12 Easy Outfit Ideas to Try In September (2024)

• Fashion

A Trench Coat

A trench coat is the effortless closet staple that never goes out of style. Take any iteration and layer it over a mini or knee-length dress. The two-toned color palette creates a clean starting point for limitless accessorizing potential. It also leaves open room to play with various accessories in similar tones, like low-top runner sneakers or woven handbags.

Neutral Staples

Neutrals can be given a new life with subtle monochrome pairings, thanks to lighter and darker-toned separates with a similar base color. Beige or gray tops and light knits pair smoothly with complementary tan trousers from their shared brown hues. Give the set a sharp finish with chic slingbacks and a matching shoulder bag.

A Maxi Skirt

Maxi skirt season is in full swing by September. So grab your ankle and floor-length styles and add a simple, yet dynamic top. Tuck a lightweight white blouse into a suede or leather version for a nonchalant feel that goes well with the current boho chic comeback. Pointed flats, beaded necklaces, and a bright shoulder bag will round out the look with pops of color.

A Skirt Suit

Just because it’s no longer the first day of school doesn’t mean you can’t embrace your inner prep. Channel Blair Waldorf or Cher Horowitz in a matching blazer and skirt with a crisp white blouse for good measure. Tall leather boots and chunky gold jewelry will bring the streamlined set a modern flair.

A Monochrome Look

Matching pieces never go out of style and simple color palettes create endless opportunities to play with fashion. Try a blouse and patterned skirt with the same base color. A handbag and shoes in a coordinating color—like our go-to femme flats and comfy clogs—will highlight the textures and colors with ease.

A Pleated Mini Skirt

Pleated skirts are a fall wardrobe staple. Whether you’re channeling Gossip Girl’s Serena Van Der Woodsen or Challengers’ Tashi Donaldson, the piece can easily mixed and matched just like any skirt in your closet. A minimalist T-shirt and lace-up sneakers bring the piece a casual spin, while an oversized blazer adds a chic layer that’s both contemporary and comfortable.

Bold Denim

The Canadian tuxedo is ripe for a fall fashion makeover with a denim miniskirt, while jackets can be elevated through details like pointed collars. Matching bright colors brings the set a whimsical touch that’s optimistic for the season ahead. The bright color packs an even greater punch when framed by complementary neutral bags, boots, and sunglasses.

Layered Prints

Pattern mixing can be chic when taking print sizes and specific pieces into account. Layer a coat over a dress that’s the same length, whether mini or maxi. Neutral outerwear allows for the chicest results, creating a focus on your dress color, while subtly picking up contrasting patterns like florals or windowpane plaids. Finish the subtle statement look with sweet Mary Janes and a top handle bag for added sophistication.

A Suede Jacket

Consider the minimalist ‘90s your mood board for easy dressing all September. The era’s classic white T-shirt and high-waisted jeans formula makes a clean outfit base. For a modern touch, mix the decade’s nostalgic wide headbands, oversized outerwear, and oval sunglasses with trendy teardrop earrings, pillowy clutches, and slip-on mules.

Mixed Patterns

To streamline mixed patterns, combine the same prints in different hues. A floral print jacket and knee-length skirt with two individual palettes create a chic two-toned look. Brighten up the set with a colorful bucket bag, mules, and layered hair clips.

Jewel Tones

Sophisticated, rich jewel tones can be reinterpreted in new contexts with matching palettes and casual contrasts. An oversized shirt and matching handbag in a deep red hue airs smoothly with wide-legged jeans in dark charcoal or gray tone. You can round up the color-blocked set with see-through or mesh flats.

A Boho Skirt

If Chemena Kamali’s buzzy new era at Chloé has taught us anything, it’s that bohemian fashion can be worn in any season. For fall, that means pairing wispy lace skirts with rugged leather jackets. A matching top-handle bag and Mary Janes round out the pairing with a vintage-inspired edge.