27 Summer to Fall Transition Outfits

Summer is almost over, and it’s the time of year the warm air is starting to cool down but not quite there yet. Wearing transition outfits can help you ease into the new season of fall fashion without worrying about the unpredictable weather. Investing in easy layers, breathable fabrics, denims, and lightweight jackets is a great idea. Today, I’m sharing a roundup of summer to fall transition outfits that you can wear between summer fashion and fall styling.

27 Summer to Fall Transition Outfits

Today, I’m rounding up 27 outfits to inspire your fall fashion transitional outfits and give you the many outfit ideas to transition from summer to fall outfit feeling confident. Feel free to share to your Pinterest board for your fall winter fashion inspiration.

Short Sleeves Knit Top + Jeans Outfit

27 Summer to Fall Transition Outfits

This knit brown top is perfect in summer paired with linen shorts. Now it serves as an essential top for transitioning into fall. Paired with skinny Levi blue jeans, nude heels, and a matching brown handbag, it creates the perfect pre-fall look for this time of year.

Lightweight Blazer + Jeans Outfit

Lightweight Blazer + Jeans Outfit | 27 Summer to Fall Transition Outfits

This white blazer and bamboo hand bag is a fashion summer essential. When transitioning to fall, pair your white blazer with denim jean, white golden gooses, and a mock neck knit top. This outfit is the perfect look for anywhere from a casual date night to brunch with the girls.

Leather Mini Skirt + Short Sleeves Top Outfit

Leather Mini Skirt | 27 Summer to Fall Transition Outfits
Leather Mini Skirt + Short Sleeves Top Outfit

This brown leather mini skirt is the perfect piece to help you transition from summer to fall. Wear it with a black halter top, black heels, and a black leather knit handbag for a cocktail party. Another styling option is with a white puff-sleeved blouse, brown heels and a bamboo statement handbag for work or dinner.

Jean Jacket Over Summer Dresses Outfit Ideas

Jean Jacket Over Summer Dresses
Jean Jacket Over Summer Dress | 27 Summer to Fall Transition Outfits

A piece you need in your wardrobe for transitioning from fall to summer is a simple denim jacket is perfect for this time of year. This light washed, denim jacket goes perfect over summer dresses, making them ready to wear for those cooler evenings.

Long Sleeves + Blazer + Short Outfit Ideas

Long Sleeves and Shorts Outfit | 27 Summer to Fall Transition Outfits
Long Sleeves + Blazer + Short Outfit

These shorts were ideal for my fashion summer style, and they’re a great piece to add to your pre-fall wardrobe! Pair them with a puff-sleeve lace white blouse or a matching blazer for a more sophisticated look.

White Long Sleeves + Faux Leather Shorts Outfit

White Long Sleeves + Faux Leather Shorts Outfit

This long sleeved white poplin top is perfect to pair with black faux leather shorts. You can keep it casual with a white sneaker or add a heel black or nude heel for date night.

Trousers + Lightweight Sweater Outfit

Trousers + Lightweight Sweater Outfit | 27 Summer to Fall Transition Outfits

We are seeing wide leg trousers as one of the biggest fall fashion trends. These cropped white wide leg pant are the perfect fall transitioning piece because they are lightweight for warmer weather, but still provide some warmth if the nights get cold. Wear them with nude or white kitten heels, a gray knit mid sleeve top, gold hoop earrings, and a matching nude handbag. We are seeing wide leg trousers as one of the biggest fall fashion trends.

Trench Coat Over Summer Dresses Outfit Idea

Trench Coat Over Summer Dress

A nude buttoned trench coat is an essential piece in my fall fashion wardrobe. It’s perfect for those pre-fall nights where it starts to get chilly. Wear it over a white lace summer dress for the perfect day to night outfit.

Summer Dresses with Knee Hight Boots Outfit Ideas

Summer Dresses with Knee Hight Boots Outfit Ideas
Summer Dress with Knee Hight Boots Outfit Ideas
Summer Dress with Knee Hight Boots | 27 Summer to Fall Transition Outfits

Knee high boots are excellent for pre-fall styling. Pair them with a floral, white, or nude summer dress to add a bit of warmth and to dress up your outfit when you transition from summer to fall. Add a shoulder bag, hoop earrings, or a lightweight blazer. These looks are ready for anything from shopping to a night out with friends.

Leather Blazer Over Summer Clothes

Leather Blazer Over Summer Clothes

Similar to the essential pre-fall jean jacket, a leather blazer is the perfect transitioning piece from summer to fall. Try a tan leather blazer paired over a white maxi summer dress. Pair it with a tan handbag and a short, strappy heel to keep a little bit of summer warmth in your outfit. Wear a leather blazer over any summer dress for a perfect date night look.

