Unless otherwise specified, all sizes listed in this post are in women's.
1. A luggage-mounted cup caddy because if you're anything like me, coffee is HIGH on your list of airport priorities and you could likely use an extra hand to carry it.
Promising review: "This cup holder is perfect! It helps me a lot! Last time I took a plane with a suitcase and a cup of coffee, I dropped and spilled my drink everywhere when it was my turn to check my passport and ticket. It was a nightmare! This time, I bought this cup holder to do me a favor! I don't have to worry about where my cup and phone are! I can free my hands to do other things. I love it so much! Hope you love it too." —Philip
Get it from Amazon for $15.99+ (available in 30 colors/patterns).
2. A nifty universal phone mount so you can pass your high-altitude hours *finally* catching up on second season of The White Lotus. Seeing as you spent all your time at the gate painstakingly downloading them over airport Wi-Fi, it'd be a total waste if you didn't. 🤷♀️
Promising review: "I bought this gadget about six months for a multi-leg, ultra long haul trip and it more than held up the entire duration. I was able to finagle it to fit the tray tables on different planes and like others, I find the height just nice when clamped onto a stowed tray table. It also works on my roller carry-on handle during layovers. However, I find myself using it a lot outside of travel too! Work-wise, I've clamped it onto my office desk shelving to hold my phone at eye level beside my computer. At home, I simply clamped it to a deck of cards and it turns into a versatile stand that I can place on any flat surface. Heck, I've been using it to hold my phone comfortably at eye level while watching videos in bed. It's extremely well-built and I find myself fidgeting with it all the time. Thus far it still feels solid and I don't anticipate breaking it any time soon. Even if it does break, I'll be happy to buy another one or two of it!" —Earendil
Get it from Amazon for $12.97 (available in three colors).
3. An off-the-shoulder jumpsuit with over 28,000 5-star ratings and rave reviews from flight attendants!
Promising reviews: "This is perfect for travel. I've worn it as PJs, on a plane with a blazer, and for a nine-hour car trip. Super comfortable and goes anywhere. I'll definitely be getting more!" —My Cat Steve Judges My Purchases.
"I bought the navy blue to take on vacation after reading an article about how easy care these jumpsuits are. I loved it so much I bought the green. I take them out of my suitcase, hang them up, and they are ready to go in a few hours, no ironing needed. I get compliments every time I wear one of them." —AKSunshine
Get it from Amazon for $34.99 (available in sizes S–3X and 31 colors/patterns).
FYI, if you have Amazon Prime, you can give this a spin before you buy it!
4. A set of compression cubes if — despite your best efforts — you're prone to packing everything but the kitchen sink.
Promising review: "My wife and I have done considerable traveling over the past five years. During this time, we've each used a single carry on for trips long and short. We've found packing cubes a must on any trip. Simply put, they allow you to pack more clothes. Now, having said that, not all packing cubes are the same. Here's why I feel the Tripped Travel Gear Packing Cubes are better than others. The compression zip alleviates the back from adverse strain during the zipping process, which, with other packing cubes, causes broken zippers, broken zip straps, and torn mesh fabric. The nylon fabric used makes a HUGE difference compared to mesh and cheap fabric styles. I've gone through three compression bags from other manufacturers and the issue with other fabric is the stretch it gives. You want it to give a little bit then stop. This nylon fabric used in the travel gear packing cube is perfect. In addition, the handle has come in handy in many situations where we have to take bags in and out during customs, camping trips, etc. The positioning of where the handle is stitched into, as well as the size of the handle, makes a big difference down the line and it can handle wear and tear. All in all, we feel these compression packing tubes are the best product on the market and they make your packing experience less dramatic, and handle all the issues of a long or short trip. These are a MUST-buy." —Amazon Customer
Get them from Amazon for $18.95+ (available in packs of two, four, or six and in 10 colors/designs).
5. A pair of Thigh Society cooling shorts you can slip on under skirts, dresses, and anything else you'd usually chafe in. These babies don't roll, ride up, or give you dreaded swamp bum — they're basically just like a second skin.
Thigh Society is a woman-founded, size-inclusive small biz from Marnie Consky.
I recently bought two pairs of these — in black and nude — and I am simply in love. Chub rub has always been a part of my life and until now, I didn't have a great way of preventing it. I've tried various sport shorts and slathering my thighs in deodorant but those methods just weren't cutting it. These shorts are unbelievably lightweight and breathable, superrrrrr stretchy (but not in a way that bags out after extended wear), and they do. not. roll. or. fall. down. I wear them under all of my skirts and dresses (because I also have an irrational fear that everything I wear is see-through when the sun hits it) and I will definitely be buying more!
Promising review: "I bought these to wear under dresses for a trip to Europe because it was supposed to be really hot, and they worked great. They were light, stretchy, and there was no chafing. Maybe not the most moisture wicking, but they were very comfortable, and I wore them several times." —Meghan O'Leary
Get it from Thigh Society for $39 (available in sizes XS-2XL, four lengths, and in six colors).
6. An AirFly Pro wireless transmitter so you can use your Bluetooth headphones to watch all the in-flight movies you didn't feel like paying $15 to see in theaters.
AirFly Pro also comes with a USB-C charging cable, travel pouch, keychain holder, quick start guide, and manual.
