25 Carry-On Bags That Will Make You the Most Stylish Traveler Around

Kristen Bousquet
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STYLECASTER | Luxe Luggage Guide
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With winter getaways on the brain, many of us are scouring the web and rummaging through stores to try and find the perfect carry-on bag. Compact, rolling, and sized to fit most airlines’ standard overhead storage maximums, the carry-on is easily the most important piece in most luggage collections. And not only is it practical (you have to own one if you want to go anywhere!), but it also has the potential to be very chic, if you pick right.

MORE: 55 Winter Travel Outfits That Look A-Plus Upon Arrival

Whether you’re looking to spend big on a luxe carry-on or trying to find something reasonable (yet cute) so you can spend more on vaca, having a bag that’s functional, sturdy, and high-quality is key to making a sometimes stressful flying experience smooth sailing. From suitcases small enough to pass the overhead cabin test to weekenders you can use when you’re headed for a shorter trip (that will also fit in the overhead compartment, or even under your plane seat), there’s a perfect carry-on for every woman and any trip.

Ready to hit the road in style? Click through the slideshow ahead to shop our current favorite carry-on options.

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STYLECASTER | Cutest Carry-On Luggage | Herschel Supply Co. trade hard shell carry-on luggage

Herschel Supply Co. trade hard shell carry-on luggage, $150 at Urban Outfitters

STYLECASTER | Cutest Carry-On Luggage | Anthropologie Deep Sea weekender bag

Anthropologie Deep Sea weekender bag, $118 at Anthropologie

STYLECASTER | Cutest Carry-On Luggage | LATITU royal purple Venezia weekender

Latitu° royal purple Venezia weekender, $825 at LATITU

STYLECASTER | Cutest Carry-On Luggage | CALPAK Astyll carry-on luggage

CALPAK Astyll carry-on luggage, $125 at Urban Outfitters

STYLECASTER | Cutest Carry-On Luggage | Away The Carry-On

Away The Carry-On, $225 at Away

STYLECASTER | Cutest Carry-On Luggage | CALPAK Luggage Astyll carry-on spinner

CALPAK Luggage Astyll carry-on spinner, $125 at Nordstrom Rack

STYLECASTER | Cutest Carry-On Luggage | Deux Lux Annabelle weekend bag

Deux Lux Annabelle weekend bag, $145 at Nordstrom Rack

STYLECASTER | Cutest Carry-On Luggage | LATITU blush pink Kobenhavn holdall

LATITU blush pink Kobenhavn holdall, $895 at LATITU

STYLECASTER | Cutest Carry-On Luggage | Anthropologie floral overlay weekender bag

Anthropologie floral overlay weekender bag, $98 at Anthropologie

STYLECASTER | Cutest Carry-On Luggage | Free People amber brushed metallic carry-on

Free People amber brushed metallic carry-on, $135 at Free People

STYLECASTER | Cutest Carry-On Luggage | Lulus Stay the Night black weekender bag

Lulus Stay the Night black weekender bag, $43 at Lulus

STYLECASTER | Cutest Carry-On Luggage | Ban.do Pink Available for Weekend duffle bag

Ban.do Pink Available for Weekend duffle bag, $60 at TOBI

STYLECASTER | Cutest Carry-On Luggage | Rebecca Minkoff So Connected luggage

Rebecca Minkoff So Connected luggage, $255 at Rebecca Minkoff

STYLECASTER | Cutest Carry-On Luggage | Herschel Supply Co Trade carry-on

Herschel Supply Co Trade carry-on, $150 at Revolve

STYLECASTER | Cutest Carry-On Luggage | Tumi International expandable carry on suitcase

Tumi International expandable carry on suitcase, $525 at Shopbop

STYLECASTER | Cutest Carry-On Luggage | Balenciaga Blanket floral weekender bag

Balenciaga Blanket floral weekender bag, $1835 at Saks Off Fifth

STYLECASTER | Cutest Carry-On Luggage | Maaji travel weekender bag

Maaji travel weekender bag, $139 at Revolve

STYLECASTER | Cutest Carry-On Luggage | Madewell The Transport Weekender in canvas

