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GenZStyle > Blog > Fashion > 7 Summer Travel Outfits That Are Comfortable, Cool and Chic
Fashion

7 Summer Travel Outfits That Are Comfortable, Cool and Chic

GenZStyle
Last updated: June 10, 2025 8:28 am
By GenZStyle
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7 Min Read
7 Summer Travel Outfits That Are Comfortable, Cool and Chic
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I have always believed that what you wear on your trip sets the tone for your entire trip. There’s something about leaving the house in a sophisticated (but practical) outfit that elevates everything that makes everything from airport cues to snack training. Of course, summer brings its own considerations. This is an early start that makes the heat, creases and dressing feel like a chore.

But that’s where some clever costume formulas come into play. Over the years I have relied on a stylish, comfortable exterior rotation that works for short and long trips. Additionally, these combinations are also given a seal of approval from the fashion person. Think of wide-footed linen pants that feel like pajamas but look like effort, or matching coding that requires zero styling but always earns compliments. Also, while more and more people are embracing full skirts and spacious cotton shorts for their refreshing charm, loose jeans remain a staple for good reason.

Regardless of your plans, having some summer travel clothes will make packing and dressing easier, especially if your flight is scheduled before 7am. First, I’ve put together some of my favorites. It’s something that is comfortable and guaranteed to start your holiday with stylish notes.

You might like it

7 chic summer travel outfits to bookmark this season

1. Cardigan + Cargo Pants + Canvas Bag

Style Notes: I recently travelled wearing cargo pants with side pockets, but I don’t know how convenient it was to have easy access to documents and easy to get through gates. On top, look at light layers like the best top and cardigans to hit the inevitable cold of the airplane cabin.

Buy the look:

Relaxed wool cardigan

& More Stories

Relaxed wool cardigan

Ribbed Silk Blend Vest Top

H&M

Ribbed Silk Blend Vest Top

Marcel cotton tapered cargo pants

Citizens of humanity

Marcel cotton tapered cargo pants

Loewe, Puzzle fold Tote Tote in Cotton Jacquard

Roue

Puzzle folds a tote into a cotton jacedo

Eden Platform String

reform

Eden Platform String

2. Long sleeve dress + Mary Janes + Shoulder bag

@courtney__flowers wears a black two-part dress with Mary Jane shoes and a leaning shoulder bag

Style Notes: When I travel long distances, my choice of outfit is always a dress. Yes, that’s right, dress. Look for stretchy materials like jerseys. Look for a spacious style like the outfits mentioned above.

Buy the look:

Black long sleeve A-Line Penni Midi dress

No one’s kids

Black long sleeve A-Line Penni Midi dress

Slouching tote bag - Raffia

cos

Raffia’s leaning forward tote bag

18k Gold Vermeil

Mejuri

18K Gold Vermeil Earrings

Butterfly S320 sunglasses in acetate

Celine

Butterfly S320 sunglasses in acetate

Chrissy Mary Jane

3. Jumper + Full Skirt + Tote Bag

@marina_torres wears a white cotton skirt with a black jumper and Mary Janes

Style Notes: Applying the same logic as the outfit above here, if you generally find it uncomfortable to sit on pants or jeans for a long time, a full skirt is a great travel solution. Anything wise about shoes will go, but a clean ballet flat works for short trips where you need to get out of the plane and go directly into the itinerary.

Buy the look:

Heavy knit wool blend jumper - Dark blue - Men - Arquette GB

arket

Heavy knit wool blend jumper

Julia Agate and the cord pendant necklace

Heaven’s turmoil

Julia Agate and the cord pendant necklace

Studio Bowling Bag - Leather

cos

Studio Bowling Bag – Leather

White Drop Waist Maxi Skirt

Next

White Drop Waist Maxi Skirt

Leather Mary Jane Flat - Black - Female - Arquette GB

arket

Leather Mary Jane Flat

4. Knit cord + Baseball cap + Loafers

@nlmillyn wears woven pants and jumper set with loafers and a baseball cap

Style Notes: It’s especially useful for longer road trips and plane trips, but it really doesn’t improve knit coding. It’s refined, but incredibly comfortable. Make your favorite flats, baseball caps and chic holds all look elegant.

