You’ve made travel arrangements, booked your flight and accommodation, made an itinerary, and now all you need to do is to pack your bag.
Almost every traveler aspires to pack light. While it seems impossible, traveling light is actually easy. Aside from your travel essentials, you just need to pack clothes and accessories that you can wear in multiple ways.
Probably the hardest part about packing for your trip is deciding on which shoes to take with you. Shoes do take a lot of space in your luggage. In addition, your choice of travel shoes can make or break your trip.
Zoey Deutch at Los Angeles International Airport wearing a black outfit with comfortable travel sneakers on February 26, 2020 (Credit: WENN / Instar)
Exploring your travel destination on foot is the best way to get the most out of your trip. You get to immerse yourself in a new culture, meet the locals, and have time to photograph the scenery while discovering new things about the place.
However, an uncomfortable pair of shoes can hinder you from exploring your destination. You wouldn’t want to continue walking with blisters and sore legs, right?
Below is a list of 22 comfortable but chic travel-friendly shoes that won’t ruin your trip and, not to mention, your OOTD. We’ve grouped the shoes in every style category.
1. Allbirds Wool Runners Sneakers, $95 at AllBirds
Founded by former professional football player Tim Brown, New Zealand-American footwear company Allbirds is known for its comfortable, environment-friendly shoes, crafted from materials like merino wool and eucalyptus tree fiber.
Ethically made with ZQ Merino wool, this comfortable sneaker is soft, moisture-wicking, and ready for anything
Available in many colors, their “Wool Runners” sneakers are their best-selling shoes, with over 1 million pairs sold to date. Made from merino sheep wool fibers, these shoes are guaranteed to be soft, lightweight, and breathable.
Contoured and delightfully bouncy, the Brazilian sugarcane midsole is made with the world’s first carbon-negative green EVA
2. Teva Freewheel Washed Canvas Sneakers, $28 – $85.94 at Amazon
Teva is known for its travel footwear, and the “Freewheel” sneakers are perfect for long-distance walking.
Boasting a timeless design, these sneakers guarantee all-day comfort with a cushy foam sockliner that supports and absorbs shock
You can get these versatile sneakers in four different color versions and with a second lace option.
These shoes are made from durable but lightweight, breathable canvas with thick, durable rubber outsoles
3. Ecco Soft 7 Sneakers, $45 – $281.52 at Zappos and Nordstrom
Danish shoe manufacturer Ecco claims to be “a global leader in innovative comfort footwear.” True to its claim, the label’s “Soft 7” sneakers boast over a thousand positive reviews online.
Stylish long-lace leather sneakers with a contrasting sole
Made from supple leather, these sneakers feature leather-covered inlay soles with the brand’s Comfort Fiber System.
Enjoy a relaxed walking experience with this sleek travel sneaker from ECCO
Available in several chic colors, these dressy travel shoes also have breathable leather lining, removable insoles, and durable rubber outsoles.
A monochrome cap toe subtly refines a low-profile, everyday sneaker shaped from smooth leather with a comfortable insole
4. Everlane The Court Sneakers, $98 at Everlane
Everlane is one of the few brands to bring comfortable heels to the market. But aside from their heels, they also make flats and sneakers that are equally comfortable.
This versatile leather sneaker is the lowest impact of its kind, which means it uses less waste, less energy, and less virgin plastic
Many have been raving about the label’s “The Court” sneakers for being comfortable and chic.
These versatile shoes feature a full-grain leather upper, 100% recycled polyester lining, and soles made from natural and recycled rubber that’s 94.2% free of virgin plastic.
The sole is a blend of natural and recycled rubber that’s 94.2% free of virgin plastic
5. Vionic Hattie Sneakers, $26.99 – $146.07 at Amazon
Developed by Australian podiatrist Phillip Vasyliv, Vionic is one of the top choices of those who need a pair of comfy, orthopedic yet trendy shoes.
With a soft canvas upper and a casual espadrille-infused outsole, Hattie is the perfect sunrise-to-sunset sneaker
Talk show host Oprah Winfrey is a fan of the brand. In fact, on the cover of the April 2018 issue of Oprah Magazine, Oprah was sporting the Vionic “Hattie” sneakers.
Blending style with comfort technology, these sneakers are made of soft canvas with espadrille-infused durable rubber outsoles. They also have soft and breathable fabric linings and a podiatrist-designed removable EVA footbed for maximum support.