Madewell The Transport Weekender in canvas, $148 at Shopbop

STYLECASTER | Cutest Carry-On Luggage | The Nylon Weekender

The Nylon Weekender, $78 at Everlane

STYLECASTER | Cutest Carry-On Luggage | Amuse Society Roadtrip cream and black woven weekender

Amuse Society Roadtrip cream and black woven weekender, $95 at Lulus

STYLECASTER | Cutest Carry-On Luggage | Cleobella Orly Weekender

Cleobella Orly Weekender, $398 at Revolve

STYLECASTER | Cutest Carry-On Luggage | Tommy Hilfiger Julia camo extra-large weekender

Tommy Hilfiger Julia camo extra-large weekender, $148 at Macys

STYLECASTER | Cutest Carry-On Luggage | Current Mood faux bougie weekender

Current Mood faux bougie weekender, $45 at Dolls Kill

STYLECASTER | Cutest Carry-On Luggage | Billabong Compass weekender

Billabong Compass weekender, $45 at Zappos

STYLECASTER | Cutest Carry-On Luggage | Deux Lux Hazel embossed velvet weekender

Deux Lux Hazel embossed velvet weekender, $145 at Bloomingdales

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  • STYLECASTER | Cutest Carry-On Luggage | Herschel Supply Co. trade hard shell carry-on luggage
  • STYLECASTER | Cutest Carry-On Luggage | Anthropologie Deep Sea weekender bag
  • STYLECASTER | Cutest Carry-On Luggage | LATITU royal purple Venezia weekender
  • STYLECASTER | Cutest Carry-On Luggage | CALPAK Astyll carry-on luggage
  • STYLECASTER | Cutest Carry-On Luggage | Away The Carry-On
  • STYLECASTER | Cutest Carry-On Luggage | CALPAK Luggage Astyll carry-on spinner
  • STYLECASTER | Cutest Carry-On Luggage | Deux Lux Annabelle weekend bag
  • STYLECASTER | Cutest Carry-On Luggage | LATITU blush pink Kobenhavn holdall
  • STYLECASTER | Cutest Carry-On Luggage | Anthropologie floral overlay weekender bag
  • STYLECASTER | Cutest Carry-On Luggage | Free People amber brushed metallic carry-on
  • STYLECASTER | Cutest Carry-On Luggage | Lulus Stay the Night black weekender bag
  • STYLECASTER | Cutest Carry-On Luggage | Ban.do Pink Available for Weekend duffle bag
  • STYLECASTER | Cutest Carry-On Luggage | Rebecca Minkoff So Connected luggage
  • STYLECASTER | Cutest Carry-On Luggage | Herschel Supply Co Trade carry-on
  • STYLECASTER | Cutest Carry-On Luggage | Tumi International expandable carry on suitcase
  • STYLECASTER | Cutest Carry-On Luggage | Balenciaga Blanket floral weekender bag
  • STYLECASTER | Cutest Carry-On Luggage | Maaji travel weekender bag
  • STYLECASTER | Cutest Carry-On Luggage | Madewell The Transport Weekender in canvas
  • STYLECASTER | Cutest Carry-On Luggage | The Nylon Weekender
  • STYLECASTER | Cutest Carry-On Luggage | Amuse Society Roadtrip cream and black woven weekender
  • STYLECASTER | Cutest Carry-On Luggage | Cleobella Orly Weekender
  • STYLECASTER | Cutest Carry-On Luggage | Tommy Hilfiger Julia camo extra-large weekender
  • STYLECASTER | Cutest Carry-On Luggage | Current Mood faux bougie weekender
  • STYLECASTER | Cutest Carry-On Luggage | Billabong Compass weekender
  • STYLECASTER | Cutest Carry-On Luggage | Deux Lux Hazel embossed velvet weekender

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