THE MILLENNIAL MAVENThe Millennial Maven
  • ➤ Start Here
  • STYLE
    • Capsule Wardrobe
    • Personal Style
    • Look Books
  • BEAUTY
    • Drugstore Makeup + Products
    • Reviews + Tutorials
  • BOOKS
    • Book Recommendations
    • BookTube
  • WELLNESS
    • Mental Well-Being
    • Physical Well-Being
    • Decluttering + Organizing
  • CAREER + FINANCE
    • Productivity
    • Success At Work
    • Freelancing + Online Business
    • Money + Budgeting
  • TRAVEL + LIFE
    • Packing
    • Travel Style + Beauty
    • Travel Tips + Hacks
  • SHOP
  • LOVE LETTERS
  • HOME
  • 🔴 YouTube

The 3 Best Travel Day Outfits || Stylish + Comfortable Travel Outfits

October 7, 2020

This post is not sponsored, but does contain affiliate links. To learn more, hop over to our Disclosure page.

After nearly 30 years of flying, I proudly own three travel outfits.

I used to agonize over what I’d wear on travel day, frankly, my favorite day. I needed my outfit to be comfortable, but still cute. It needed to include items that made going through security a breeze, and made an in-flight snack spill feel like part of the adventure. Essentially, I needed an outfit that would allow me to enjoy my time in the air without losing my marbles!

Depending on where I’m headed, I always wear one of these three outfits. Of course, I purchase new items from time to time, so the exact pieces may change, but the concept always stays the same. I never have to think about it; I just grab and go.

Whether I’m taking the redeye, heading straight to a thing when I land, or heading straight to the hotel to sleep, I have an outfit fit for the occasion. Seriously, you’ll love having one task permanently checked off your Pre-Travel To-Do List!

The 3 Best Travel Day Outfits || Stylish + Comfortable Travel Outfits || The Millennial Maven #traveloutfit #travelgifts # #capsulewardrobe #travelclothes #womensstyle

#1: comfort in disguise

The Formula // Black elastic-waist joggers, white tee, neutral cotton-button up shirt, plaid oversized blazer, gray trainers.

This is my go-to for daytime flights when I need to look presentable. While social norms may be slightly skewed at airports, wearing your PJ’s all day is pushing it a bit too far. Black joggers are the perfect solution because they feel like sweatpants and are SO much comfier than jeans. Plus, the tapered leg and fitted ankle gives you your figure back and ensures that no part of your outfit is ever grazing the lavatory floor!

On top, I wear a loose fitting white tee shirt, layered with loose fitting button-up over that. On top I wear my oversized blazer that is made out of an almost sweatshirt-like material. It is super soft and comfortable, but it still looks polished. Gap always has versions of them in stock, and I highly recommend picking one up when you see a print you like.

Those gray Nike Flex 8 Experience trainers are probably the most comfortable sneakers I have ever worn. They are constructed from a stretchy material that feels like leggings for your feet! And since they are stretchy, they are super easy to slip off and on at TSA. No more needing to pull over at the crowded benches on the other side in order to get your shoes back on!

The 3 Best Travel Day Outfits || Stylish + Comfortable Travel Outfits || The Millennial Maven #traveloutfit #travelgifts # #capsulewardrobe #travelclothes #womensstyle

#2: comfy and not ashamed

The Formula // Gray “moto” leggings, white tee, black sweatshirt, neutral blanket scarf, gray trainers.

You’ll notice a pattern here; I always wear three layers on top. I find that’s the perfect amount to keep me warm during the flight, but doesn’t make me feel too bulky. The top two layers are easy to stash in my bag if I get too warm, which is pretty much a guarantee leaving or returning to HNL. When I just need to be extra  comfortable, such as on a redeye flight, I will wear the same white tee but this time layer it with a sweatshirt and an oversized blanket scarf. The scarf pictured above is from Gap and it is ah-mazing. It’s pretty much a scarf, a blanket, and a poncho all-in-one.

You can’t go wrong with leggings. They’re the ultimate comfy bottoms. To keep it a bit classier, I go for Moto leggings because they look more like actual pants and less like sleepwear or worse, underwear. (You know what I’m talking about here.)

The 3 Best Travel Day Outfits || Stylish + Comfortable Travel Outfits || The Millennial Maven #traveloutfit #travelgifts # #capsulewardrobe #travelclothes #womensstyle

#3: tropical & festive

The Formula // Pastel midi dress, white short sleeve button-up shirt, coordinating color sweatshirt, gray trainers.

My final option is great for short, “island hop” flights. These are the short, commuter flights that often happen in the middle of the day. Since it’s so short, I don’t think it warrants a serious “travel” outfit, but of course I still want to be comfortable.

I love a great form-fitting midi dress for basically any occasion, but they’re especially great for a cuter travel outfit option. The snug lower half of the dress prevents Marilyn Monroe moments, and the high neckline make sure everything stays in place and secure when I’m throwing bags over my shoulder.