Help yourself to complete comfort and cute style with the Hattie from Vionic
6. Keen Elsa IV Sneakers, $54.95 – $79.95 at Zappos and Keen
Keen is popular among travelers for its outdoor sandals. But during the past years, the footwear company has expanded its line with the addition of different shoe styles, including walking shoes.
These stylish sneakers feature a soft heel panel for added comfort and a foot-hugging fit that keeps you comfortable and supported through every walk through the city
Keen has updated one of their best-sellers, the “Elsa” sneakers, into a new version. Unlike the third version, which has vulcanized midsoles, the “Elsa IV” now has direct-attach midsoles for resilient, long-lasting cushioning.
This comfortable canvas lace-up sneaker is in it for the long haul
The updated version also has a soft heel panel for added comfort, a foot-hugging fit, breathable canvas lining, Luftcell PU footbed for underfoot comfort and support, and high-traction rubber outsoles for stability.
Made from lightweight canvas, these sneakers are available in a huge range of colors.
7. Taos Star Sneakers, $29.95 – $400 at Zappos and Taos
Taos footwear was founded in 2005 with the simple idea of creating stylish and comfortable shoes. Today, the SoCal brand is considered one of the best when it comes to comfy footwear.
Let your style shine with the eye-catching look of these travel sneakers
One of their most-loved shoes is the “Star.” Made from canvas, these sneakers feature the Curves & Pods premium removable footbed, which provides comfort, balance, stability, and support on the arch, heel, and ball of the foot.
Many reviewers say these are the most comfortable shoes they’ve ever worn
These lace-up shoes are incorporated with Silvadur antimicrobial technology, which is a polymer-containing silver technology that delivers ions for odor reduction. They also have flexible but durable rubber outsoles and soft textile lining.
Perfect for those who have wide feet, these sneakers can be purchased in a variety of designs and colors.
8. Avarca Pons Sandals, $89 at Amazon
The Avarca Pons sandals are one of the best-reviewed sandals online. Many are raving about how comfortable these sandals are.
These sandals go with any outfit from jeans to dresses to swimsuits
They are handcrafted by local artisans in Spain using top-quality natural soft leather and lightweight rubber mold soles.
These are available in over a dozen colors, but the taupe color is the best seller.
These classic sandals provide a great pop of color when wearing neutral outfits
9. OluKai Upena Sandals, $85 – $90 at Zappos and Nordstrom
OluKai is derived from two Hawaiian words, “Olu,” which means comfort, and “Kai,” which means ocean.
Crisscrossed leather straps top a toe-loop sandal designed with a cushioned, anatomically-molded footbed and durable rubber sole for supreme comfort and traction
Staying true to its philosophy, OluKai has been making shoes that are both comfortable and beach-ready. Olukai applies the “Wet Sand Principle” to their shoes to create the feeling of stepping barefoot in wet sand.
OluKai offers a lot of options, but their “Upena” sandals are the chicest. They are made from high-quality premium full-grain leather with soft microfiber lining, adjustable ankle straps with antiqued metal buckle, and a leather toe post.
Add tread to trend with the stylish and comfortable OluKai Upena sandal
Comfort-wise, these gladiator-inspired flats feature anatomically molded micro-textured PU midsoles. They also have non-marking synthetic rubber outsoles with textured pods for traction and durability.
10. Born Trang Sandals, $89 – $173.57 at Amazon
Born footwear is all about blending classic style with extraordinary comfort and craftsmanship. And one of their best sellers is the “Trang,” which is a pair of minimalist yet versatile and chic sandals.
Keep your look simple but chic in this minimalist leather sandal that works with almost anything in your warm-weather wardrobe
These Opanka-handcrafted slip-on sandals feature smooth and breathable lining and a leather-lined, fully-cushioned footbed for added comfort.
They also feature an embedded steel shank that provides stability and support and durable and flexible outsoles.
Time to slip into your next summer go-to with this easy on-and-off sandal
Inspired by Menorcan Avarca sandals, the Born “Trang” sandals feature slingback straps with elastic inset, peep toes, and about 0.75-inch heels.
You can get these in premium full-grain leather, metallic leather, or a combination of both.
