33 Fall Travel Outfits That Are Actually Comfy and Cute

The best kind of travel is definitely in the fall, yet what to carry? A total nightmare. You want to take pictures with a coffee cup in your hands and changing leaves, but you also have to sit on a small plane for five hours.

Furthermore, the weather in the fall is so unpredictable. You stand in the morning freezing and you sweat in the noon.

I’ve compiled 33 outfit ideas that do work when traveling. These are the styles that you can quite easily wear in combination, keep in a carry-on without messing them up, and wear comfortably throughout the day. Let’s get into it.

1. Beige Sweatshirt and Sweatpants

Beige Sweatshirt and Sweatpants
src: instagram.com/alinelowry

Long flights require a similar pair of sweatpants and a shirt. It keeps you presentable as you go to get that pre-flight coffee.

2. White Jumpsuit and Rust Cardigan

White Jumpsuit and Rust Cardigan
src: instagram.com/alinelowry

Jumpsuits are so easy. You do not need to worry about a top and a bottom. The mix of rust and white introduces fall. You can add it on when the plane AC causes you cold blood, you can wear it to dinner when you get to the ground.

3. Sweater and Pants

Sweater and Pants
src: instagram.com/andreiaamiguel

Keep it simple. Take a warm sweater in a leafy fall colour. As forest green, burgundy or camel. Get your nice stretchy pants. Throw in some sneakers and you are all set to walk miles and miles about a new city without your feet screaming at you.

4. Fuzzy Coat and Striped Pants

Fuzzy Coat and Striped Pants
src: instagram.com/andreiaamiguel

Feel like making your outfit a little bit fun? Take out some cool striped trousers and put on a big, fuzzy coat. It’s like wearing a blanket, yet it looks fantastic. And, you can only remove the heavy coat in the case the sun appears later in the day.

5. Red Dot Dress and Sneakers

Red Dot Dress and Sneakers
src: instagram.com/anindita.s.b

Dresses: Yes, it’s perfectly possible to wear dresses to travel! When it warms down a cute red polka-dot dress and your most comfortable sneakers are your best choice. It’s lightweight, beautiful in a photo, and takes up so little space in your bag.

6. Fleece Hoodie and Leggings

Fleece Hoodie and Leggings
src: instagram.com/cbstyled

A fleece hoodie and leggings will get you through the days of grossly early flights or lengthy road journeys. This is a cozy, loose outfit and just what you would love to be wearing in case you intend to take a nap in the passenger seat.

7. Leopard Print Top and White Wide-Leg Jeans

Leopard Print Top and White Wide-Leg Jeans
src: instagram.com/cbstyled

White jeans in the fall? Absolutely. To match them, have a leopard print top and a pair of comfortable brown loafers. It’s fresh and a bit sassy. It’s ideal to take meals after a tiring day of sightseeing.

8. Turtleneck and Mini Skirt

Turtleneck and Mini Skirt
src: instagram.com/felicia_blindu

This is the final I have my life together fall appearance. Stuff a turtleneck into a mini skirt, a blazer, and complete it with knee-high boots. It’s so fashionable as a weekend city trip and copes with varying temperatures as a dream.

9. Black Top and Brown Fur Jacket

Black Top and Brown Fur Jacket
src: instagram.com/girlstravelsnap

Take a simple black top and blue jeans and transform them into a Brown faux-fur jacket and pointed boots. It’s comfortable, appears to be costly, and goes straight into a night out without the need to change in the hotel.

10. Beige Knit Dress and Olive Trench Coat

Beige Knit Dress and Olive Trench Coat
src: instagram.com/gisybalasch

A knit dress is simply a huge sweater which can be worn as a dress. Match a beige one with a vintage olive trench coat and knee-high boots. It shouts autumn in Europe and makes you overly comfortable.

11. Mustard Cardigan and White Culottes

Mustard Cardigan and White Culottes
src: instagram.com/hayleybloomstylist

Mustard yellow is the official color of fall. Wear white culottes (wide, cropped pants) over a comfortable cardigan. It’s highly breathable and allows you to move a lot, should you be doing a lot of walking.

12. Grey Wool Jacket and Black Mini Skirt

Grey Wool Jacket and Black Mini Skirt
src: instagram.com/karinastylediaries

Such a city outfit is a grey wool jacket on a black mini dress worn with knee high boots. It’s cozy but at the same time makes it interesting and young to visit a museum or have lunch in a cafe.

13. Black Ribbed Dress and Sneakers

Black Ribbed Dress and Sneakers
src: instagram.com/karinastylediaries

A stretchy black ribbed dress is a packing dream. It does not wrinkle readily and it wraps around you like a glove, but not too tightly. Wear it with sneakers and you are good to go anywhere any time of the day.

14. Navy Pinstripe Blazer and Trousers

Navy Pinstripe Blazer and Trousers
src: instagram.com/karinastylediaries

Traveling for work? The move is a coinciding navy pinstripe suit paired with a simple white tee. It’s business but casual to the extent that you won’t be in the hangar and feel miserable during the flight.

15. White T-Shirt and Blue Wide-Leg Jeans

White T-Shirt and Blue Wide-Leg Jeans
src: instagram.com/katherinevangelinou

A clean white tee and blue jeans is a sure thing that you can never go wrong with. Denim Skinny jeans are very uncomfortable to sit on compared to wide-leg denim. Just add white sneakers and a black belt and you are all over.

