September is finally here, and that means fall is just beginning to arrive! It’s the perfect time to start bringing out those cozy fall pieces, but with the weather still warm in some places, transitional style outfits are key. This in between season is all about layering and mixing summer staples with fall favorites to stay comfortable and chic. So, stay tuned for some stylish September outfits that will help you ease into fall fashion while keeping you comfy and on trend all season!
If you’re looking for more chic summer to fall transition outfit ideas, be sure to check out my post here!
September Outfits to Recreate
Sharing chic September outfit ideas that will instantly elevate your wardrobe as fall begins.
Chocolate Brown Slip Skirt Outfits
Chocolate brown is a fall favorite, and I’m loving it in a slip skirt this season. This rich, dark brown hue is going to be such an essential piece for fall wardrobes. As we transition into the cooler months, a chocolate brown slip skirt pairs great with lighter tops like a vest or a light sweater. To complete the look, style it with sandals or flats for a chic yet comfortable outfit. This versatile piece will easily become a staple in your fall wardrobe!
Fall denim Outfits
Fall is the perfect time to transition our light summer denim into cozy autumn outfits. And even break out those darker denim pieces we’ve been waiting to wear. I love styling denim for casual chic looks during this season because it’s so versatile and easy to elevate. A simple pair of jeans can instantly feel fall ready when layered with a fall jacket or cardigan over a classic t-shirt.
Black Pants Outfit
Black trousers are an essential piece year round, and they transition seamlessly into September. A chic way to style them this month is with a monochrome black look. Pair your black trousers with a sleek black top for an effortlessly polished vibe. To keep it comfortable and on trend for the transitional weather, finish the look with your favorite sandals and a stylish tote. This outfit is perfect for those in between days when you want to stay cool yet look sophisticated.
Brown Pants Outfits
Brown pants are a must have staple for fall, bringing a chic and timeless vibe that’s perfect for the season. For September, style your brown pants with a light colored blazer or trench coat to create a polished yet comfortable outfit. Pairing them with sandals keeps the look light and breezy. Making it an ideal choice for fall without fully committing to the heavier layers just yet.
White Dress Outfit
We love white dresses for summer, and the good news is they’re perfect for transitioning into fall this September. A white dress brings a fresh look that can easily be styled for the new season. So, to make it fall ready, simply layer on a light cardigan or blazer in a tan or other earth tone color. This combination keeps the outfit light and airy while adding that cozy fall touch.
Chic fall sunglasses
With fall around the corner, it’s the perfect time to elevate your accessories. And one of my favorites for the season is fall sunglasses. A classic pair of shades can really complete your look, and for fall, I love going for timeless shapes in either brown, tortoise shell, or classic black. Whether you’re layering up in cozy sweaters or keeping it light with transitional outfits, a great pair of fall sunglasses adds the perfect finishing touch.
Brown Dress Outfit
For September, I’m loving the idea of styling summer silhouettes with rich fall colors, like this chic brown maxi dress. It’s so perfect for transitional weather, combining the breezy comfort of summer with the warm tones of fall. If it gets a bit chilly, just layer on a chic cardigan to keep cozy while still looking stylish. Overall, this brown maxi dress is such a versatile piece that effortlessly carries you from late summer into fall. Making it a must have for your wardrobe!
White and tan Skirt Outfits
For this transitional period into fall, I also love the combination of white and tan in a skirt and top outfit. A tan skirt paired with a white vest creates a fresh yet cozy look that’s perfect for easing into the cooler weather. Alternatively, take a white skirt from summer and dress it up for fall with a tan sweater top. This mix of summer and fall pieces is so chic and effortlessly stylish.
Fall Shorts Outfits
In September, as we’re still easing into fall, we may not be ready to put away our summer shorts just yet. I love transitioning my summer linen, denim, and black shorts into fall by pairing them with darker earth tones like brown or green. Whether it’s a brown sweater or a green jacket, these earthy tones make it easy to keep your shorts in rotation while embracing the seasonal shift.
Fall Makeup Essentials
As we ease into fall, it’s the perfect time to refresh our makeup bags with more autumnal tones and shades. I’m loving the idea of adding a bold red lipstick or a rich brown lip gloss to my fall beauty routine. Warm eyeshadow shades like deep browns, rusts, and golds are also great for creating that cozy, fall inspired look.
Burgundy accessories Outfits
Burgundy is so on trend for fall and is an easy way to add a cozy, autumn vibe to your look, even if you’re still wearing shorts or a summer skirt. This rich, deep color instantly elevates any outfit, making it feel more seasonal. For example, drape a burgundy sweater over your shoulders or opt for a matching bag or heels.Whether you’re going for a subtle touch or a bold statement, burgundy accessories are a chic way to transition your look into the new season!
September Outfit Essentials
Sharing my must have September essentials to elevate your look.
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Be sure to check out my most recent posts for more style inspiration!
- What Shoes to Wear With Straight-leg Jeans
- What to Wear to A Spray Tan | Everything You Need to Know Before and After Your Appointment for the Perfect Tan
- Classy Casual Outfits for Moms on the Go
- 55+ Short Square Nails for Summer
- What to Wear With Linen Trousers
Please feel free to email me at thegraydetails@gmail.com if you have any questions! I’m always happy to help with styling or picking out a specific outfit for an event! Have an amazing day!!
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As always, thank you so much for stopping by today, I truly appreciate all of you! xx, Amanda
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