11. Naot Sabrina Sandals, $138.27 – $144.95 at Nordstrom and Zappos
Israeli shoe manufacturer Naot has been making quality footwear since 1942. With comfort and health as their focus, every Naot footwear features an anatomical footbed that imitates the contours of the foot.
Look fantastic all season long in this easy slip-on style sandal from Naot Footwear
One of their well-loved sandals is the “Sabrina.” These feminine sandals are made from rich leather material and feature side goring at the inside of the instep and backstrap for easy on and off. They also have metal ornament and rivet accents on the ankle straps for added style.
The suede-wrapped anatomic cork and latex footbed mold to the shape of the foot with wear. They also have tread rubber outsoles for grip.
An earthy sandal is fashioned with burnished stud hardware and a curved, comfort-focused footbed to serve as a casual-chic go-to style
12. Aerosoles Conchlusion Sandals, $36.99 – $130.91 at Amazon
Since 1987, Aerosoles has been developing shoes that not only look stylish but also deliver comfort. This is why many consider Aerosoles their go-to travel shoes.
Their best-seller? The “Conchlusion” sandals. These walking shoes have cushioned memory foam footbed and padded insoles for exceptional comfort. They are also strong and durable as they are made with high-quality leather and stitched with precision.
A mix and match approach to colors and materials give this traditional style a fresh twist
Like all Aerosoles shoes, these sandals also feature the brand’s Core Comfort Technology with diamond flex rubber soles designed to disperse friction away from the foot.
Two bold grommets anchor the geometrically shaped upper of this casual flat sandal with a side buckle enclosure
As for the design, these sandals come with soft rolled toe bands, a T-strap design, and buckled ankle straps. You can get them in many different color combinations and materials.
13. Birkenstock Arizona Sandals, $89.95 – $154.95 at Amazon and Zappos
We all know how unbelievably comfortable Birkenstock sandals are, and for that, the brand deserves a spot on this list.
One of their best sellers is Arizona, which has a two-strap design with buckle closures.
Enjoy easy stylin’ with the Arizona slip-on sandal from Birkenstock
Every Birkenstock sandal features a suede-lined contoured cork footbed that molds to the shape of the foot. They also have flexible EVA outsoles for lightweight, shock-absorbing support.
The shape of the footbed enables body weight to be distributed evenly over the whole foot, providing it with optimal support
14. UGG Jurupa Sandals, $129.95 at Amazon
UGG is another brand that’s known for its comfortable shoes. Aside from their famous sheepskin boots, UGG also has a line of comfy sandals.
A sporty slingback sandal feels extra comfortable thanks to a memory-foam insole that cradles your foot with every step
Their “Jurupa” sandals, in particular, are one of their comfiest sandals. They are made from soft leather material and feature crisscross straps with adjustable heel straps.
With its smooth upper, cushy foam footbed, durable outsole, and tapered-strap design, Jurupa is the perfect summer slide
They also have leather lining, leather sockliner + Imprint by UGG footbed for comfort, and Treadlite by UGG outsoles with rubber toes and heels.
15. Cole Haan Cloudfeel Espadrille Sandals, $45 – $90 at Amazon
In 2019, Cole Haan released a travel shoe collection of comfy espadrilles, called Cloudfeel, that will make you feel like you’re walking on air.
For the said collection, Cole Haan cored out the sole of the traditional espadrille and filled it with super-cushioned foam for that “walking on a cloud feeling.”
Ropes of braided jute wrap the low platform sole of a sandal styled for supreme comfort with signature cushioning in the footbed and a soft elastic heel strap
The collection includes these chic espadrille sandals, which are integrated with Cole Haan’s Grand.OS technology—a fully-lined footbed for comfort and support.
Dual-density internal wedge for a mixture of premium comfort and support where needed
They also have a dual-density internal wedge for a mixture of premium comfort and support and rubber outsoles for durability and traction.
16. Dr. Scholl Madison Slip-Ons, $27.99 – $130.06 at Amazon and Zappos
Here’s an orthopedic but stylish shoe from footwear and orthopedic foot care brand, Dr. Scholl’s.
Many swear by the “Madison” slip-on shoes, which are both chic and comfortable. These sport-looking walking shoes feature a sleek design with padded collars, twin stretch gore panels, soft linings, and microsuede made from recycled bottles.
