Thanksgiving Travel Outfits

From wide leg pull on pants to lounge sets and more, these Thanksgiving travel outfits will take you from your seat at the airport (or passenger seat on a long road trip) to the dinner table looking and feeling your absolute best. The lounge set is perfect for Thanksgiving travel since there’s no pesky waistband to dig into your waist on long planes or car rides. Knit sets, ponte pants, leggings, and wide leg pull-on trousers are all good options for outfits that you can be in for hours. Layer a long cardigan, coat, or blanket scarf to finish the look.

1. Matching Knit Lounge Set and Long Wool Coat

A coordinated lounge set is about as close as you can get to wearing your pajamas in public without feeling self conscious, and you’re going to get compliments, I promise. I love this look styled with a long wool coat, which immediately elevates the ensemble from cozy to chic (just shake it off when you step out of the car or plane). Slip on a pair of leather sneakers and layer on a crossbody bag; you’ll look put-together in a way that prompts people to ask where you got that outfit.

2. High Rise Leggings, Oversized Crewneck, and White Sneakers

Another comfy Thanksgiving travel outfit that still looks intentional: leggings + an oversized crewneck. The crewneck sweater should fall just below your seat and cover your hips and butt. Stick to classic neutral colors like heather gray, cream, or camel, though I don’t think this look works as well when the sweater looks too sporty or athleisure-y. Pro tip: make sure the leggings are high rise so they won’t fall down at security! Get white sneakers that slip off quickly in the TSA security line and still look clean at dinner. I would bring a baseball cap to wear on the actual flight, then take it off and accessorize with gold hoops for a Thanksgiving dinner.

3. Wide Leg Pull On Trousers and a Cashmere Turtleneck

These wide leg pull on pants are the equivalent of wearing sweatpants (in terms of comfort) but looking like you have a corner office (in terms of style). I love these styled with a cashmere turtleneck for a Thanksgiving travel outfit that goes straight from seat 14C to the Thanksgiving dinner table. Pro tip: go for a chocolate brown or black pant with a cream or oatmeal colored turtleneck. Loafers or sleek sneakers handle the walking, and a structured tote holds the store bought pie you swore up and down you would bake from scratch this year.

4. Straight Leg Jeans, Striped Long Sleeve, and a Quilted Vest

A navy and white striped long sleeve with straight leg jeans is classic and easy, and a quilted vest adds warmth without the bulk of a full coat in the passenger seat. Stripes never look out of place no matter how long you’ve been sitting in the car, and the vest has pockets for all your travel essentials (lip balm, phone charger, etc.). Finish the look with ankle boots or suede loafers for a country Thanksgiving weekend.

5. Sweater Dress, Opaque Tights, and Flat Knee Boots

A sweater dress is one piece and needs no styling decisions. On a chilly airplane, nothing will keep you warmer than a pair of opaque tights, and you’ll thank yourself for choosing flat knee boots when it’s time to make it to your connecting gate ASAP. I love this Thanksgiving travel outfit for anyone going straight from the airport to Thanksgiving dinner and still wants to look put together. Pro tip: go for a sweater in a deep rich color (think charcoal, rust, or green) so any potential coffee stains won’t show. Bonus points: bring a long scarf that can double as a plane blanket and wear a dainty gold necklace to make the whole outfit feel extra polished.

6. Tailored Joggers, Ribbed Tank, and a Long Cardigan

For those of us who run cold then hot then cold again every forty five minutes in the car, a Thanksgiving travel outfit that can be easily layered is key. I love tailored joggers for Thanksgiving travel since they’re still comfortable but don’t look as juvenile as sweatpants would. Start with a ribbed tank underneath so you can peel off layers if needed. On top, a long cardigan will add some extra warmth and can be used to cover your hips if you’re stiff as a board when you get out of the car. Pro tip: stick to neutral colors because black joggers + camel cardigan is a foolproof combo. Finish the look with slip on sneakers that you can easily kick off in the car, you know, for those feet on the dash moments.

7. Ponte Pants, Crisp Button Down, and Leather Loafers

Ponte pants are the overachievers of the travel world since they’re so comfy but never look underdressed. Like trousers, they hold their shape, have stretch like leggings, and never bag out at the knees. Style these with a crisp white (or striped) button down for a Thanksgiving travel outfit that looks like you’re headed to a business meeting with the in laws. Pro tip: roll up the sleeves for the flight/car ride then let them hang at arm’s length once you’re at Thanksgiving dinner. Bonus points: add leather loafers to elevate the outfit and throw a sweater over your shoulders for maximum coziness (and a hint of preppiness).

