Having multi-purpose, functional pieces makes it way easier to pack carry on only! Leggings serve so many purposes whether it’s sleepwear, active wear, or comfortable bottoms to a travel outfit. Whether you like the athleisure look or if you’d rather look both comfy and polished, I have some stellar recommendations from Amazon all under $50 each! After months as full-time traveler, here are a few of my favorite go-to leggings for flying, sightseeing, and exploring the best destinations around the world.

What I look For In Leggings
As a midsize woman, I fall somewhere between the smallest and thinnest and plus sizes. It’s hard to find clothes and photos catered for the in-between sizes! For reference, I’m 5’9, Size 10 (30), (mostly size L or XL, brand depending), and a soft dramatic Kibbe body type (basically an hourglass). I don’t keep or recommend leggings that fall down all day, are ever see through, or become threadbare quickly. Whether the leggings are for going out, staying in, or adventuring around, they need to hold me in and be supportive yet breathable.
If you’re looking for other midsize packing recommendations, check out these blogs:

For Long Plane Rides
For long plane rides, comfort is key, and these leggings have got you covered. They’re lightweight and breathable with a wide elastic waistband that will never cut into you. The moisture-wicking fabric is definitely key for the lengthy travel days as well! Once you’ve arrived at your destination, they’ll easily work for any travel day whether it’s exploring ancient ruins or lounging around the hotel. As an added bonus – these leggings come in two different inseam lengths so you can finally get the length that works best for you!

Leather-Like Leggings
If you don’t like the athletic wear look of classic black leggings, these leather-like leggings will do the trick to pull together even very casual looks quickly! I love to pair mine with a black graphic tee and sneakers for a day at Disney parks or for an airport look. They’re so comfortable and stretchy while looking just a bit more elevated than your basic leggings. As an added bonus – these leggings come in two different inseam lengths so you can finally get the length that works best for you!

Leggings Soft Enough to Sleep In
When it comes to long flights or road trip drives, comfy clothes can make a huge difference in the travel day. Though it’s an often overused phrase, these super soft leggings are seriously buttery-soft! Their four-way stretch allows for freedom of movement, and the wide waistband ensures a secure yet subtle snuggly hold.

Leather-Like Leggings
If you don’t like the athletic wear look of classic black leggings, these leather-like leggings will do the trick to pull together even very casual looks quickly! I love to pair mine with a black graphic tee and sneakers for a day at Disney parks or for an airport look. They’re so comfortable and stretchy while looking just a bit more elevated than your basic leggings. As an added bonus – these leggings come in two different inseam lengths so you can finally get the length that works best for you!

Leggings Soft Enough to Sleep In
When it comes to long flights or road trip drives, comfy clothes can make a huge difference in the travel day. Though it’s an often overused phrase, these super soft leggings are seriously buttery-soft! Their four-way stretch allows for freedom of movement, and the wide waistband ensures a secure yet subtle snuggly hold.


Insulated Leggings With Extra Warmth
When traveling to colder destinations, insulated leggings with extra warmth are a must-have. These leggings are fleece-lined on the inside with great insulation, keeping your legs comfortably warm in chilly weather whether you’re playing in the snow, exploring New York, or meandering through European Christmas markets.

Leather-Like Leggings
If you don’t like the athletic wear look of classic black leggings, these leather-like leggings will do the trick to pull together even very casual looks quickly! I love to pair mine with a black graphic tee and sneakers for a day at Disney parks or for an airport look. They’re so comfortable and stretchy while looking just a bit more elevated than your basic leggings. As an added bonus – these leggings come in two different inseam lengths so you can finally get the length that works best for you!

Leggings Soft Enough to Sleep In
When it comes to long flights or road trip drives, comfy clothes can make a huge difference in the travel day. Though it’s an often overused phrase, these super soft leggings are seriously buttery-soft! Their four-way stretch allows for freedom of movement, and the wide waistband ensures a secure yet subtle snuggly hold.


Insulated Leggings With Extra Warmth
When traveling to colder destinations, insulated leggings with extra warmth are a must-have. These leggings are fleece-lined on the inside with great insulation, keeping your legs comfortably warm in chilly weather whether you’re playing in the snow, exploring New York, or meandering through European Christmas markets.

Leather-Like Leggings
If you don’t like the athletic wear look of classic black leggings, these leather-like leggings will do the trick to pull together even very casual looks quickly! I love to pair mine with a black graphic tee and sneakers for a day at Disney parks or for an airport look. They’re so comfortable and stretchy while looking just a bit more elevated than your basic leggings. As an added bonus – these leggings come in two different inseam lengths so you can finally get the length that works best for you!

Leggings Soft Enough to Sleep In
When it comes to long flights or road trip drives, comfy clothes can make a huge difference in the travel day. Though it’s an often overused phrase, these super soft leggings are seriously buttery-soft! Their four-way stretch allows for freedom of movement, and the wide waistband ensures a secure yet subtle snuggly hold.

Pants-Like Leggings
These thick pants-like leggings have a tailored and structured design that resembles classic black skinny pants, offering a versatile option for both casual and dressy settings while traveling. Pair them with an oversized tee and sneakers during the day then a button down and low pumps at night. Perfect for saving space when you’re traveling carry on only!

