Must-Have Carry On Bags That Are Trendy & Comfortable

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Imagine a time when plane passengers didn’t schlep onto the flight wearing flip-flops, sweatpants and yesterday’s t-shirt? Ah, yes it is hard for us to envision as well. Long gone are the days where going on a plane meant wearing your Sunday best. Now we all just pray that the passenger sitting next to us showered sometime within the last 48 hour period.

We’ve definitely been guilty of rolling out of bed and running to the airport with barely enough time to brush our teeth… but we also like to travel in style! From comfy yet fashionable clothes for the flight… to a killer luggage set, there’s just something that feels good about landing in style!

We have composed a list of carry on bags that are not only durable and comfortable… but also trendy! Even if you have to board the plane in pajamas, at least you will have a nice bag on your arm. If you find a carry on bag that you’ve just got to have, click on the image and it will take you directly to the shop!

Trending Carry On Bags


Travel with style toting a carry-on bag that is durable, comfortable and most importantly stylish. This list of carry-on bags is perfect for any traveler!Boho chic, durable and rugged all wrapped into one awesome backpack that will work for both men and women. Made from reclaimed leather and waxed canvas, this bag is perfect for all of your gear- laptops, cameras, and iPads.


Travel with style toting a carry-on bag that is durable, comfortable and most importantly stylish. This list of carry-on bags is perfect for any traveler!

You will have no problem pulling out your ID and boarding pass while rushing through security when you have this tote bag on your arm. With #travelinspo graphics on the outside and a denim fabric that will be sure to resist stains, this bag is cute while still getting the job done.



Travel with style toting a carry-on bag that is durable, comfortable and most importantly stylish. This list of carry-on bags is perfect for any traveler!The best thing about these 100% leather carry on backpacks is that they are also customizable! Add your initials for an extra touch to these contemporary yet laid-back pieces. These backpacks are completely effortless and really tie a look together… even if you are wearing sweatpants!


Want to learn how to become a Slick Traveler? Click here for our video with some useful tips & tricks!


Travel with style toting a carry-on bag that is durable, comfortable and most importantly stylish. This list of carry-on bags is perfect for any traveler!

This unisex, athletic barrel bag has an adjustable strap and grab handles with fastening adjustments. This bag is perfect for the sporty traveler who might like to add an edgy touch to go along with their lululemon track suit. Most importantly, this bag is ready for the rough and tough overhead cabin!


Travel with style toting a carry-on bag that is durable, comfortable and most importantly stylish. This list of carry-on bags is perfect for any traveler!

For a more laid-back/hippie vibe, grab this army-green, canvas backpack that can go straight from the plane to the campsite. With an array of graphics to choose from, multiple compartments.. including water bottle holders on the side, this lightweight backpack is fun and convenient.


Travel with style toting a carry-on bag that is durable, comfortable and most importantly stylish. This list of carry-on bags is perfect for any traveler!

Heading out on a weekend trip to the beach? This nautical bag screams salt, sand & sun. This weekend bag is large enough for the essentials, but still has a stylish and warm silhouette. Just don’t forget to dust all of the sand off before you get back on the plane. 😉


Travel with style toting a carry-on bag that is durable, comfortable and most importantly stylish. This list of carry-on bags is perfect for any traveler!

Slouchy, relaxed and worn… this carry on bag is perfect to go alongside ripped jeans and a simple white t-shirt. Elegant yet hipster, these backpacks are the perfect size for any occasion. Why not get more use out of your goods? Oh yeah.. and these babies are made with 100% vegan leather.


Travel with style toting a carry-on bag that is durable, comfortable and most importantly stylish. This list of carry-on bags is perfect for any traveler!

Preppy, classic and unique to you… throw your monogram on one of these carry on bags and move through the airport with class. This bag is made with heavyweight canvas.. so it is naturally water-resistant. Bring a 90s feel to your next excursion.

Thanks for checking in… what’s your must-have bag for a flight?

Travel with style toting a carry on bag that is durable, comfortable and most importantly stylish. This list of carry on bags is perfect for any traveler!

[Disclaimer: This blog post contains affiliate links. We may earn a small commission to fund our travels if you use these links. You will not be charged extra, and we’ll get to share more stories… and of course, all opinions are our own!]

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