vans brushed twill authentic sneakers urban outfitters
Image: Urban Outfitters

September is a fusion of summer and fall where we see both sandals and boots being worn. A great alternative to rock during this in-between-seasons weather is a perfect pair of sneakers. What’s not to like? Sneakers are comfortable, good for your feet, sporty, and they add a Southern California coolness to your look. This month’s seasonal style buy is just what you need to put the right foot forward at the start of a new chapter. These rad kicks won’t be found at your local sports store. They’re brilliantly bold, fun, and artistic.

Alisha Sneakers

black quilted Target Alisha sneakers
Image: Target

Target, $34.99

This quilted pattern instantly amps up the glamour in these edgy sneakers. The bold black and white makes these sneakers perfect for pairing with black leggings or pants and neutral sweaters or tees in grey, white, or black. Dress up the look with layering pendant necklaces and a backpack purse. Overall these sneakers will add an effortless chic to your look that will allow you to feel comfortable while stylish.

Faux Suede Zippered Sneakers

faux suede zippered sneakers forever 21
Image: Forever21

Forever21, $29.90

These sneakers are the perfect early fall shoes because of their autumnal color that pairs well with pants in olive, navy, and taupe. While it’s still a little warm out, wear these sneakers with pants that cut off slightly before the ankles. Our favorite look with these sneakers are baggy, distressed jean capris with a white tee, and silver statement necklace. This look has a bit of punk chic, while still being laid-back, cool, and casual.

Vans Brushed Twill Authentic Sneaker

vans brushed twill authentic sneakers urban outfitters
Image: Urban Outfitters

Urban Outfitters, $50

Don’t say goodbye to summer colors just yet! September is the time to experiment with mixing a bit of summer fun with fall style. These pale yellow sneakers have a classic beachside look, but they work well with jean shorts and your favorite long-sleeve tee. A great way to dress for this transitional weather is to pair shorts with cozier tops. Lightweight sweaters and striped tees were made for these skater sneakers.

Mesh Sneaker

womens mesh sneaker old navy
Image: Old Navy

Old Navy, $24.94

At first glance this may seem like just another gym sneaker, but think again. This colorful shoe is your solution to comfy chic. This sneaker with black leggings and an oversized sweater is about as comfortable as it gets, but it also happens to be a hot, seasonal look. These shoes are bold, and the best way to wear them is to make everything bold—black leggings, white nail polish, and a solid print sweater or sweatshirt.

Reading Room Romance Flat

reading room romance flats modcloth
Image: Mod Cloth

ModCloth, $39.99

We’re switching gears a bit from casual sneakers to a more formal pair. These vintage kicks can easily dress up a simple pair of pants and tee. Complete the classic look with a tee, sleeves rolled up and shirt tucked in, thin belt, and necklace. If you’re still trying to come up with the best back-to-school look, then we think you’ve met your match.