Compression Leggings
Need a bit more support on an active hiking or travel day? These compression leggings have a blend of nylon and spandex which make them both comfortable and durable. The moisture-wicking fabric keeps you dry, and the flatlock seams prevent chafing, ensuring support and comfort throughout your travels.


Insulated Leggings With Extra Warmth
When traveling to colder destinations, insulated leggings with extra warmth are a must-have. These leggings are fleece-lined on the inside with great insulation, keeping your legs comfortably warm in chilly weather whether you’re playing in the snow, exploring New York, or meandering through European Christmas markets.

Leather-Like Leggings
If you don’t like the athletic wear look of classic black leggings, these leather-like leggings will do the trick to pull together even very casual looks quickly! I love to pair mine with a black graphic tee and sneakers for a day at Disney parks or for an airport look. They’re so comfortable and stretchy while looking just a bit more elevated than your basic leggings. As an added bonus – these leggings come in two different inseam lengths so you can finally get the length that works best for you!

Leggings Soft Enough to Sleep In
When it comes to long flights or road trip drives, comfy clothes can make a huge difference in the travel day. Though it’s an often overused phrase, these super soft leggings are seriously buttery-soft! Their four-way stretch allows for freedom of movement, and the wide waistband ensures a secure yet subtle snuggly hold.

Leggings With Pockets
Leggings with pockets are one of the most genius inventions. This pair is high-waisted with large but discreet side pockets that are incredibly convenient for carrying small essentials like keys, cards, or a phone. For other midsize travel girls like myself, you know how important it is to find a pair of leggings that actually stay up all day. These definitely do! I love that you don’t have to fuss with them and pull them back up into place all day and that they’re never see through!

Pants-Like Leggings
These thick pants-like leggings have a tailored and structured design that resembles classic black skinny pants, offering a versatile option for both casual and dressy settings while traveling. Pair them with an oversized tee and sneakers during the day then a button down and low pumps at night. Perfect for saving space when you’re traveling carry on only!

Compression Leggings
Need a bit more support on an active hiking or travel day? These compression leggings have a blend of nylon and spandex which make them both comfortable and durable. The moisture-wicking fabric keeps you dry, and the flatlock seams prevent chafing, ensuring support and comfort throughout your travels.


Insulated Leggings With Extra Warmth
When traveling to colder destinations, insulated leggings with extra warmth are a must-have. These leggings are fleece-lined on the inside with great insulation, keeping your legs comfortably warm in chilly weather whether you’re playing in the snow, exploring New York, or meandering through European Christmas markets.

Leather-Like Leggings
If you don’t like the athletic wear look of classic black leggings, these leather-like leggings will do the trick to pull together even very casual looks quickly! I love to pair mine with a black graphic tee and sneakers for a day at Disney parks or for an airport look. They’re so comfortable and stretchy while looking just a bit more elevated than your basic leggings. As an added bonus – these leggings come in two different inseam lengths so you can finally get the length that works best for you!

Leggings Soft Enough to Sleep In
When it comes to long flights or road trip drives, comfy clothes can make a huge difference in the travel day. Though it’s an often overused phrase, these super soft leggings are seriously buttery-soft! Their four-way stretch allows for freedom of movement, and the wide waistband ensures a secure yet subtle snuggly hold.

Leggings With Pockets
Leggings with pockets are one of the most genius inventions. This pair is high-waisted with large but discreet side pockets that are incredibly convenient for carrying small essentials like keys, cards, or a phone. For other midsize travel girls like myself, you know how important it is to find a pair of leggings that actually stay up all day. These definitely do! I love that you don’t have to fuss with them and pull them back up into place all day and that they’re never see through!

Pants-Like Leggings
These thick pants-like leggings have a tailored and structured design that resembles classic black skinny pants, offering a versatile option for both casual and dressy settings while traveling. Pair them with an oversized tee and sneakers during the day then a button down and low pumps at night. Perfect for saving space when you’re traveling carry on only!

Compression Leggings
Need a bit more support on an active hiking or travel day? These compression leggings have a blend of nylon and spandex which make them both comfortable and durable. The moisture-wicking fabric keeps you dry, and the flatlock seams prevent chafing, ensuring support and comfort throughout your travels.


Insulated Leggings With Extra Warmth
When traveling to colder destinations, insulated leggings with extra warmth are a must-have. These leggings are fleece-lined on the inside with great insulation, keeping your legs comfortably warm in chilly weather whether you’re playing in the snow, exploring New York, or meandering through European Christmas markets.

Leather-Like Leggings
If you don’t like the athletic wear look of classic black leggings, these leather-like leggings will do the trick to pull together even very casual looks quickly! I love to pair mine with a black graphic tee and sneakers for a day at Disney parks or for an airport look. They’re so comfortable and stretchy while looking just a bit more elevated than your basic leggings. As an added bonus – these leggings come in two different inseam lengths so you can finally get the length that works best for you!

Leggings Soft Enough to Sleep In
When it comes to long flights or road trip drives, comfy clothes can make a huge difference in the travel day. Though it’s an often overused phrase, these super soft leggings are seriously buttery-soft! Their four-way stretch allows for freedom of movement, and the wide waistband ensures a secure yet subtle snuggly hold.