Promising review: "Ever since I purchased my wireless Bose earbuds, I always hated having to use another set when I was on an airplane with the seat-back entertainment system. I tried many different models to connect the system to my Bluetooth headsets until I came across this one, and it is amazing! It seamlessly connects to my headset, very clear and reliable audio, and it takes the stress away from having to carry multiple headsets! Thank you!!!" —Ryan Malloy
Get it from Amazon for $31.92+ (available in three models).
7. A Pashmina scarf ready to be fashioned into a blanket or pillow when flying; a wrap when you're cold or need something modest for visiting cultural sites like temples; or even a shield from the sun as it offers UPF 50+ protection!
Promising review: "I absolutely love this wrap!! It is the perfect weight and size for travel. It didn't leave my side on an 11 day backpack trip through Europe and was used as a scarf, blanket, towel, and wrap all throughout the trip. Fashionable enough to dress up a basic travel day outfit, warm enough to keep away a chill on a cooler night, and light enough to pack away small into a bag or tie around a purse strap. I can't say enough great things! I am buying these as gifts for everyone I know who travels." —Jenn
Get it from Amazon for $46+ (available in six colors).
8. An Alleyoop all-in-one razor — a TSA-approved gadget with a refillable spray bottle, shea butter moisturizing bar, and two triple-blade razor cartridges. The design is genius, but even better, the moisturizing bar won't melt so if you're traveling somewhere hot it'll fare just fine.
Promising review: "Wow! What a unique product in design, packaging, instructions, and function. The all-in-one razor has all you need for a clean shave in one little luxury gadget! Never saw anything like it! True practical genius meshed with super-slick whimsy!! Love it!" —Phyllis B.
Get it from Alleyoop for $16.
9. A pair of compression socks that — while not the most fashion-forward garment — will help with mid-flight circulation so your legs don't have to be any more uncomfortable than they already are.
Promising review: "I have used quite a few compression socks and have found that these are the best. I travel extensively for work, which means long airport walks and sitting and waiting, followed by long flights, and these have left my legs feeling great with no swelling and no leg pain later in the day. They do a great job of providing compression to the leg and calf without being too constricting in the foot area. Other products I have tried tend to be very tight in the foot area. I own quite a few pairs of these for longer than six months and use them regularly, I have found that they are durable and the compression has been consistent." —Ted E.
Get them from Amazon for $18.27+ (available in three sizes and 13 colors/designs).
10. A pair of Adidas Cloudfoam sneakers because the eighth layer of hell — the one Dante totally forgot to mention — is getting an excruciating blister on day one of your vacation and then having to either cancel all your walking-intensive excursions or suck it up and hobble through them.
Promising review: "I purchased these for a vacation and am so glad I did. I walked 12 miles in them on day one of our trip and my feet were tired but also comfortable! I did get a tiny blister on the top of my ankle where the tongue rubbed above my sock, but considering the amount of walking we did this is pretty darn good! They are stylish and cute and not too bubbly (I hate the new style where the sole of the shoe bubbles out around your foot). They are classic and so comfortable, easy to slip on and off at the airport, and super stylish!" —Alicia
Get them from Amazon for $40.80+ (available in sizes 5–12 and in 38 colors).
FYI, if you have Amazon Prime, you can give these a spin before you buy them!
11. A pair of cropped, feather-light pants that do 👏 not 👏 wrinkle 👏, offer UPF 50+ protection, and dry in a flash in case you need to wash 'em in the sink before the next leg of your trip.
I have these in black and they are my go-to pants for travel days — especially ones that involve flying. The wide-leg design/silky fabric is ultra-comfortable, the pockets are large enough for smartphones, boarding passes, and passports, and the elastic waist/drawstring sitch guarantees there's no pinching or bagging even if you're sitting and/or standing for an incomprehensible amount of time. The sides also have some subtle darting that take them up a notch in the ~fashun~ department.
Promising review: "I can't think of anything I don't like about this pant. The material is wonderful and easy to care for. I like the crop as you can so easily dress them up or down. I have found traveling with two pairs of these, four or five tees, a wrap, a pair of sandals and flats, and wearing sneakers I can be gone for a week in a carry-on only. Couldn't live without them." —LaVon V
Get them from Athleta for $34.97+ (available in sizes 0–26 and in three colors).
12. Or some slim-fit pull-on pants so you look extremely pulled together at the airport (see: the ankle-length cut and darted detailing), but also feel like you're in your pajamas since you're catching a red-eye flight.
Promising review: "This is my fourth pair in the black color of this ankle pants!!!! Last year's style had draw strings and found it unnecessary and useless. So glad they took out the draw strings this year!!!!! Absolutely love them. They can be worn dressed up or dressed down. I typically wear mine with casual tennis shoes, sandals, or slip-ons. I find they run a tad big. They wash and dry so well. They are wonderful for travel as well. I have some other prints, too, and love how they feel. These are great for work or casual day out!!!!!" —mommat
Get them from Target for $25 (available in sizes XS–4X and in four colors and heather gray plaid).
And check out more about Target’s Viral "Office Sweatpants."
13. A roomy duffel bag — that can be carried like a purse or cross-body — with a 15.6-inch padded laptop sleeve and various internal and external pockets so you can organize all of your outfits and accessories.
It's water-resistant and has an adjustable long strap.
Promising review: "Exactly what I was looking for in a weekend bag. It is very well made, good construction from zippers to straps, inside and out. I was able to pack all my needed items for the weekend, including laptop. Extremely happy with this bag. Will gladly use this bag on longer trips as well. I purchased the light pink color and it's perfect." —pixie trinket
Get it from Amazon for $22.99+ (available in 40 colors).