Enjoy a casual day doing errands with the lightweight Madison slip-on
For sustainable comfort, they are integrated with Insole Technology with an anatomical footbed that’s cushioned with Memory Foam Cool Fit. You can get these slip-on shoes in a range of materials and colors.
Slip-on fit with padded collar and twin stretch gore panels
17. Toms Clemente Slip-On Shoes, $29.96 – $116.07 at TOMS Shoes
While Toms is known for its classic canvas alpargatas, the for-profit footwear and accessories company actually has other shoe styles that are popular among travelers.
A casual, low-profile slip-on that’s ultra-lightweight and flexes to fit your every move
Case in point, the “Clemente” slip-ons. These vegan-friendly shoes look more stylish and durable than their famous alpargatas.
Insole for lightweight cushioning made with plant-derived and recycled materials
These comfortable travel shoes are made from canvas and feature lightweight, flexible Strobel construction for lasting durability and flexibility. They also have Ortholite high-rebound insoles for cushioned comfort and support and vulcanized rubber outsoles.
18. M. Gemi Felize Moccasins, $165 – $198 at M.Gemi
Italian luxury shoe brand M. Gemi is known for crafting comfortable and high-quality shoes. They have a wide range of high-end hand-crafted leather shoes, and one of their best sellers is the “Felize,” which is a pair of driving moccasins.
This suede loafer is made by hand at a tiny Tuscany workshop
The cult-favorite shoe brand worked with moccasin expert Norina to design their signature style. They are made of soft suede material and feature oval toes and rubber soles.
Classic moccasin construction with a flattering oval toe
19. Sperry Seaport Boat Shoes, $27.90 – $99.95 at Amazon
Wherever your destination is, whether it’s the coast or city, the Sperry “Seaport” boat shoes are sure to add sophistication to your look.
A sophisticated travel shoe that withstands all tests of time
Mixing classic loafer and boat shoe details, these shoes feature a two-eye design with a 360-degree rawhide lacing system for a customized fit.
These shoes feature a cushioned insole for all-day comfort and a flexible non-marking rubber outsole for traction
They also have Ortholite insoles cushioned with memory foam for all-day comfort and non-marking rubber outsoles with razor-cut Wave-Siping for traction. You can get these boat shoes in full-grain leather and suede materials.
20. Blondo Villa Waterproof Booties, $31.99 – $151.95 at Amazon
If you’re heading somewhere cold, you might want to get your hands on these Blondo “Villa” booties.
Consider these waterproof booties as your go-to for daily wear
Authenticated by the AquaProtect seal, these boots are crafted from high-quality waterproof leather with seam-sealed construction, which means that these boots guarantee protection against water infiltration and harmful effects of calcium and salt.
Built to last through the seasons, these booties include waterproof technology to help you step confidently in unpredictable weather
In addition, they also have insulated textile lining for warmth, cushioned footbed, and natural rubber outsoles for flexibility, support, and excellent grip on a variety of surfaces.
Design-wise, these Western-style booties are chic with almond toes, interior side zips, and 1.75-inch stacked block heels.
21. Vionic Thatcher Ankle Boots, $49.99 – $169.95 at Amazon
While they look classic and sturdy, the Vionic “Thatcher” ankle boots promise comfort and support as they feature built-in orthotics. They also have removable microfiber wrapped EVA footbed for extra comfort.
This bootie will be a must-have in your collection from season-to-season
These boots are made from water-resistant leather and feature elastic gore insets with a back loop for easy on and off, and about 1-inch heels.
This bootie features weather-resistant leather upper material and pull-on design with side goring
22. UGG Lorna Waterproof Boots, $189.95 at Amazon
Aside from their comfy waterproof boots, UGG also has a great selection of travel boots.
Double belts wrap the shaft of a weathered-looking boot crafted from seam-sealed waterproof leather and lined with warm UGGpure wool
You might want to check out the “Lorna” boots, which guarantee warmth and comfort without compromising style. They are definitely not “UGGly” as they feature a classic design with buckled straps, medial zipper closure, and about 1.25-inch heels.
Made from waterproof leather and suede materials, these boots have durable seam-sealed construction, moisture-wicking twill and UGGpure wool linings, 10mm curly UGGpure wool-lined foam-cushioned footbed, and non-marking Spider rubber outsoles.
Stylish, weatherproof travel boot with a vintage feel