10 Winter Workwear Clothes for Travel

If you didn’t know, workwear is in — and we’re not just saying that because the holidays are over and we’re back at work. It’s because commuters and travelers are wearing fashion-forward workwear pieces in (and out) of the office. In fact, it’s one of this season’s biggest trends, and if you’re looking to incorporate some of these stylish (and travel-friendly pieces) into your wardrobe, you’ve come to the right place. 

As the queen of catching flights and dinner directly from the office, I’ve curated a list of the best 10 workwear pieces that double as the perfect travel outfits. And the really exciting news is that the items, which can all be found at Amazon, start at just $21. From comfy trousers to easy-wearing blazers, loafers, there’s a lot to pick from — so if I were you, I’d get to scrolling. 

Sweaty Rocks Women’s Wide-Leg Trousers

A good pair of trousers will take you far, and while they’ve historically been viewed as a  workwear garment, their irresistibly comfortable feel and easy-to-style nature allows them to double as a fantastic pair of travel pants. Snag this $40 pair that shoppers say “are comfortable” and feature a durable, opaque fabric that can be dressed up for the boardroom or worn casually with a sweater or hoodie for a long-haul flight. 

Tronjori Palazzo Trousers

Speaking of comfortable pants, at Travel + Leisure, we love a good pair of palazzo trousers and especially love this style by Amazon-favorite brand Tronjori. They’re a lookalike pair that’s been seen on celebrities, too. For $36, they’re the easy-breezy, everyday bottoms that can be worn to the office, while exploring a new city, or even on a flight; no matter where or how you style them, you’ll look effortlessly put-together and comfortable. 

Anrabess Women’s Two-Piece Sweater Set

While doubling up your workwear into your travel wear makes shopping and packing for trips a bit easier, to make things even more seamless, we recommend this two-piece sweater set as the one-and-done outfit that you’ll never want to be without. Shoppers that have it absolutely adore it, with one reviewer declaring that, after wearing it on a 27-hour travel day, it’s the “perfect travel outfit.” And if you want to elevate the look, add a chunky belt or blazer for an office-appropriate touch. 

Amazon Essentials Women’s Lightweight Cardigan

I never travel without a cardigan just as I never go into the office without one for the same reason: I hate being cold. That being said, it only seems appropriate that this garment can double as the quintessential workwear-travel hybrid staple. Not a fan of layering? No worries, it can be worn on its own buttoned up like a classic long-sleeve top. This particular one comes in 27 different colors for endless styling capabilities and, even better, it’s on sale for $21 today. 

Big Dart Oversized Button-Down Shirt

After one shopper quipped that this shirt is the “hardest working item in my suitcase right now,” it had my complete and utter attention. That same traveler went on to share that they’ve worn it with leggings on several travel-related occasions, including road trips and cross-country flights, and added, “It becomes an easy ‘bathrobe’ once I arrive, a quick topper for the run to the gym… These shirts pack well, wear well, and are easy to dress up or down.” I could say more, but I feel like that shopper review has it covered — I’m grabbing one while it’s on sale for $27 and you should, too. 

Anne Klein Women’s Emmylou Loafers

While it may be easier to find workwear pieces that double as comfortable travel clothes, that doesn’t mean that there aren’t comfortable shoe options that can offer the same versatility. In fact, these loafers have been compared to “wearing a slipper or your most comfortable slip-on sneakers” by one particularly happy shopper — and if that doesn’t scream comfortable travel-friendly shoes, I don’t know what will. 

The Drop Women’s Blake Long Blazer

While a blazer and cardigan are technically two different types of garments, more travelers have been wearing them in the same, functional way: to add sophistication and warmth to any look. Don’t be intimidated by wearing your blazer outside of a workplace setting; it’s 2024 and fashion doesn’t have rules. Wear this trendy blazer to the airport from the office to keep you warm and looking put-together, or simply to keep packed in your travel bag just in case your travel outfits need a quick, elevated touch.

Merokeety Long-Sleeve Blazer 

This slightly oversized blazer can be worn with a pair of trousers and loafers for a professional-inspired look just as easily as it can be stylishly paired with a T-shirt and jeans for something a bit more casual. Even better, it’s got two spacious side pockets with enough room for your phone, keys, and other small personal belongings. Get it for nearly $20 off while it’s on sale. 

Himosyber Women’s Sleeveless Sweater Top

Staples for work and travel cross paths when they’re functional, comfortable everyday basics. And speaking of, shoppers love this sweater top because it checks off those boxes. In fact, one Amazon customer shared that, after purchasing it for work, they’ve “worn it a few times at [the office], on date nights, and dinner dates with friends.” Sport it as is or layer it with a fitted turtleneck, either way, you won’t want to miss out while it’s $25. 

Steve Madden Women’s Howler Ankle Boots

Chelsea boots are one of the most-worn shoes in my collection; I don them to work, on travel days, while exploring new cities, and I’ve even been known to sport them on an easy hike. I believe that everyone should have a pair in their wardrobe, and these top-rated Steve Madden booties happen to be incredibly durable, supportive, and comfortable to walk in. Plus, their quality leather construction, mid-ankle silhouette, and lugged traction soles will protect you from the winter chill and slippery, icy city sidewalks. 

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