Celebrities may have access to stylists, luxury wardrobes, and first-class lounges, but that doesn’t mean they always get airport fashion right.
While most of us prioritize comfort and practicality when flying, some A-listers opt for completely impractical shoes that make us question why they thought it was a good idea. From sky-high heels to flip-flops with zero support, these celebrities made airport footwear choices so bad, they’re practically unforgivable.
Sure, they look stylish, but air travel is not the time for a shoe that slows you down, causes blisters, or makes TSA security even more of a nightmare. Let’s take a look at 11 major airport shoe fails—and why you should never repeat them.
1. Lady Gaga’s Sky-High Heels – A Security Check Nightmare

Lady Gaga is no stranger to extreme fashion, but wearing towering platform heels at the airport? That’s next-level impractical. She’s been spotted in stilettos so high they could double as stilts, making us wonder how she navigates through security, let alone long terminal walks.
Airport floors can be slippery, long distances between gates require speed, and we all know heels are a nightmare to take off and put back on at TSA. One wrong step, and you could be face-first on the airport floor—not exactly glamorous. Gaga, we love you, but this shoe choice is a first-class fail.
2. Victoria Beckham’s Stiletto Boots – Pain Before the Plane

Victoria Beckham’s airport looks are always chic, but her love for stiletto boots while traveling is just unreasonable. Sure, they give her that signature Posh Spice sophistication, but let’s be real—navigating a crowded terminal in needle-thin heels sounds like pure torture.
Wearing heels for an extended period puts pressure on your feet and back, making flights even more uncomfortable. And don’t even get us started on walking through security—no one wants to be the person holding up the line struggling to take off thigh-high boots. Victoria, maybe trade the stilettos for some fashionable (but functional) sneakers next time?
3. Kim Kardashian’s Tight Pencil Skirt and Heels Combo – Fashion Over Function

Kim K is always serving a look, but when she showed up at LAX in a skin-tight pencil skirt and sky-high heels, we had questions. Not only did the outfit make walking at a normal pace impossible, but the heels were not built for speed—or comfort.
Picture this: running to your gate in stilettos because of a flight delay. Now, add a tight skirt that restricts your stride, and you have a recipe for disaster. While Kim definitely looked put-together, her outfit was way more suited for a red carpet than an airport sprint to catch a connection.
4. Heidi Klum’s Flip-Flops – Zero Support, Maximum Regret

Heidi Klum might be one of the most stylish supermodels out there, but wearing flimsy flip-flops to the airport is a rookie mistake. Sure, they’re easy to slide off for security, but they also provide zero arch support and zero protection from gross airport floors.
Let’s not forget the pain of having your luggage roll over your exposed toes or the discomfort of walking miles through a terminal in thin rubber soles. Flip-flops may work for the beach, but when it comes to airports, they’re a no-go.
5. Bella Hadid’s Heavy Combat Boots – Way Too Bulky

Bella Hadid loves edgy, oversized fashion, but her habit of wearing bulky combat boots at the airport? Not ideal. While they might look cool, heavy boots slow you down, make security checks a hassle, and feel restrictive during long flights.
The extra weight on your feet can make walking long distances exhausting, and taking them off during security screening is time-consuming and annoying. Plus, swelling during flights is real—do you really want to be stuck in tight boots mid-air? Bella, we love the vibe, but a pair of stylish sneakers would’ve been a much better choice.
6. Priyanka Chopra’s High-Heel Mules – Slip and Struggle

Priyanka Chopra’s high-heel mules might be great for a fancy event, but at an airport? Big mistake. These backless, heeled shoes are hard to walk in, provide zero stability, and are not made for speed.
Anyone who has worn mules knows the constant slipping-off struggle, and let’s not forget how awkward they can be when navigating stairs or escalators. Add in potential turbulence mid-flight, and these heels are one wrong step away from disaster. Priyanka, we love you, but these shoes belong at brunch—not in Terminal 5.
7. Naomi Campbell’s Lace-Up Sneakers – TSA’s Worst Nightmare

Naomi Campbell is known for her extra-long airport routine (she wipes down everything on the plane!), but her choice of ultra-complicated lace-up sneakers makes her own life harder. Wearing shoes that take forever to unlace is asking for trouble at security checkpoints.
When every second counts at TSA, struggling with dozens of laces is a surefire way to get side-eye from fellow travelers. Plus, having to tie them back up while rushing to your gate? No thanks. Naomi, a slip-on sneaker or sleek zip-up boot would make things so much easier.
8. Miranda Kerr’s Stilettos – Pretty, But Painful

Miranda Kerr’s airport stilettos look great in photos, but in reality, they’re a logistical nightmare. Anyone who has tried to walk long distances in pointy-toe heels knows that blisters and foot pain come free with every step.
Airports are not the place to suffer for fashion, and these shoes scream style over function. If you can’t move fast, stay comfortable, or make it through security without breaking a sweat, then your shoe choice is all wrong. Miranda, trade the stilettos for a sleek pair of trainers, and you’ll still look just as chic.
9. Lily Collins’ Lace-Up Boots – Cute, But TSA Unfriendly

Lily Collins once rocked lace-up boots at the airport, and while they looked amazing, they were a TSA nightmare waiting to happen. Imagine standing in a long security line, struggling to unlace knee-high boots while impatient travelers tap their feet behind you.
Beyond security, these shoes are also stiff, heavy, and totally impractical for long walks between terminals. If a shoe takes longer to put on than your entire flight, it’s just not worth the hassle. Lily, next time, let’s go for a sleek ankle boot or slip-on sneaker instead.
10. Rihanna’s High-Heel Pumps – Strutting Through Turbulence

Rihanna is renowned for her bold fashion statements, but opting for sky-high pumps at the airport is a choice that prioritizes style over practicality. Navigating through bustling terminals in such heels not only slows you down but also increases the risk of slips and trips.
Moreover, during a flight, feet tend to swell, making tight, high-heeled shoes a source of significant discomfort. While Rihanna’s ensemble might turn heads, her footwear choice is far from travel-friendly.
11. Kourtney Kardashian’s Over-the-Knee Boots – Fashion Over Function

Kourtney Kardashian has been seen sporting over-the-knee boots during her travels. While undeniably stylish, these boots are cumbersome to remove during security checks and can become uncomfortable during long flights due to restricted movement.
The effort required to don and doff such footwear can cause delays and frustration, making them a less-than-ideal choice for air travel. Kourtney’s fashion-forward mindset, in this instance, overlooks the importance of convenience and comfort.