As a Frequent Flier, a Stylish Matching Set Is My Travel Day Secret — Shop My 14 Favorites From $33

As a frequent traveler and busy working mom, my brain — and my luggage — is always full. So I love any packing strategy that takes the effort (and the bulk) out of getting ready for a trip. My favorite hack? Two-piece sets. 

Matching sets are brilliant travel outfits because they coordinate effortlessly and double as powerhouse separates to create all-new looks during your trip, saving valuable luggage real estate. I swear by these two-piece outfits of all types, from ultra-comfy lounge sets for sleeping on long-haul flights to pretty printed skirts and tops that translate easily to dressing up or down, depending on the day and destination.

These are some of my favorite travel matching sets right now — and all are available for under $100, so you can stock up on a few favorites ahead of your next trip.

Fixmatti Sweater and Wide-leg Pants Set

I love the warmth and movement in this easy-to-wear sweater set, which is equally perfect for a long-haul flight as it is for a day out in the city or apres-ski in the lodge. The pullover top has a mock turtleneck and the pants have an elastic waistband, so it’s comfy as can be. The decorative seam up the middle adds a certain polish to the otherwise casual set.

Tanming Sweater Top and Wide-leg Pants

I have a version of this set with short sleeves, and I’ve always said it’s my secret weapon for travel days. For cooler temps, I’m eyeing this long-sleeved riff on my well-worn favorite. I love how the two-tone piping lends such a dressed-up air to this pulled-together look. And now you can get the entire set on sale for just $40.

Lillusory Knit Two-piece Set

For a two-piece set on Amazon under $50, this complete wardrobe is ridiculously chic, with the vertically pleated pants giving fancy European lady. The short-sleeve crew neck top is entirely versatile and perfect to mix and match as separates for tons of options at your destination and en route.

Petal + Pup Tank and Wide-leg Pants

Here’s another set that makes for brilliant separates, so it’s a packing powerhouse that punches well above its weight in luggage real estate. The flowy fit is effortless and comfy, made of soft, lightweight linen. The top has a back keyhole, and the pants have an elastic waist and front slant pockets to stash your travel essentials. Basic black makes it as versatile as can be, but it’s also available in a soft light blue.

Automet Oversized Shirt and Shorts Set

This oversized button-down shirt is versatile enough to wear with the coordinating drawstring-waist shorts or paired with jeans, whether buttoned up or open with an under-layer. The set is also perfect as a swimsuit coverup, made from rayon that’s totally breathable and machine washable, too. Plus, the shorts even have pockets — chef’s kiss.

Adidas Women’s Track Jacket and Tapered Track Pants

You can take the girl out of the golden age of hip-hop, but you can never take it out of the girl. I grew up when an Adidas tracksuit was the pinnacle of coolness, and you can not convince me there’s any cooler way to dress for casual street style. And, as it turns out, this outfit is so practical for travel too: this Adidas tracksuit is warm and comfy, and the zip-front jacket is great for layering indoors and out.

Petal + Pup Velman Leopard Print Skirt and Top

Yes, most of the sets I chose for this list come in practical, neutral, and versatile solid colors. But hear me out: leopard print is actually super versatile, matching equally well with black, browns, tans, whites, red — you name it. And of course, wearing this print is definitely statement-making. This silky set has a lace-trimmed top plus a maxi skirt with an elasticized waist that works great topped with a sweater, too.

Free People Keep It Cool Set

This ultra-lightweight set is a dream for travel days and lounging, and it can even be worn as pajamas. The salt hue is so neutral and dreamy for beach trips or days sprawled out in the park on a picnic blanket. The top has a V-neck with a longer back hem, and the pants are high-rise and billowy with a smocked waistband, offering style and comfort all in one.

Petal + Pup Scalloped Trim Shorts and Tank Set

The weather may be getting cooler in many parts of the country, but I’m heading to French Polynesia for vacation soon, so I have my eye on warm-weather resort wear. I love how the contrasting scalloped edging around this tank and short set is both playful and elevated at the same time. Plus, the cotton and linen fabrication makes it light and breezy, perfect for a beach vacation getaway.

Merokeety Two-piece Cardigan Set

A cardigan is such a workhorse clothing staple when it comes to traveling. This set comes with both a waffle-knit button-front cardigan and matching wide-leg pants for the price of an airport club sandwich and fries. Slouchy and oversized for maximum comfort, it has a tapered leg and cuffs that bring it all together.

Petal + Pup Nicole Floral Crop Top and Maxi Skirt

As a devoted appreciator of all things cheery and tropical, I’m a huge fan of Farm Rio’s brightly-hued dresses and coordinating sets. Because those can get quite pricey, I also love this top and bottom set as a reasonable lookalike for a fraction of the price. The palm print is so pretty and on-theme for a beachy getaway.

Vince Camuto Sweater and Pull-on Pants

There’s such an understated elegance to this set, with a sleek turtleneck top and wide-leg pants. The sleeveless top is great for layering without feeling bulky or overheating. And the pieces are dressy enough to look polished but comfy enough to sleep in on the plane.

Sampeel Two-piece Lounge Set

The cropped length of the pants in this set lends a distinctly sportier vibe; I’d pair it with white tennis shoes for a casual but pulled-together travel-day outfit, comfy enough to sprint through airports and double as pajamas on a long-haul flight. It comes in 15 colors, and I’m well known to go for multiple shades when I find something that works. I like the neutral, versatile coffee hue and the slightly bolder red wine.

Everlane Oversized Linen Blazer and Drape Pants Set

A super-chic casual suiting set from a Meghan Markle-approved brand for under $80? Yes, please! This stunning linen duo from Everlane is on a super-deep discount in the bone hue. Grab the lightweight linen pants and match it with this blazer for a polish look from head to toe. Cute, timeless, and practical for travel.

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