Long Sleeve Blouse + Mini Lace Skirt

Long Sleeve Blouse + Mini Lace Skirt

Long sleeve Blouses are great for pre-fall styling because you can pair them with your summer skirts, shorts, and pants. Pair your white, romantic long sleeve blouse with your favorite ruffle summer skirt and a pair of sneakers for a perfect casual, but elevated look.

Lightweight Sweaters Over Summer Dresses Outfit Ideas

Lightweight Sweater Over Summer Dress
27 Summer to Fall Transition Outfits

Not yet ready to stop wearing your favorite summer dress? Simply add a lightweight sweater over your summer clothes when the weather starts to get a bit cooler and it’s one you will continue to wear in the fall winter season. Try pairing a white sleeveless sweater with your tan summer maxi dress, a simple white sneaker, and a tan shoulder bag for an effortlessly chic look. Or pair your white mini summer dress with a long sleeve white knit sweater, white golden goose sneakers and a nude hat for a more casual daily look.

Fall Color Fashion Trends in Short Sleeves T-shirts

Fall Color Fashion Trends

Adding fall color fashion trends into your fall fashion wardrobe through your short sleeved t-shirts is the perfect way to transition into your summer outfits to fall style. A simple lightweight gray pocket t-shirt is perfect paired with skinny blue jeans, brown summer sandals and a matching brown handbag is a perfect look for running errands or hanging out with the girls. Add a gold chain belt to accentuate and elevate your look.

Lightweight Trench Coat + Jeans Outfit Idea

Lightweight Trench Coat + Jeans Outfit Idea

A lightweight trench coat is great transition to fall jacket when you’re not yet ready to break out your parka or puffer coat. Pair a lightweight trench coat with gray skinny jeans, a simple white tee and accessorize with a large black statement handbag, black sunglasses, fun hoop earrings, and gray heels to match.

Leather Blazer + Shorts Outfit Ideas

Leather Blazer + Shorts Outfit Ideas
Leather Blazer Shorts Outfit | 27 Summer to Fall Transition Outfits

Not yet ready to hang up your floral summer shorts for the year? Try pairing them with your summer clothes. A matching leather blazer when you transition to fall. Wear your black floral linen shorts with a black turtle neck knit tank, a leather blazer, a black mini handbag with a pop of gold, and black statement heels. Or style your floral blue and orange shorts with nude sandals, a nude leather blazer, statement sunglasses and an adorable brown mini handbag.

Moto Jacket over White Mini Dress

Moto Jacket over White Mini Dress
Moto Jacket outfit idea

Nothing says fall like a moto jacket, but adding it over your favorite white mini dress takes your summer outfits to a a chic fashion fashion look! Pair your black moto jacket with your white ruffle mini dress, black leather heeled ankle boots, a black handbag, with your favorite black statement sunglasses for an effortlessly cool look. This is one of the best key pieces you can own for fall.

White Dress + Fall Accessories

White Dress + Fall Accessories

Fall accessories are a perfect way to ease your style into a fall vibe. Style your Love Shack Fancy white mini dress from summer with a brown accent belt, a matching brown leather jacket, and some pearl statement hoop earrings for a perfect early fall date night look.

Knit Dress with Ankle Boots

Knit Dress with Ankle Boots

Knit dresses are a great summer to fall outfit transition piece. Pair a white midi sleeveless knit dress with tan, heeled ankle boots and a tan leather handbag for a chic pre-fall look. The knit dress will keep you warm on those chilly pre-fall evenings but will keep you cool during the day.

White Summer Blouse + Jeans + Brown Boots Outfit Idea

Summer Blouse + Jeans + Brown Boots Outfit Idea

A white, summer, romantic mid-sleeve blouse paired with blue bootcut jeans, and brown heeled boots is a great go-to look for those pre-fall date nights or dinners with the girls. Pair your outfit with fall accessories such as a brown shoulder bag, and chic sunglasses to complete the look.

Key Pieces to Transition into Fall

1. Denim Jacket
2. Trench Coat
3. Lightweight Sweater or Cardigan
4. Knit Tanks
5. Knit Dresses
6. Short Sleeve Tops
7. Long Sleeve Blouses
8. Leather Jacket
9. Blazer
10. Long Sleeve Dresses

I hope this post give you some inspiration when choosing your summer to fall outfits! Thank you for stopping by!

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