A Complete Breakdown of the Best Airport ‘Fits

When you’re leaving your house for the airport at 5 am, the last thing you want to stress about is what to wear. This long-sleeve jumpsuit from Free People is a great solve for anyone who would rather board in their PJs than put on real clothes. The wide pantlegs and scoop neckline give it a trendy edge, while the slouchy fit and thumbholes make it ultra comfy in case your cabin is freezing (aren’t they always?). ($128, Free People)

Underwires simply do not mix with your well-deserved vacation time. This bralette has zero wires and removable cups for peak comfort. It’s made with Lululemon’s fastest-drying fabric that’s both stretchy and breathable. Plus, the straps are thin enough to hide under a tank. ($58, Lululemon) 

Why spend more time going through security due to your lace-ups when you can slip in and out of Uggs? Luckily, Ugg slippers worn out of the house are a thing again. These are extremely versatile, so while they may feel just as comfy as your morning slippers, they’ll look cool with your outfit. The inner sheepskin lining will also help keep your toes from freezing during your flight. ($124.95, Zappos)

Consider these crew socks the Goldilocks of your sock collection — they’re not too long, not too short. They’re made with a durable, stretchy ribbed fabric that holds up well in the wash. They go for $12.95 a pair, but you can also get three for $24. ($12.95, Gap)

When you’re racing out the door to catch a flight, it helps to have a massive bag you can throw all your last-minute items into. Shoppers rave about how comfy and lightweight this quilted carryall is, which has become something of a status item over the past year. Go ahead, add the extra snacks. ($78, Free People)

When in doubt, go for a set of joggers and the coziest sweatshirt you can find (more on that later). These full-length pants are made with Cozy Earth’s signature bamboo material that also happens to be an editor favorite. They come in regular and tall lengths. ($88, Cozy Earth) 

If you want to elevate your sweats, go for a matching set. This Cozy Earth hoodie is made of the same breathable bamboo material and comes in similar colors as the joggers above. If you’re not a fan of a hoodie, they also have mock neck and crew-neck pullover options, but we personally love a little extra head coverage on an overnight flight. ($98, Cozy Earth)

Just because you’re prioritizing comfort, doesn’t mean you have to sacrifice style. We love these New Balances for their retro-inspired design and pillow-like sole. They also come in 17 color combinations that all happen to work well as a neutral. ($74.99, Zappos)

If there’s one thing we can all agree on, it’s the importance of an oversized button-down while traveling. Hitting the beach? It’s the perfect cover-up. Heading to a meeting? It’s an office-ready top. Whatever you pair it with, you’ll look polished — even when you’re racing to catch your connecting flight. ($69.95, Gap) 

Leggings are a true travel staple. These high-waisted bestsellers from Beyond Yoga have been purchased over 3 million times. We’d credit that to their inclusive sizes (XXS-4X), buttery-smooth fabric, and super-stretchy elastic waistband. ($97, Beyond Yoga)

Trust us, they’re not a myth. They’re Rothy’s. These square-toed Mary Jane flats are designed to keep your feet blister-free. We loved pairing these with sundresses over the summer, but for fall, we’re going full Annie James with these flats, tight pants and or leggings, and an oversized button-up. Honey, you never looked better. ($159, Rothy’s)

Ever tried putting on a hoodie over a crisp button-down? Two words: sensory overload. Instead, go for this roomy wool blazer. It’s made with recycled materials and has just enough structure to pull together any outfit, but not so much that you feel trapped or uncomfortable. It also makes a great outerwear option if you’re flying somewhere cool. ($59+, Everlane)

Like a jumpsuit, a maxi dress is a great grab-and-go option if you don’t have much time to get ready. This one from Spanx has thick tank straps and hits right at the ankles. The side slit allows for extra airflow, and adds a little flair in case you want to throw on a pair of heels and statement earrings for a night out. ($88, Spanx)

A solid denim jacket is well worth the investment — and for all things classic denim, we turn to Levi’s. This '90s-inspired trucker jacket is lightweight and feels flexible compared to other, stiffer denims. Even better: You can throw it in the wash and the dryer. ($98, Levi’s)

You can never go wrong with a padded leather slide. These are way cuter than flip-flops or beachy slides, but feel just as easy and comfortable. For warm-weather vacations, you can slip these on while walking around town in shorts and a tank, or with a dress or skirt for a casual-chic look. ($49.99, DSW) 

We love how roomy and simple this crossbody is, but the real star of the show is the eye-catching circular top handle. The crossbody strap is adjustable, and it has six card slots and an interior divider so all your essentials will stay organized. ($188, Nordstrom)

These are what we call “everything” pants. If you’re heading to the office, errands, our happy hour, these are the pants. They’re designed to always look crisp and pleated, but the material secretly feels like sweatpants. We love dressing these up with kitten heels or flats, or dressing them down with sneakers and our favorite tee. ($129, Athleta)

We liked it, so we bought it in every color. This cropped tee from J.Crew hits all the right marks: relaxed fit, 100% premium-weight cotton, and machine-washability. Black or white would make for a great staple wardrobe addition, but we’d be remiss not to mention the unique fuchsia and pistachio colors. ($49.50, J.Crew)

Aka, the holy grail of layering. This cardigan is made with 100% Mongolian cashmere that’s naturally breathable and lightweight. It’s thin enough to tuck into pants or a skirt, but we also love draping it over our shoulders for a classic look. You can also wear it open with a tank or crop top underneath. The (cozy) possibilities are endless. ($79.90, Quince)

Not all loafers are built the same. These platform loafers from Reformation soften with use, so they’ll only get more comfortable. They come in five colors — including a fun cheetah print we think would work as a statement accessory for an otherwise monochrome outfit. The site says they run a bit large, so we recommend sizing down. ($278, Reformation)

If you want socks to last you a while, go for Bombas. Not only do they donate one pair to someone in need with every pair sold, but the materials they use include arch support and extra-long staple cotton for a softer, smoother feel. The ruffles are a good hack for upleveling your footwear. ($16, Bombas)