February 7, 2025 Shopping Style Packing Guides

20+ Chic Airport Outfit Ideas Comfortable Enough For Long-Haul Flights - For Summer or Winter Travel

After 9 years of full-time travel and I've perfected what to wear to the airport and what to bring for any trip. From transcontinental long-haul travel, to un-air-conditioned small island hopper flights, how to stay comfy and still dress to impress well enough for even first class.

Jump ahead to the shopping list here!


Summer Travel Outfits:


Linen pants, a thick ribbed tank, an over shirt for air conditioning, and walkable but secure sandals.

Linen Pants (I have these in multiple colors and they come with me constantly) - Amazon

Cropped Square Neck Ribbed Tank (my favorite kind to travel in sans bra) - Quince

Will Oversized Shirt - Reformation

The Getaway Sandals (available in 6 colors) - Free People

Italian Leather Triple Compartment Shopper Tote (Available in 6 Colors) - Quince



Relaxed and Effortless for island hopping and short-haul flights

Shauny Raffia Sandal - Dolce Vita

Italian Leather Laptop Backpack (In 3 shades of leather) - Quince

100% Cotton Relaxed Strada Set (In 4 earthy colors) is a crazy deal at $78 - Free People

80's Comfy Denim Shirt (In 15 shades!) - Artizia

Ciao Linen Hat - LPA



A breezy dress, overshirt, and sneakers combo for hot days in small airports

Everyday Cotton Crew Socks - Quince

Ultra Stretch Mini Dress (In 5 colors) - Uniqlo

Alohas 490 Sneakers (In 6 fun color combos) - Free People

Carry-On Roller Suitcase - Beis

"Do Less" Cotton Hat - Motel Margarita

The Famous Fits-Everything Shoulder Sling Bag (In standard and seasonal colors) - Uniqlo



A layered cardigan and denim shirt make the perfect combo

80's Comfy Denim Shirt (In 15 shades!) - Aritzia

Daily Sling Chest Bag (In 20 colors) - Amazon

High Rise Loose Denim Short (In 8 shades) - Abercrombie

100% Organic Cotton Crewneck Tee - Quince

Blossom Buckle Sandals (In Chestnut and Black) - Free People

Cashmere Blend Hooded Cardigan - Lovers & Friends




All Season Travel Outfits:


Loose, wide-leg jeans and the coziest sweater for a practical, cool combo.

Neria Ribbed Tank - We The Free

Round Mini Shoulder Bag (In many colors and textures) - Uniqlo

9060 Dad Sneakers (In 4 color combos) - New Balance

Australian Merino Wool Half Zip Sweater (In 4 color) - Quince

Ribcage Wide Leg Jeans - Levi's

Always flying in my favorite Low Rise Boyfriend jeans and tying a sweater around your shoulders is an entire vibe change from around your waist




Matching Athleisure to survive any long-haul.

Sidewalk Low-Top Sneakers - Madewell

Cozy Sweatfleece Perfect Hoodie (In endless colors) - Aritzia

Cozy Sweatfleece Mega Sweatpant (In endless colors) - Aritzia

Go-Getter Wristlet (to keep your essentials on you at all times) - Aritzia

Clean Slate Ribbed Tank Top - Free People

Butter Hold Tight Bra Top - Aritzia



Linen pants and leather slides look right at home in the first class lounge.


Italian Leather Loafer Mule (in white, tan, and black) - Quince

100% Cotton Half Zip Sweater - Varley

100% European Linen Wide Leg Pants (In 8 colors) - Quince

YPB - SculptLux Apron Tank (In 4 colors) - Abercrombie

Italian Suede Shopper Tote (In Tan, Brown, and Navy) - Quince




A matching set looks intentional - even while being ultra-comfortable

Knit 2-Piece Striped Lounge Set (In 8 combos) - Amazon

Utility Denim Shirt - Babaton

Scoop Neck Longline Bra Tank (in 14 colors) - Quince

Expandable Carry-On Suitcase (in 6 colors) - Quince

Suede Clogs (In 3 colors) - Quince

Italian Leather Handwoven Tote - Quince



A matching cozy set and coordinated colors for an effortless clean-girl look

Waterproof Duffel Bag with USB charging (in 15 colors) - Amazon

2 Piece Ribbed Knit Outfit (in 20 colors) - Amazon

Roselle Half Zip Fleece Sweater - Varley

Tornado Colorful Wear-Everywhere Sneakers (In 7 color combos) - Gola

Airport Knee High Compression Socks - Falke

Expandable Carry-On Suitcase (in 6 colors



Casual and cool, but not disheveled, with easy slip-off shoes.

Perfect Oversized Tee (In 10 colors) - Free People

Dropped Boyfriend Low Rise Jeans - Free People

"Do Less" Cotton Hat - Motel Margarita

Utility Denim Shirt - Babaton

Axell Leather Chunky Loafer - Tony Bianco

Italian Leather Triple Compartment Weekender Bag - Quince



Travel Outfits For Fall and Winter:



Wear your heaviest boots and coat onto the plane to make packing easier.

High Maintenance Hoodie - Abercrombie

Organic Cotton Micro-Rib Tank (Comes in a 3 pack!) - Quince

100% Leather Biker Jacker (In 4 shades) - Quince

The East West Travel Tote (In 5 colors) - Beis

Ribbed Flare Pants - Tularosa

Hilora Waterproof black leather boots - Dolce Vita 

I always carry on my biggest coat in the winter - to save room and repurpose as an amazing in-flight blanket.




Comfy enough for a long flight, and put together enough to go straight from the airport without changing.

Mongolian Cashmere Crewneck Sweater - Quince

Low Slung Baggy Jeans - Agolde

Goldie Nylon Shoulder Bag - Aritzia

Mock Neck Sleeveless Top - Petal & Pup

Finch Waterproof Trench Coat (In 5 Colors) - Aritzia

Strappy Leather Mary Jane Ballet Flat - Alohas

For transcontinental flights, you can't beat an adorned pair of sweatpants - especially if you get them a size or two bigger than your normal size for an extra comfy fit. 

Dark Green Heart Sweatpants - The Mayfair Group

327 Sneakers (in 10 color combos) - New Balance

Second Skin Cropped Tee - Quince

Cozy Sweatfleece Perfect Hoodie (in 20 colors) - Aritzia

Goldie Nylon Shoulder Bag - Aritzia

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