1
Best Wrinkle-Free Travel Pants
Chico's Travelers Classic No Tummy Pants
Credit: Chico's
Chico's Travelers collection is made from wrinkle-resistant fabrics in comfortable silhouettes. Thanks to a pull-on waist and front darts, these No Tummy Pants are flattering and always look put together. If you're looking for a more relaxed silhouette, there's also the wide-leg Hutton pants in black.
2
Most Comfortable Loafers for Travel
Birdies Vesper Seven-Layer Cloud Comfort Loafers
Credit: Birdies
Birdies' classic loafer will elevate any airport look. They're crafted with tumbled Nappa leather, a no-slip rubber sole, and the brand's signature seven-layer footbed for ultra-cushy support. Plus, the Vesper comes in sizes 5 to 12, and a range of colors like silver leather and cappuccino with raffia accents.
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3
Best Travel Sweater Set
Spanx Women's AirEssentials Half-Zip Sweater
Sometimes nothing less than sweats will do, and here is where Spanx really excels. Oprah picked this top for her 2023 Favorite Things, saying, “Wow. Wow. Wow. May I tell you I got this set last year? I wore it in a photo shoot for O Quarterly and never looked back...” Why not pair it with the coordinating wide-leg pants for a full sweatsuit?
4
Best Travel Leggings
Girlfriend Collective Compressive Pocket Legging
Now 11% Off
Credit: Gregor HalendaLeggings are a perfect choice for traveling wear. And these have Oprah's seal of approval, as they were picked for Oprah's 2022 Favorite Things list. Eco-friendly and size-inclusive (the range goes through 6XL), these compression leggings are available in a plethora of hues. Plus, they feature double-sided seaming and pockets.
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5
Best White Travel Shoes
Dr. Scholl's Time Off Platform Sneakers
Now 30% Off
Credit: Dr. Scholl'sCelebrated for consciously comfortable footwear, these sneakers from Dr. Scholl's are tricked out with tons of features for all-day comfort. Inside, anatomical cushioning and arch support keep you covered while a lightweight, anti-slip platform ensures you have a secure grip. This minimalist sneaker looks just as good with a matching suit as it does with a low-key sweat set.
6
Best Travel Tote
Brouk & Co The Capri Everyday Stripe Tote
Credit: Gregor Halenda
A bag for all your essentials is a must for travel. Take this affordable and effortlessly stylish tote bag that made it onto Oprah's Favorite Things list this year. Thanks to the canvas material, they are featherlight yet durable for many journeys to come.
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7
Best Eye Mask for Travel
Asutra Silk Eye Mask
Credit: Asutra
Oprah chose this eye mask for her 2023 Favorite Things list. "Sleeping with a mask is life-changing—I cannot tell you how much the quality of my sleep has improved," she said. "This weighted 100 percent silk one stays down and doesn’t let even a pinch of light in.” Co-owned by superstar Venus Williams, Asustra produces eye pillows that are filled with lavender and flax. Whether you want to meditate or snooze during your flight, this adjustable mask will definitely relax you.
8
Best Matching Sweat Suit
Spanx AirEssentials Wide-Leg Pants
Credit: Spanx
Sometimes nothing less than sweats will do, and here is where Spanx really excels. Oprah picked these for her 2022 Favorite Things, saying, “You might know Spanx for its shapewear, but it also does fantastic cozy clothes. When I tell you this set feels light as air, I’m not kidding. It’s my new leisure suit. The perfectly loose-and-lightweight fabric is like buttah!”
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9
Best Travel Shawl
J. Crew Cashmere-Wool Travel Wrap
Now 30% Off
Credit: J. Crew Let's be honest, you can't always count on the airline's blankets to keep you warm, and some even leave annoying fluff behind. Stay warm and stylish with your own wearable blanket by way of this travel necessity from J.Crew which comes in six neutral hues.
10
Best Travel Shoes with Arch Support
Hoka Women's Bondi 8 Sneakers
Credit: Hoka
Hoka's sneakers are cult Oprah Daily office favorites and podiatrist-approved. Not only do they look good with just about everything, but the Bondi 8 sneakers also offer a full-length EVA midsole for the highest level of cushioning and arch support.