8. Puffer Jacket, Half Zip Fleece, and Bootcut Leggings

This is the Thanksgiving travel outfit for you if you’re driving but plan on making lots of pit stops. If your Thanksgiving road trip consists of lots of driving through the mountains and through some snow, I recommend keeping a puffer in the back of the car. Bonus points: this lightweight one folds up really small and won’t take up too much space. Think this Thanksgiving travel outfit idea is too teeny bopper chic? Wear bootcut leggings over boots and they look surprisingly sleek. Layer a half zip fleece pullover underneath for added warmth. Pro tip: go for a puffer jacket in olive or cream because it won’t have that I’m-wearing-a-sleeping-bag-on-my-legs effect. Also: keep a beanie in the glove box just in case you hit a particularly arctic looking gas station.

9. Open Flannel Shirt Over a Thermal with Dark Jeans

Yes, you can wear flannel outside of a cabin in the mountains this Thanksgiving weekend, and it will still be on trend! I love flannel for Thanksgiving travel since it’s festive, can double as a blanket on the lap, and can be thrown on/off for chilly cars/planes. Pair a fitted thermal with an open flannel to easily adapt to the weather. Style with dark jeans (pro tip: the darker the jean, the less likely any pesky travel grime will show!) for a Thanksgiving travel outfit that’s equally at home on a short flight or long car ride. Finish the look with a canvas weekender and brown lace up boots.

10. Knit Midi Skirt, Fitted Ribbed Sweater, and Retro Sneakers

Take a soft knit midi skirt when you’ll be on the go. A stretchy midi skirt moves with you on long car rides and never constricts your waist after Thanksgiving lunch (you’re welcome). Style with a tonal (or exact color match) fitted sweater for a Thanksgiving travel outfit that looks like a coordinated set. Finish the look with retro sneakers for an extra dose of easy going chic in the airport, plus this Thanksgiving travel outfit will have you looking just as stylish at Thanksgiving dinner as you do getting through security. For crisp mornings add a denim jacket and a little crossbody that holds only the essentials.

11. Wrap Cardigan, Smooth Bodysuit, and Flare Leggings

A wrap cardigan will make you feel like the kind of woman who has slept well and made good life choices. If you’re more of a leggings gal than a skirt girly, try wearing yours over a fitted bodysuit (that way they won’t un-tuck themselves every time you fidget in your seat or reach up into the overhead bin). Pro tip: opt for flare leggings to balance out the hips, plus they’ll make you look less athleisure and more dressed up at Thanksgiving dinner. Add a wrap sweater on top for some texture, and you’ve got yourself a Thanksgiving travel outfit with a seventies lean. Finish the look with heeled boots (or platform sneakers if your layover requires a lot of walking!).

12. Corduroy Wide Leg Pants and a Cropped Shacket

Nothing screams Thanksgiving quite like corduroy because it practically oozes straight out of the pumpkin pie box. Go for a wide leg pair in caramel or rust for a Thanksgiving travel outfit that’s just as stylish as it is cozy on long car rides. Style with a tee + shacket, and a pro tip is to go for a cropped shacket to counter balance all that fabric down low. Bonus points: shackets provide enough coverage for chilly airports without being as bulky as a coat would. Pair chunky loafers with a leather tote and practice your oh, this old thing.

13. Denim Jacket Over a Hoodie with Olive Cargo Pants

Think a denim jacket over a hoodie is a teenage move? Think again because I promise it’s totally grown up when done right. Go for a slightly oversized denim jacket and slim hoodie (cream or gray work best). I love a good hood up nap. Pair with chunky sneakers for a grounded look. Finish the look with olive or khaki cargo jeans for convenient pockets for your ear buds and boarding pass for a Thanksgiving travel outfit that’s as practical as it is stylish.

14. Trench Coat Over a Black Knit Set

A knit set + trench combo is cozy, wrinkle free, and hard to screw up, which is exactly what you want your Thanksgiving travel outfit to be. A.k.a. the Thanksgiving travel LBD! And despite appearances, your carry on is anything but organized. But toss in a classic trench coat and you can fool most of the folks most of the time. Bring a trench to ward off drizzle at your departure and destination. Bonus points: a trench coat is the perfect outerwear option for breezy/drizzly weather, so you’ll stay equally stylish in transit and once you arrive home, especially if you’re heading from the airport directly to Thanksgiving dinner. Finish the look with sunglasses + black leather ankle boots for maximum mysterious traveler energy.

15. Sherpa Jacket, Mock Neck Top, and Slim Jeans

Nothing screams comfort quite like a sherpa jacket, and luckily for us, there’s no shortage of ways to style them this fall. I love a sherpa over slim jeans + fitted mock neck since it’s plenty toasty without being as bulky as a winter coat would be (perfect for chilly stops during a Thanksgiving road trip!). Pro tip: mock neck tops stay neat and won’t ride up all bunched no matter how much you’re squirming around in your seat. Suede booties and a leather belt give it shape, and the jacket doubles as a pillow.

