Chic & Comfortable: What to Wear on Long Flights Over 40

Because being stylish and feeling good don’t have to be opposites at 30,000 feet. Looking for the best airport outfit ideas for women over 40? Discover timeless, comfortable pieces to wear on long flights that blend style, function, and confidence.

8/4/20252 min read

Why It Matters More After 40

Once you hit 40, style becomes less about chasing trends and more about feeling like yourself — comfortable, put together, and confident. Long flights aren’t just about arriving somewhere beautiful; they’re part of the experience. And you deserve to feel good the whole way there.

My Tried-and-True Travel Outfit Formula

This is the exact formula I use when dressing for long-haul flights — simple, elevated, and practical.

1. The Oversized Blazer or Longline Cardigan or Wrap

  • Adds structure without stiffness

  • Doubles as a blanket when the plane gets cold

  • Chic enough for airport lounges or dinner right off the plane

2. Soft, Comfortable Leggings

  • Think: pull-on leggings or elevated joggers

  • Comfortable but look polished, specially with layered cashmere scarf and tank top

  • Choose wrinkle-resistant fabrics in neutral tones like black, dusty olive or deep navy

3. A Lightweight Base Layer (T-Shirt or Tank + Bra You Forget You're Wearing)

  • Breathable natural fibers like cotton or bamboo

  • Flattering but not clingy

  • Pair with a seamless wireless bra for zero regrets mid-flight

Supportive Sneakers (Stylish + Secure)

  • Always my go-to — they’re supportive, comfortable, and stable

  • Choose breathable, lightweight pairs with cushioned soles

  • Ideal for long airport walks and standing in lines

  • Safer than open-back slides or mules, which can slip or trip you up

5. Accessories That Work Overtime

  • Oversized scarf: blanket + wrap + outfit finisher - I prefer cashmere

  • Minimal jewelry: no clinking, no snagging - not expensive eye catching

  • Crossbody or belt bag: hands-free, sleek, easy access to passport

What I Avoid (And Never Regret)

  • ✖️ Tight jeans

  • ✖️ Anything synthetic that doesn’t breathe, in exception of good quality leggings

  • ✖️ Loud logos or high-maintenance pieces

  • ✖️ High heels or sandals (your feet will thank you later)

  • ✖️ Jewelry and expensive items that catch the eye

  • ✖️ Dress, skirt or shorts because you dont want your body to touch over used seats and toilets

Real Talk: It’s About Feeling Good

Yes, you want to look chic — but the true luxury is comfort that doesn’t compromise your style. A polished outfit makes boarding smoother, helps you feel in control, and sets the tone for your entire trip. Whether you’re heading to Paris or Palm Springs, this is your permission slip to travel in elevated ease.

Shop My Carry-On Capsule

✔️ Carry-On Must-Haves in Amazon ->
✔️ The leggings I live in Lululemon ->
✔️ The travel wrap I always bring -> or ->
✔️ The TSA-friendly luggage that makes sense ->
✔️ Comfy but cute sneakers I’ve worn through 5 airports ->

💬 What’s your go-to flight look?

I’d love to know — DM me on Instagram @findmequik or drop a comment on today’s post.