Travel

I Haven’t Checked a Bag in Years—This Carry-On Packing Formula Never Fails Me

written by ALYSSA ROTUNNO

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I Haven’t Checked a Bag in Years—This Carry-On Packing Formula Never Fails Me
Source: Jessica Friedhoff
I Haven’t Checked a Bag in Years—This Carry-On Packing Formula Never Fails Me
Source: Jessica Friedhoff

There’s a very specific kind of dread that settles in while you’re watching the luggage carousel spin long after everyone else has grabbed their bags. You start to bargain with the universe. You promise yourself that if your suitcase comes in the next five minutes, you’ll never overpack again. Been there, done that… perhaps too many times. Somewhere between delayed flights, gate changes, and the looming threat of lost luggage, I decided I was done with checked bags for good.

Of course, that was easier said than done. I’m not a minimalist. I like options. I like an outfit that makes sense for wine tasting and another for zipping around on a sightseeing city tour. And recently, on a tightly packed trip to Napa Valley, I needed all of that—plus my skincare routine and a shoe lineup that could go from off-roading to farm-to-table dinners. The trip was just three days, and I couldn’t waste any time waiting for my luggage on the dreaded carousel.

After years of traveling with just a carry-on (from weekend getaways to full-blown international trips), I’ve developed a formula that hasn’t failed me yet. It’s streamlined and strategic but still leaves room for a “fun” top. On that Napa trip, I fit everything I needed into my Away carry-on with zero stress, no style sacrifices, and—crucially—no checked luggage. When you decide to travel with only a cabin bag, it’s important to make informed choices about what to pack so you have everything you need without overpacking.

Going on a trip soon? Here’s exactly how I pack a carry-on to maximize space without skimping on style.

My 2-5-1 Carry-On Packing Formula

I call it the 2-5-1 method: two bottoms, five tops, and one outer layer. That’s it. It sounds basic, but the trick is choosing pieces that can pull their weight. I usually go for one casual bottom (like a pair of baggy jeans or linen pants) and one that can dress up or work for a specific activity (like some well-tailored trousers, a flowy skirt, or, for my Napa trip, a pair of utility shorts that looked cute with a tank but held up for outdoor activities).

A selection of five tops gives you just enough variety without overdoing it. I like to think in categories: one for daywear (like a ribbed tank), one for night (a more elevated option), one that works for active situations (something that can toggle between workouts and everyday wear), and two floaters that can mix and match depending on what’s planned. As long as each top works with both bottoms, you’ve just created at least 10 outfit combinations without really trying.

The outer layer is the final piece (and where you’ll need to think critically about what’s on your itinerary). I usually pack one jacket that can dress things up or down, depending on the vibe of the trip. I often reach for pieces like a light denim jacket, a cropped blazer, or a linen shirt that doubles as a layer and a stand-alone top. You only need one, so it has to be flexible. Bonus points if it has pockets.

carry on suitcase
Source: Lindsay Rothman | Dupe

Before You Start

Check your airline’s carry-on size requirements: Whether you’re packing a bag for a domestic or international flight, always check your specific airline’s guidelines for carry-on size requirements. Major U.S. airlines like American Airlines, Delta, and Southwest often allow slightly larger carry-ons compared to international airlines.

Remember TSA rules for toiletries: TSA only allows liquids in containers of 3.4 ounces (100 milliliters) or less, and all liquids, creams, and gels must fit into a single quart-sized bag. Depending on the airport, you might need to remove your bag of liquids from your carry-on at security checkpoints for screening. With this in mind, it always helps to keep it in an easily accessible part of your bag.

Look up the weather at your destination: Check the 10-day forecast for your destination and note temperature swings, rain chances, and wind or humidity. All that information will help you choose outfits that actually make sense for your trip and avoid any unnecessary items, which ultimately saves room while packing.

Create a packing list for essentials: Before you start packing, jot down a short list of your must-haves to make sure you prioritize space and don’t forget anything important. This can be as simple as the outfit you’re wearing to the wedding you’re traveling to or a swimsuit for a beach trip. Identifying your essentials first makes it easier to build the rest of your packing list around them.

Do your laundry: Nothing makes packing easier—or faster—than having your full closet available. Doing laundry ahead of time lets you “shop your closet” instead of scrambling to find clean basics or realizing your favorite travel outfit is still in the hamper.

