As summer draws to a close, it’s back to school for some, but for others, it’s the perfect time to think about travel! If you’re planning a getaway, whether by plane, train, or car, I’ve got you covered with a range of travel outfits that are not only comfortable but versatile enough to work for any destination. Coming from a self-proclaimed maximalist and over-packer, I understand the struggle of wanting options without the extra weight! Here’s my go-to guide for packing smarter while looking chic.
Key Considerations for Travel Outfits
- Comfort First
Long journeys call for comfort! Whether you’re sitting for hours on a plane or road-tripping across the country, your outfit should allow you to relax. Travel can be stressful, so why not make it easier on yourself with comfy fabrics and fits? - Look Good, Feel Good
Feeling great on the outside can often boost your mood on the inside. Dressing up a bit—even if it’s in cozy loungewear—adds a little excitement and confidence to your travel day. - Wrinkle-Resistant Fabrics
No one wants to arrive at their destination looking like they’ve slept in their clothes. Look for fabrics that resist wrinkles, so you’re ready to hit the ground running, even after a long trip. - Versatility
Aim for pieces that can work at your destination and serve multiple purposes. Think loungewear that doubles as a casual dinner outfit or sets that you can mix and match with other items in your suitcase.
Outfit Ideas That Check All the Boxes
1. The All-In-One Matching Set
Matching sets are huge right now, from high-end brands to budget-friendly options. One of my favorites is a cozy sweater set—perfect for flights where the temperature dips. I often reach for a budget-friendly Amazon option that’s soft, wrinkle-resistant, and comfortable. Plus, you can wear the top and bottoms separately with other items, adding to its versatility.
Pro Tip: If you’re traveling somewhere chilly, pair this set with a utility or denim jacket. And yes, it has pockets!
2. Loungewear from Spanx Air Essentials
The Spanx Air Essentials line is my go-to for any trip. This collection has some of the softest, most travel-friendly pieces, like their crew neck and tapered pants. Perfect for long flights or road trips, they are comfortable and retain their shape without pilling or fading. You can mix and match different colors and even pair the tops with jeans for a more dressed-up look.
Bonus: These pieces are Oprah-approved and worth the investment for anyone who travels frequently.
3. Comfy Yet Stylish Jeans
Yes, jeans can be comfortable if you pick the right pair! I swear by the trouser jeans from Chico’s, which feel light, soft, and don’t wrinkle. Pair them with a cozy crew neck or a lightweight plaid shirt, and you have an outfit that’s polished but still relaxed.
Styling Tip: Add booties to dress up the look, or stick to slip-on sneakers for comfort
4. Comfort Meets Style with Cargo Pants
Perfect for a long drive or a meeting-ready look, Athleta’s Endless Cargo Pants are a must. They combine the flexibility of athletic wear with a professional jogger cut that easily transforms into a straight-leg style. The buttoned cuffs and wrinkle-resistant material ensure you arrive fresh and ready.
Tip: Pair with a silky blouse for a quick style boost, and you’re set to tackle any destination with confidence.
5. The Controversial Jumpsuit—Travel Essential or No-Go?
While some may shy away, a lightweight jumpsuit is an excellent one-and-done outfit, especially for warmer climates. Amazon offers a budget-friendly version in multiple colors, making it both a practical and fashionable choice. Add a blazer or a knit jacket for a business-ready transformation.
Bonus: This jumpsuit is bra-friendly and has pockets! Perfect for those who love ease without compromising on style.
6. Outerwear Essentials: Layer Smartly for Comfort
From chilly flights to unexpected weather changes, the right outerwear makes all the difference. Opt for a denim or utility jacket in a neutral color like olive green for versatility. A trench coat or J.Crew’s cashmere wrap provides lightweight warmth, and they double as blankets during travel.
Tip: Cashmere pieces are both practical and stylish, offering a cozy touch whether on a plane or used as a throw at your destination.
Tips for Footwear
For travel days, I always recommend closed-toed shoes, especially for air travel where comfort and cleanliness are key. A great pair of slip-on sneakers works wonders for easy, stylish comfort.
Wrap-Up: Your Travel Wardrobe, Simplified
From car trips to international flights, these outfits are designed to keep you looking sharp and feeling comfortable. Which of these will be your go-to on your next adventure? Let us know your favorites and what you’ll skip!
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