16. Leather Jacket and Wide-Leg Jeans

Leather Jacket and Wide-Leg Jeans
src: instagram.com/katiehoylee

Immediately become the most stylish person at the airport. A jacket made of leather and worn on wide-leg jeans with a few loafers is easy, casual, and they keep you very warm on a chilly night.

17. Beige Trench Coat and White Knit Sweater

Beige Trench Coat and White Knit Sweater
src: instagram.com/katiehoylee

A neutral outfit is simple to appear rich. A white sweater with a beige trench on top and a pair of white trousers look amazing on fall leaves. Just perhaps watch the coffee on the plane in this one!

18. Brown Leather Jacket and Black Wide-Leg Trousers

Brown Leather Jacket and Black Wide-Leg Trousers
src: instagram.com/keely_busby

Mix brown and black! A black coat or jacket with a brown jacket and loose jeans is such a warm and homey color combination in the fall. On top, an all-black bottom is incredibly easy to blend and be mixed with the rest of your suitcase.

19. Black Blazer and White Straight-Leg Jeans

Black Blazer and White Straight-Leg Jeans
src: instagram.com/lauverhulst

A black blazer magically makes everything look put-together. Toss on a crop top, white jeans, and sneakers. It’s a great combination of business attire and all-out casual.

20. Black Long Coat and Orange Button-Front Blouse

Black Long Coat and Orange Button-Front Blouse
src: instagram.com/louiseroe

Bring in some fall color with a bright orange blouse. Layer a long black coat over it with black pants. It’s sophisticated but has a really fun pop of energy for your travel photos.

21. Striped Polo Shirt and Blue Jeans

Striped Polo Shirt and Blue Jeans
src: instagram.com/megancryder

Striped polo and blue jeans are timeless, preppy, and easy. It’s that type of clothing that you toss on when you have just ten minutes to make it to the hotel lobby, yet you do not want to look bad.

22. Black Leather Jacket and Blue Jeans

Black Leather Jacket and Blue Jeans
src: instagram.com/mon_isiaa

The ultimate foolproof outfit. A jacket made of black leather, blue jeans, black sneakers. Also it’s everywhere, it hides spills well and it keeps you warm when the weather changes.

23. Striped Sweater and Beige Pants

Striped Sweater and Beige Pants
src: instagram.com/msgoldgirl

A striped sweater and beige pants are a good foundation. Round off the look with a denim jacket around your waist. It’s so practical on those days when the weather is unable to decide.

24. Beige Cardigan and White Pants

Beige Cardigan and White Pants
src: instagram.com/nadiakmla

Lengthen the bright vibes by a little closer with a light beige cardigan and white trousers. It’s light, cool, and very comfortable on long journey days.

25. Capelet and Denim Maxi Skirt

Capelet and Denim Maxi Skirt
src: instagram.com/ninaheatherlea

Feel like having something different? Wear a capelet (mini cape) on top of a denim maxi skirt. It’s theatrical in the most desirable way and so comfortable to bundle up in during a commute.

26. Burgundy Sleeveless Dress and Patterned Scarf

Burgundy Sleeveless Dress and Patterned Scarf
src: instagram.com/pinkjoyeeworld

Wear a burgundy dress, in case you are going somewhere a little warmer. Bring a patterned scarf – it’s a cute accessory and a life-saving blanket in case the flight is freezing.

27. Burgundy Long Sleeve Top and Dark Wash Jeans

Burgundy Long Sleeve Top and Dark Wash Jeans
src: instagram.com/pinkjoyeeworld

Burgundy always feels right in the fall. Pair a burgundy long sleeve top with dark wash jeans and sneakers. Simple, seasonal, and easy.

28. Denim Jacket and Denim Jeans

Denim Jacket and Denim Jeans
src: instagram.com/si.__su

The Canadian Tuxedo is fashionable now and it’s really good to travel. A pair of white sneakers, white jeans and a denim jacket is casual, durable and stylish.

29. Black Cardigan and Black Mini Dress

Black Cardigan and Black Mini Dress
src: instagram.com/sophielouisesdiary

Heading directly to the airport for a good dinner? Put on a black mini dress and wear it with tights and a black cardigan over dressing. It’s smooth, shiny, and radiant, elegant with no fuzziness.

30. Brown Shacket and Brown Leather Pants

Brown Shacket and Brown Leather Pants
src: instagram.com/susan_unefemme

A shirt-jacket (shacket) is one of the must-haves of the fall. A brown one with brown leather pants is edgy and surprisingly comfortable. The entire thing looks contemporary with the help of white sneakers.

31. Light Green Knit Sweater and Brown Leather Pants

Light Green Knit Sweater and Brown Leather Pants
src: instagram.com/susan_unefemme

Replace the common fall colors with light green. Wear a light green knit sweater and brown leather pants. When it’s windy, the leather assists.

32. Double-Breasted Coat and Black Tights

Double-Breasted Coat and Black Tights
src: instagram.com/travelsbeautifulworld

An exclusive, fitted, two-breasted coat paired with black tights and loafers is a full power outfit. Razor sharp business travel, and a solid-winged nice dinner out.

33. White Sleeveless Top and Beige Midi Skirt

White Sleeveless Top and Beige Midi Skirt
src: instagram.com/whatemwore

To areas where the cold sets in late, a white sleeveless top and a loose beige midi dress. Light, easy to move in, and still appears clean and chic.

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