashmere wrap | budget-friendly option
3. wide-leg jeans
4. Mary Jane flats
5. leather tote

Elevated Casual

This option features Everlane’s cult-favorite Dream Pant—made from a comfortable and wrinkle-resistant fabric, but with the cut of a nice pair of trousers. Paired with a basic tee and half-zip sweater, this travel outfit is elevated with minimal effort.

Shop this look:

1. half-zip sweater
2. white tee
3. wrinkle-resistant knit pants
4. sneakers
5. leather tote

Laidback Cool

She’s not a regular mom, she’s a cool mom. This look is the perfect combination of trendy and casual, and this outfit formula is well-suited for all types of traveling. Tie the sweater around your shoulders to serve as the perfect layering option for all of the temperature changes of a travel day.

Shop this look:

1. baseball hat
2. basic tee
3. striped sweater
4. wide-leg lounge pants
5. quilted tote bag
6. sneakers

Comfy Cute

If there’s one thing we know, it’s that nothing beats a matching sweat set. You can never go wrong when throwing on your go-to set and favorite pair of sneakers and calling it a day!