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11
Best Compression Socks for Travel
Bombas Women's Everyday Compression Socks
Credit: Bombas
Compression socks are always a good idea for traveling. These Bombas styles offer graduated compression of 15 to 20 mmHg while providing arch support. Unlike other socks that can feel scratchy or clammy, these are soft, moisture-wicking, and subtly cushioned.
12
Best Crossbody Bag
JW PEI Aylin Canvas Cellphone Crossbody Bag
Credit: Gregor Halenda
Making sure you have all your essentials when going through airport security can be tough. Thankfully with this convenient crossbody, you'll have your phone and cards right at hand.
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13
Best Travel Cardigan
Everlane Organic Cotton Honeycomb Cardigan
Credit: Everlane
This gorgeous honeycomb cotton cardigan is a year-round travel staple Crafted from responsibly sourced and lower-impact materials, this 100 percent organic cotton knit is ideal for layering before, during, and after your flight.
14
Best Plus-Size Travel Pants
Spanx PerfectFit Ponte Flare Pant
Credit: Spanx
The perfect pant does not exist—wait, yes it does, and here it is. This high-rise flare option is designed with premium ponte fabric and a comfortable pull-on design for maximum comfort and easy styling on your flight. Plus, it comes in size XS to 3X, so there's something for everyone.
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15
Most Comfortable Flats for Travel
Naturalizer Carla Contour+ Comfort Premium Leather Flats
Credit: Naturalizer
At this point, Naturalizer may as well be synonymous with comfortable shoes. The 27 Edit Carla flats are crafted from beautiful leather and add instant polish to any outfit you're sporting at the airport or station. Editor tried and tested, they offer the brand's signature Contour+ Comfort and added cushioning for serious all-day support.
16
Best Amazon Travel Bag
K. Carroll Accessories Taylor Tote
Credit: K. Carroll
These vegan suede totes are great for hauling all your in-flight essentials, with plenty of room. There are a range of colors to choose from. "Not too big or too small, this vegan suede tote is just the right size for your on-the-go loved one in need of a stylish solution," Oprah said when highlighting the Taylor tote on her 2022 Favorite Things list.
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17
Best Travel Button-Down
Lands' End Wrinkle-Free Button-Down Shirt
Now 30% Off
Credit: Lands' EndA classic button-down shirt is a travel essential that elevates any in-transit look. Lands' End's timeless button-down has all the details you need: a lightweight, wrinkle-resistant stretch fabric and a longer length for coverage. Luckily, you can cover all your bases with plenty of solid and striped options to choose from. Plus, it comes in an extended range of sizes from XXS to 3X.
18
Most Comfortable Travel Pant
Vuori Elevation Trouser in Midnight Heather
Credit: Vuori
Vuori is celebrated for its super-cozy pieces. The best thing about these pants? They look put together while the stretch-knit fabric is as comfy as your favorite Vuori loungers. The high-rise waist and loose fit of the leg give you an effortlessly stylish silhouette.
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19
Best Travel Sweater
Naadam Original 100 Percent Cashmere Sweater
Credit: naadam
Warm, soft, and chic—few things are as reliable as a chic crewneck sweater. At under $100, Naadam's perfect knit comes in core and limited-edition hues. Pro tip: Order a size or two larger than your usual for an ultra-cozy fit that's perfect for throwing around your shoulders or as a plane layering piece. And what's more, the sweater is machine-washable (yes, you read that right).
20
Most Comfortable Boots for Travel
Frankie 4 Triple Layered-Support and Cushion Liberty Black Boots
Now 20% Off
Credit: Frankie 4If it's not on your radar yet, Frankie 4 is a podiatrist-designed shoe line that offers insanely comfortable footwear. These are the perfect black boots to run around the airport and to wear on your trip as your professional or going-out shoes.
Sara Klausing covers all things fashion and style for Oprah Daily. Follow her on Instagram.
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