For some ultra-light layering, I add a short sleeve white button-up over the dress. Sometimes I tie it at my waist and sometimes I just leave it open. It looks cute either way.

And of course, my outfit wouldn’t be complete without a sweatshirt. I think this red one goes great with the coral shade of the dress!

SHOP THE COLLECTIONS

Outfit #1
Gap Woven Joggers
Nike Flex Experience Run 8 Running Sneakers
Old Navy Jacquard Boyfriend Blazer
Old Navy Relaxed Poplin Shirt
Universal Thread Crewneck T-Shirt

Outfit #2
Gap Cape Scarf
Nike Flex Experience Run 8 Running Sneakers
Old Navy French Terry Sweatshirt in Black
Old Navy High-Waisted 7/8 Moto Leggings
Universal Thread Crewneck T-Shirt

Outfit #3
Nike Flex Experience Run 8 Running Sneakers
Old Navy Cap Sleeve Shirt
Old Navy High Neck Sleeveless Midi Dress
Universal Thread Crewneck Sweatshirt

The 3 Best Travel Day Outfits || Stylish + Comfortable Travel Outfits || The Millennial Maven #traveloutfit #travelgifts # #capsulewardrobe #travelclothes #womensstyle

That’s all for today!

Like this post? You’ll surely love this one too >> 10 Worst Packing Mistakes *Not* To Make + Helpful Packing Tips

If you find this post interesting, informative, or just plain entertaining, tell me about it in the comments below! And don’t forget, sharing is caring. Share this post!

Till next time ♥︎

Sign up for my free monthly e-journal, The Millennial Maven Love Letters for exclusive content + millennial inspiration and lifestyle hacks. Plus get instant access to my library of on-the-go style downloads!

FTC- Not sponsored by any brands mentioned. I purchase all products myself. All opinions are my own. Some links may be affiliated.

«
»

Comments

  1. Kara Paul says

    December 2, 2019 at 7:39 am

    Love this! I’m going to have to look into this for future trips since I’m always struggling with the perfect thing to wear! Now just to find an outfit that won’t keep flagging me for a pat down at TSA! :’D

    Reply

Leave a Reply Cancel reply

Your email address will not be published. Required fields are marked *

Personal Style + Mindset Mentor

|| simplified life + style tips helping you get inspired to do more with less ||

NEW! Check out my BookTube! Let’s talk about books together ♥️
Shop menu
I'm Kay and I'm from the 90's.

I am fascinated with self improvement. Pursuits that cultivate enthusiasm for life by whittling away the inefficienies and replacing them with intention.

These are my adventures & discoveries for living a blissful & beautiful life, both on the inside and outside.

We talk beauty & fashion, minimal lifestyle, productivity, travel, and most recently, books! All facets of a thriving life evolving with purpose.

Look good. Feel good. Read books.

Keep Reading!
  • How To Layer Winter Travel Pin 1
    Read More
  • Top 10 Best Drugstore Eyebrow Products in 2022! | Best Drugstore Brow Products
    Read More
  • HOW TO STYLE OUTFITS || How to create a stylish "look" instead of just a plain 'ol outfit! My 5 step system to help you put together cute outfits every day!
    Read More
  • Read More
  • Read More
  • How To Plan Your Week with Notion Pin 1
    Read More
  • How To Pack Light For Travel (& NOT look like a hot mess in all your photos!) || Packing Light Tips || The Millennial Maven #packing #travel #packlight #traveloutfits #packingtips
    Read More
  • Top 10 Best Eyeliners at the Drugstore in 2022! | Best Drugstore Eyeliners
    Read More
  • 10 Toxic Habits That Are Over-Complicating Your Life || How To Live Your Best Life || The Millennial Maven #toxichabits #selfcare #healthyhabits #healthylifestyle #productivity
    Read More
  • How To Plan A Vacation Pin 5
    Read More
  • Top 10 Best Powders at the Drugstore in 2022! | Best Drugstore Powders
    Read More
  • Chow to build an all year capsule wardrobe with basic pieces you can rely on. | Capsule Wardrobe Basics #capsulewardrobe #wardrobebasics #personalstyle
    Read More
  • How To Style A Puffer Jacket Pin 5
    Read More
  • Makeup look using minimal products for when you're wearing a face mask. Natural & comfortable so you feel as fresh as you look! #facemaskmakeup #naturalmakeup #minimalmakeup
    Read More
  • What To Wear On A Plane || Travel Outfits Do's & Don'ts || The Millennial Maven #traveloutfits #womensfashion #outfitideas #airportoutfits #whattowearonaplane
    Read More
  • How To Get More Done Every Day || Increase Productivity || The Millennial Maven #productivity #beproductive #getmoredone #productivityhacks #domore
    Read More

About ∙ Terms ∙ Privacy ∙ Contact
Copyright © 2022 The Millennial Maven, All Rights Reserved
close

Personal Style + Wellness Curator

The Millennial Maven

Love Letters

E-Letters filled with practical advice, inspiration & updates.

Sent with love on the last day of each month.

Get access to my just-for-subscribers collection of beauty & style downloads.

x