Highflying Style in 2009

See how the stars took fashion to new heights and turned airport jetways into fashion runways this year

01 of 24

JESSICA SIMPSON

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Brandon Todd/Splash News Online

The sunny is summer-ready in her multi-print Elizabeth & James maxidress, white purse and pinned-back locks as she makes her way through the airport in Washington, D.C.

02 of 24

RIHANNA

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Saleem Elatab-Ahmad Elatab/Splash News Online

The sultry in stripes stays tough in her leather cap and jacket paired with patent oxford shoes, Hussein Chalayan for J Brand jeans and ring-filled fingers while leaving JFK.

03 of 24

KIM KARDASHIAN

KIM KARDASHIAN
Humberto Carreno/Startraks

The grins and bares it in a one-sleeved gray dress and black patent pumps while rolling her coordinating checkered luggage through JFK airport.

04 of 24

JENNIFER ANISTON

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Flynet

Still feeling the warmth of her Mexican getaway, the accents her new tan in a blue T-shirt and boyfriend jeans paired with her favorite Stuart Weitzman espadrilles and a straw fedora in L.A.

05 of 24

BEYONCé

BEYONCé
Myunggu Han/Abaca

The international pops onto the scene in Seoul, South Korea, in a pink face-printed T-shirt, embellished jacket and frayed jean shorts paired with peeptoe platforms, Botkier metallic satchel and neon coral lips.

06 of 24

MILEY CYRUS

MILEY CYRUS
Ramey

She’s a little bit county and a little bit rock ‘n’ roll! shows off her legs in a pair of Frye cowboy boots and short cutoffs layered with a fringe vest, studded hip-slung belt and necklaces and bracelets galore.

07 of 24

BRADLEY COOPER

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National Photo Group

What Hangover? The sexy star looks perfectly put-together for a trip out of LAX in his half-tucked plaid shirt, dark jeans and tousled locks.

08 of 24

MADONNA

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CMB/Splash News Online

Undercover in a sweater hat, checkered scarf, puffy jacket and cuffed jeans, the pop strolls through JFK Airport with daughter Lourdes, who looks equally stylish in a cropped jacket, tunic, lace leggings and glittered slip-on TOMS shoes.

09 of 24

HALLE BERRY

HALLE BERRY
National Photo Group

They had to have planned it! The Oscar-winning shows off her legs – and her color-coordinated family! – in black leggings and booties underneath her gray coat while strolling through LAX.

10 of 24

PARIS HILTON

PARIS HILTON
Insight Celebrity/Flynet

Looks like it’s a wild ride for Doug Reinhardt’s who sports leopard from trench to tote for the couple’s arrival at LAX.

11 of 24

KATY PERRY

KATY PERRY
John Parra/WireImage

It’s a donut hole for one as the eccentric brings her onstage antics to Miami in a gray sequin-detailed top and comfy pants.

12 of 24

DAVID BECKHAM

DAVID BECKHAM
Gene Young/Splash News Online

He even makes flannel look good! The underwear dons a trucker hat and plaid button-down, half-tucked into jeans – just like a regular guy! – for his arrival in Washington, D.C.

13 of 24

DIANE KRUGER

DIANE KRUGER
Dean/National Photo Group

The Inglourious Basterds rolls through LAX in a faded denim romper and white T-shirt topped off with a boyfriend blazer and her favorite fedora.

14 of 24

JENNIFER LOPEZ

JENNIFER LOPEZ
INF/Splash News Online

This of twins gets comfortably chic in a graphic print Diane von Furstenberg maxidress with a rope halter and metallic sandals while toting son Max through the Nice Airport in France.

15 of 24

KHLOE KARDASHIAN

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Gustavo Caballero/KK/Getty

The reality star brings glamour back to travel with her wide-brimmed hat, Louis Vuitton purse, cropped trench coat and platform sandals as she lands at Miami International Airport.

16 of 24

ED WESTWICK

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Jackson Lee/Splash News Online

On the East Coast, Leighton’s onscreen steals some prepster tips from alter ego Chuck Bass, pairing his fitted T-shirt with neatly cuffed jeans, sockless loafers and a nylon Coach bag.

17 of 24

KATIE HOLMES AND TOM CRUISE

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Ramey

What to wear on a scenic helicopter ride in Brazil? ’60s-inspired summer chic! Check out Katie’s patterned headband and yellow dress, Tom’s crisp pale blue polo and Suri’s sweet frock.

18 of 24

VICTORIA BECKHAM

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Rachpoot/INF

The star offsets her sleek military-inspired hat and coat with an ultra-feminine Valentino bag as she makes her way through LAX.

19 of 24

LADY GAGA

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Splash News Online

The singer sticks to her signature out-there fashion sense as she walks through the airport in New Zealand in sliced-up leggings and a sharp-shouldered blazer.

20 of 24

KARL LAGERFELD

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Splash News Online

The legendary Chanel designer shows his sense of humor, along with his impeccable sense of style, with his self-referential tote bag.

21 of 24

GWEN STEFANI

GWEN STEFANI
National Photo Group

The singer, in Current Elliott tie-dye jeans, leads her equally fashionable brood through LAX.

22 of 24

CAMERON DIAZ

CAMERON DIAZ
CHAB/JHAB/ZDS/Wenn

It’s all about the luxe accessories – from her Lanvin flats to her Chanel purse to her Burberry checked scarf – as the star lands at London’s Heathrow Airport.

23 of 24

EVA LONGORIA PARKER

EVA LONGORIA PARKER
Matrix/Flynet

The actress makes her way to the Cannes Film Festival in a slim ivory jumpsuit and vibrant pink purse.

24 of 24

ANGELINA JOLIE

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Jun Sato/WireImage

With all six kids in tow, Jolie stays cool in her black Akris coat and oversized shades while carrying baby Vivienne Marcheline through the Narita International Airport.

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