16. Merino Henley, Pull On Chinos, and Slip On Sneakers

Not only is merino wool wrinkle resistant, it’s also temperature regulating and won’t stink after a day full of travel delays. We love it in henley form, worn with stretchy (but tailored looking!) pull on chinos. Navy + khaki is a foolproof color combo. Pro tip: style with slip on sneakers for maximum ease so you won’t have to bend/hop around like a mad woman to get them on/off when passing through security.

17. Oversized Blazer, Vintage Graphic Tee, and Straight Jeans

A blazer will have you looking instantly put together for travel. We love an oversized blazer for Thanksgiving travel since it hits just dressed up enough for family dinner, but casual enough to spend six hours in the car in. Go for a vintage-y graphic tee for some personality, and roll up your blazer sleeves when in transit for added ease. We love layering an oversized blazer over a vintage-y graphic tee + straight leg jeans, and it hits the perfect laid back but polished sweet spot. Finish the look with loafers (or sleek sneakers) + a simple tote. The coziest Thanksgiving travel look we know of!

18. Crewneck Sweatshirt Over a Collared Shirt with Tailored Trousers

Another foolproof layering trick? Put a crisp collared shirt under a soft crewneck sweatshirt and let the collar and cuffs peek out. Pair a sweatshirt with tailored pants to make it look like a considered outfit. Toss a sweatshirt over a button down. Not only will it keep you cozy en route to Thanksgiving, it doubles as a failsafe in case you’re heading to a more formal family get together, and you can just ditch the sweatshirt once you get there, and voila: you’re Thanksgiving ready in an instant! We love styling this Thanksgiving travel outfit idea with black tailored pants, just make sure you can bend comfortably when sitting down!

19. Turtleneck Bodysuit, Faux Leather Leggings, and Block Heel Ankle Boots

Think of faux leather leggings as the cool girl take on Thanksgiving travel pants. Need a Thanksgiving road trip outfit that hits just as put together as it does casual? Not only do they hit just as comfy as any other pair of leggings would be, they double duty as a failsafe in case you’re heading from the airport straight to Thanksgiving dinner. Style over a fitted bodysuit for a Thanksgiving travel look that’s just as polished as it is put together and that will never ride up or bunch in transit. Bonus points: faux leather pants don’t attract as many doggy kisses or crumbs as your standard pair of leggings would. Finish with block heel ankle boots and a long camel coat so you look chic on arrival.

20. Knit Jumpsuit and a Cropped Denim Jacket

Try a knit jumpsuit, as the stretchy fabric is wrinkle free, meaning you can bend and flex to your heart’s content in transit, without the worry of digging or rubbing marks once you’re done sitting! Layer a cropped denim jacket over an outfit for added structure and warmth. It also instantly makes an outfit look put together. Finish the look with a cropped denim jacket for some added coverage/texture, and sleek sneakers (pro tip: opt for ankle boots instead if you’re heading to Thanksgiving dinner once you arrive!). We love styling this Thanksgiving travel look with sneakers in transit and ankle boots once you land.

21. Packable Rain Jacket, Waffle Knit Top, and Joggers

Thanksgiving weather can be tricky to predict, which is why we always recommend grabbing a packable rain jacket before you hit the road or airport. We love styling ours over a warm but still breathable waffle knit top, because your car temperature may range anywhere from arctic to tropical en route, and waterproof sneakers for an added failsafe, especially if you anticipate pulling over at gas stations! Pro tip: look for a packable rain jacket that tucks away in its own pocket for added ease. Joggers keep you comfortable in the car and look more pulled together than sweatpants. Stick to neutrals like cream or olive to make sure it hits as versatile as it does travel ready.

22. Blanket Scarf Over a Crewneck Sweater and Black Leggings

Style with an oversized blanket scarf for added coziness, plus it comes in clutch as a last second pillow! Pair it with black leggings and a plain crewneck sweater to add a herringbone or plaid touch to your ensemble. We love styling a leather tote + knee boots for Thanksgiving travel, and not only do they exude instant polish, they also double as failsafes like a tote as an instant Thanksgiving bag and boots as an easy swap once you land.

23. Long Sweatshirt Over a Satin Slip Skirt for a Quick Change

Tuck a swishy satin skirt under an oversized sweatshirt, just be sure to grab a fitted sweater to swap in once you get there, and we promise this Thanksgiving travel outfit idea is Thanksgiving dinner ready in five minutes or less! Before you walk in, swap the sweatshirt for the sweater and add earrings.

Pieces That Pull These Looks Together

The pieces that repeat across these outfits.

• CUSHIONAIRE Leather Penny Loafers. Real leather that breaks in instead of breaking down.
• befen Genuine Leather Tote Bag. Big enough for a laptop, structured enough to look put together.
• Mulberry Silk Square Scarf. Tie it at the neck, on a bag strap, or in your hair.