Buy the look:

Cotton twill ball cap

Polo Ralph Lauren

Cotton twill ball cap

H&M, Fine knit

A fine jogger

New York | Black Small Grain | Demerier

New York | Black Small Grain | Demerier

Lucca Leather Moccasins

line

Lucca Leather Moccasins

5. Sweatshirt + Shorts + Sweatshirt

@kimturkington_ Wearing striped cotton shorts, sweatshirt and tan suede sweatshirt

Style Notes: Moving in shorts can be a viable option, especially when choosing a pair of loose cotton boxer types when your body temperature gets hot. The stretchy waistband is made for optimal comfort and you can keep your toast by adding cozy crew socks and a light layer (including sporty sweatshirts) on the top half.

Buy the look:

Navygrey Women | Vintage Fit Sweatshirt | Luxurious Organic Cotton | True Navy | Navygrey

Navygrey

Vintage fit sweatshirt

Whistle, Chocolate Shea Suede Curved Crossbody Bag

whistle

Chocolate Shea Suede Curve Crossbody Bag

Striped cotton boxer

Polo Ralph Lauren

Striped cotton boxer

Sporty cotton socks - White/Blue - Male - ARKEGB

arket

Sporty cotton socks – White/Blue – Male – ARKEGB

Leather trimmed suede sneakers

Dry the Van Noten

Leather trimmed suede sneakers

6. BoxyTee + Linen Pants + Flip Flops

@monikh wears a white t-shirt and black wide pants with teal jumper on her waist

Style Notes: Wide footed pants are an easy travel option as they provide ample space to avoid feeling restricted while seated, whether by plane, train, car or bus. Linen is made light and breathable. Try yours for a while before committing to make sure they are not prone to serious wrinkles. I own this H&M pair and I can prove the fact that they don’t frown at all.

Buy the look:

Box-shaped T-shirt

& More Stories

Box-shaped T-shirt

Monica Vinarder, Aria Cord 18ct Yellow Gold Barmeal Necklace

Monica Vinader

Aria Cord 18ct Yellow Gold Barmeal Necklace

Linen blended pants

Cropped Cashmere Turtleneck Sweater

Elderly Politician

Cropped Cashmere Turtleneck Sweater

Kint Leather Flip Flop

A.EMERY

Kint Leather Flip Flop

7. Blazer + Buggy Jeans + Trainer

@Leasy_inparis wears straight leg blue jeans, a sweatshirt and a checked blazer

Style Notes: Wearing jeans on a trip is divisive. Some people can’t think of anything worse, others won’t enjoy anything. If you are on a fence, we recommend trying a wide pair of feet with soft cotton wash. Along with a trainer and a blazer for elegance, they make a better combination.

Buy the look:

Linen Blend Blazer

White stretch cotton racer back vest

Reiss

White stretch cotton racer back vest

Aubriel Metallic Buckle Top Handle Bag

Charles & Keith

Aubriel Metallic Buckle Top Handle Bag

TRF Extra Wide Leg High Waist Jeans

Zara

Extra leg high waist jeans

Samba OG Leather and Suede Sneakers

Adidas Original

Samba OG Leather and Suede Sneakers

Source: Latest from Who What Wear – www.whowhatwear.com

Contents
7 chic summer travel outfits to bookmark this season1. Cardigan + Cargo Pants + Canvas BagBuy the look:2. Long sleeve dress + Mary Janes + Shoulder bagBuy the look:3. Jumper + Full Skirt + Tote BagBuy the look:4. Knit cord + Baseball cap + LoafersBuy the look:5. Sweatshirt + Shorts + SweatshirtBuy the look:6. BoxyTee + Linen Pants + Flip FlopsBuy the look:7. Blazer + Buggy Jeans + TrainerBuy the look:

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TAGGED:ChicComfortableCoolOutfitsSummerTravel
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