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Let’s be honest: for all the time we spend planning the outfits we’ll wear on vacation, the one we actually travel in usually gets the short end of the stick. If your go-to travel clothes still consist of the classic sweatpants-and-hoodie combo (guilty!), consider this your sign to level up. Comfort is non-negotiable when you’re catching flights, but that doesn’t mean you have to look like you just rolled out of bed. The good news? Cozy, travel-friendly outfits have come a long way, and I’ve put together five looks to prove it—and all without spending more than $100.
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From elevated athleisure that feels like a second skin to matching sets that look way more expensive than they are, these under-$100 Amazon finds deliver major main character energy—even at 30,000 feet. So go ahead and retire those old travel sweats; these five airport-ready outfits will have you looking (and feeling) first-class from takeoff to touchdown.
Look 1
Travel + Leisure
I’m a firm believer that every travel wardrobe should include a pair of wide-leg pants. This pair from Ewedoos will keep you looking polished while still feeling like your favorite pair of lounge pants. Pair them with this unique $30 mock neck sweater that adds warmth and texture without veering into the too-bulky-to-pack territory. It’s stylish enough to read as chic, but cozy enough to nap in at cruising altitude.
Then, slip on these Hash Bubbie ballet flats—which I like to consider the quiet hero of any travel wardrobe. They’re timeless, easy to pack, and most importantly, comfortable enough to sprint through the terminal in. Round it all out with the Bagsmart tote bag, which expands to fit all your travel-day essentials but folds down when space is tight. Together, the combo says, “Yes, I travel smart and I do it in style.”
Look 2
Travel + Leisure
For travelers who crave that sweatsuit energy but still want to look like they made an effort, consider this outfit your new go-to. The entire look rings up to just $78—proof that traveling in style doesn’t have to come with a first-class price tag.
Start with this best-selling lounge set, which Travel + Leisure has dubbed the “best airplane outfit.” The set includes a half-zip sweatshirt and matching wide-leg pants that are both versatile enough to mix and match with other items in your suitcase. Plus, the soft knit fabric is thick and feels more luxe than what its wallet-friendly price suggests.
To elevate the ensemble, slip on these platform mini boots that add just the right amount of height while keeping things grounded in comfort. Finish it off with this crossbody belt bag, a hands-free essential that keeps your passport, phone, and wallet within reach. Together, this under-$80 combo makes getting ready for a flight or exploring a new fall destination feel a lot more effortless.
Look 3
Travel + Leisure
Athleisure gets a major glow-up with this under-$100 travel outfit that’s equal parts sporty and sophisticated. The foundation starts with these Gym People Jogger Pants, which nail that relaxed-yet-refined fit thanks to their soft, stretchy fabric and tailored silhouette. Pair them with the half-zip cropped pullover sweatshirt for a look that feels cozy but pulled together. The subtle, cropped cut keeps proportions flattering, and the outfit can easily be layered under a jacket or trench.
Keep things comfortable from head to toe with these platform sneakers—a dead ringer for the classic Converse style at a steal of a price. They add a little lift while keeping you light on your feet. Finish things off with the crossbody sling bag, a compact yet roomy travel essential that’ll keep your daily necessities right where you need them. Considering you’ll want to wear these pieces over and over again, this outfit is a steal at just $89.
Look 4
Travel + Leisure
If your Pinterest boards are full of “elevated basics” inspo, this autumnal outfit deserves a spot in your carry-on. It’s the perfect example of how to take classic staples and give them that jet-set twist. The vibe? Minimalist-meets-main-character.
Let’s start with this two-piece matching set—a total cheat code to always looking coordinated with minimal effort. The classic long-sleeve top and relaxed-fit pants deliver that easy, monochrome polish you can wear straight from the airport to exploring a new city. Pair it with this cropped jacket, available in several trendy patterns, for a touch of structure and warmth without the bulk. It’s the kind of layer that instantly makes any outfit look intentional—even when you got dressed in five minutes to make it to the airport early.
Finish the look with all-white tweed platform sneakers that add subtle texture and height while staying neutral enough to go with anything you pack. Toss on this leather crossbody bag, a timeless essential that keeps your essentials right where you need them and your hands free. The result? An outfit that transforms everyday basics into something travel-ready, sophisticated, and worth repeating—no overthinking required.
Look 5
Travel + Leisure
This look doesn’t scream “travel day,” but it secretly checks every comfort box. It’s refined, a little unexpected, and a reminder that your airport outfit can look straight out of a street-style roundup without sacrificing ease.
At the heart of it is this matching two-piece skirt set, crafted from a cozy sweater-knit material. The fitted midi skirt and long-sleeve sweater combo give you that pulled-together silhouette while still being stretchy and soft enough for hours in a window seat. It’s the kind of set that looks intentional and chic—no one would guess it’s just as comfy as your go-to sweats.
To ground the look, add these Chelsea boots with a chunky sole and a slip-on design that makes slipping through TSA feel like a breeze. Finish it off with this small sling backpack, a compact yet surprisingly roomy bag that keeps your essentials close without weighing you down. Together, the trio shows you don’t have to trade style for comfort (or affordability).
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