How to Pack a Carry-On

Packing light isn’t just about what you bring; it’s about how you pack it. Packing cubes are always a must, but especially when you’re packing a carry-on. And I don’t mean the basic mesh ones—I use the zip-to-shrink ones that actually squeeze your clothes down to half the size. I separate them by category: one for outfits, one for underthings and sleepwear, and one for extras like activewear or swimsuits. Once I zip them up, the compressed cubes stack like drawers in my suitcase.

Compression Packing Cubes
Amazon
Compression Packing Cubes

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Mix rolling and folding for the most efficient pack. When it comes to folding, I mix techniques based on what works best. Soft pieces like tees, tanks, and sleepwear get tightly rolled to save space and minimize wrinkles, while anything structured (like jeans or a jacket) gets flat-folded to maintain its shape.

Pack your shoes first and your toiletries last. Shoes always go in first, tucked heel to toe at the bottom of the suitcase, and I make use of every inch by stuffing socks, underwear, or chargers inside them. Lastly, I pack my toiletries in a clear, leak-proof, quart-size bag and place it right near the zipper so I can easily access it at security without having to dig. It’s down to a science.

how to pack a carry on
Source: Mirren Alford | Dupe

Carry-On Outfit Tips to Save Space

Packing well starts before the suitcase. I always run through my itinerary and build outfits around the actual activities I’ll be doing, not some idealized version of the trip. That means not packing extra outfits “just in case” and prioritizing pieces that I know make me feel good. If there’s a dress I wear on repeat in the summer, that’s probably the one I’ll reach for on vacation, too.

While there’s something to be said about saving a special outfit to wear on vacation, it’s also important to be realistic. If I haven’t worn something in a year, it’s unlikely that it’ll suddenly feel right in another timezone. This is a hard truth that took me years to accept, but it’s real.

The goal is to bring pieces that work hard, not ones that just look cute. I love items that can double dip, like a top I can wear to brunch and then restyle for dinner with a lip and a shoe switch. I’ll sometimes even try things on ahead of time, just to make sure everything layers the way I think it will.

Color also matters. I usually stick to a neutral palette—black, white, olive, denim—with one wildcard to make things feel personal. The neutrals help everything work together, so you’re not stuck with a cute top that clashes with everything else. You can pack less because you’ve packed smarter.

I also plan my outfits around shoes because they’re the bulkiest. My rule? No more than three. I wear the heaviest pair on the plane (usually sneakers or boots), then pack a walking shoe and one “going out” option. That’s it. If I can’t make an outfit work with one of those three, it doesn’t make the cut.

Packing Less, Enjoying More

Traveling with just a carry-on isn’t about being a minimalist; it’s about being intentional. I’ve done beach vacations, business trips, and even winter getaways this way. Whether you’re exploring the world with just a carry-on or a backpack, working smart with lightweight luggage makes every trip easier and more enjoyable. Every time, I’m reminded that packing less doesn’t mean sacrificing style or comfort. It just means you’re only bringing what you actually need—and leaving room for what really matters, like good food, unexpected adventures, and the freedom to skip baggage claim entirely.

The Best Carry-On Luggage

So, now you have all the tips for using and packing your carry-on—but what about the suitcase itself? Picking out a good, reliable bag can be incredibly difficult, but I’m making that even easier for you. These top travel bags have it all, from strong durability to reliable mobility, and even a sleek design.

Carry-On Suitcase
Quince
Carry-On Suitcase

8 colors available

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Carry-On Roller Suitcase
BÉIS
Carry-On Roller Suitcase

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Carry-On Luggage Bag
Calpak
Carry-On Luggage Bag

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Hard Shell Carry-On Suitcase
Away
Hard Shell Carry-On Suitcase

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Freeform Carry-On Roller Suitcase
Samsonite
Freeform Carry-On Roller Suitcase

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alyssa rotunno
ABOUT THE AUTHOR

Alyssa Rotunno, Contributing Writer

Alyssa Rotunno is a NYC-based writer with a focus on beauty, fashion, shopping, travel, and culture. Her work has appeared in Real Simple, InStyle, Travel+Leisure, Parade, and other national outlets, where she brings a sharp, timely lens to the products, places, and trends worth knowing. She’s endlessly curious about what people are talking about—and loves connecting the dots between trends, products, and real life.

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