Flying isn’t fun. It’s a hassle from the moment your alarm goes off at 4:45AM to the time TSA forcibly disrobes you to the moment you realize that hypothermia has set in due to the chilly airplane temperatures. But being comfortable and looking presentable are not mutually exclusive.
Over the years, my position on airplane attire has softened some. If you want to wear yoga pants and a nice t-shirt, I’m okay with it as long as you are showered and put together. But I will never understand why asking people to just wear their every day casual clothes on a domestic flight is such a big request. I want to look presentable enough that I can run into someone I know professionally or someone I might want to know personally and not feel self-conscious.
If you’re traveling for work, this should go without saying. A friend once demoted her assistant for showing up to the hotel post-flight in sweat pants, flip-flops and no makeup. Why? Because it was 1:30 in the afternoon and the assistant was standing in a lobby full of shareholders who fund the company looking like she just rolled out of bed after a bender. When you travel, you are the face of your office/business so dress like it.
From Left, Sunglasses: Ray-Ban Aviators ($145) Earrings: Urban Beach Stud ($19) Bracelet: Chain Stack Bracelet ($34) Scarf: Linen Scarf ($50) Shoes: Kingg Flats ($50) Shirt: Liberty Popover ($150) Jeans: Paige Skyline Jeans ($189)
From Right, Earrings: Chloe Stud ($35) Necklace: Athena Pendant Necklace ($79) Shoes: Margerita Sandal ($99) Sweater: Textured Wrap Cardigan ($99) Belt: Classic Plaque Belt ($60) Dress: Saint Grace Maxi ($150)
For the Airplane. This is a nearly exact replica of what I wore on the plane this weekend. An early morning, plus seven hours from departure to transfer to arrival and I was perfectly comfortable the whole time.
This printed popover is a great blouse for casual or business casual wear. It has vibrant colors and would look lovely under a navy cardigan or a white blazer. It does run a bit big though (typically a four, I bought a zero). I also like it with the coordinating red shorts.
I prefer the oversized look of a LoveQuotes scarf, but this J.Crew linen scarf is a good option. I also added a set of stack bracelets, they’re an easy and stylish accessory. I also really like these grey-accented gold studs, though a pair of small hoops would be nice too.
While I sometimes wear sandals on the plane, my toes get a little chilly, so I usually opt for flats. These cognac ones are an easy slip on, but I also like these gold metallic shoes. Or you could go for something more comfortable and choose some TOMS or classic Keds.
For the hair, I was getting up early so I washed and curled the night before. Then, I just dry shampoo’ed it and pulled it into a lightly teased ponytail the next morning. For the makeup, I went to the basics with BB cream, a concealer stick, blush, a wash of neutral shadow and mascara. I usually apply it in the car on the way to the airport or if I’m really pressed for time, I’ll put it on in the airport bathroom before departure.
For the Airplane. If comfort is priority, a jersey maxi is like a nightgown that can be seen outside your home. It’s comfortable, it’s warm and it’s appropriate. No binding waistbands, no constricting seams, just silky, cotton comfort.
I added this wonderful chunky cardigan from Boden that I think I need to have. The open-knit, the shawl collar and the button-free design make it perfect for all seasons and ideal for belting. Need something cheaper? This cardigan-coat is a serviceable alternative.
When belting an extra chunky knit, a man’s belt works best. This plaque belt from J.Crew is a long time favorite. It’s adjustable to any length and a little wear and tear just gives the leather a weathered patina. I also like this braided leather belt for that rustic feel.
Since the plaque on the belt is silver, I went with silver jewelry. Simple studs and a textured, easy pendant necklace. You could also wear a ring if you like (I like this one and this one), but my hands swell when I fly, so I skip them. And I like these sandals because they mix the chocolate-brown with the grey, but if you’d prefer a flat, try these pewter ones.
For the makeup, same advice as above. For the hair, I would probably twist it into low bun or a braid. Ponytail just feels a bit too relaxed-preppy when I want more of a boho look.