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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!
#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!
#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.)
#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
That’s all for today!
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Till next time ♥︎
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FTC- Not sponsored by any brands mentioned. I purchase all products myself. All opinions are my own. Some links may be affiliated.
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