3 Summer to Fall Transition Outfits for Women in 2025

While it is true that we’re still sailing through summer, the idea of fall and winter sweaters and boots is rather tempting. And this time of the year, we have the luxury of experimenting with transitional clothes picked up from all seasons. 

How to Transition to Fall Dresses?

If you’re tilting towards fall outfits but have no idea what to pick, you don’t need to ponder hard. Your best bet is to choose the top hits from every season and line them up like an arsenal. Then mix them up to make cute transitional pairings; that’s certainly one way to go about the cute outfits.

Let’s talk about some of the summer to fall transition outfits you can wear this season to come off as an all-season fashionista!

Look 1: Chunky Knit with Western Boots

credits: Instagram Viky Rader

We can’t emphasize enough that Knitwear is a super-chic option to include in your transition to fall outfits. Our stylists suggest you pair your statement sweater with long boots. 

We recommend Loewe’s Anagram-appliqué striped mohair-blend sweater as a knit-wear and western suede tall boots. For bottoms, wear short denim stretch cotton from The Tomcat. When you’ve slipped into the outfit, carrying a Hermes’ Constance Bleu bag might just work with the colorful dressing. Lastly, finish off your look with Saint Laurent Cat-eye sunglasses.

LOEWE Anagram-appliqué striped mohair-blend sweater

Johnathan Anderson looks to Loewe’s artistic history with this white sweater, crafted from a mohair blend with a multicoloured Anagram appliqué and intarsia stripes.

ETRO 40MM WESTERN SUEDE TALL BOOTS

MOTHER

THE TOMCAT STRETCH COTTON DENIM SHORTS

Hermes Mini Constance 18 shoulder bag in bleu royal epsom leather

Look 2: Tank-Top, Blazer & Denim Jeans Combo!

Another way to grace the transition from summer to fall or winter will be much more tempting to people who want to ooze a sartorial look with a preppy touch. As seen in the picture above, the top influencer is rocking a preppy jacket from the house Miu Miu with a Dolce & Gabbana tank-top to add playfulness to the whole look. Apart from that, go for regular fit jeans from Toteme, and you’re ready to hit the streets.

Also, Jimmy Choo’s Aurelle 65mm pumps as your footwear won’t disappoint. Lastly, don’t forget to wear Prada’s oversized sunglasses and a black horsebit bag from Gucci to add finesse to your fall look.

Jimmy Choo Aurelie 65mm pumps

These black Aurelie pumps are no different, with a high-shine finish and a pearl-embellished strap.

Prada Eyewear oversize-frame gradient sunglasses

Featuring gradient lenses, these sunglasses boast oversized geometric frames that showcase Prada’s ability to turn even the most boring subjects into the best accessories. Eyewear done right.

Gucci 1955 Horsebit shoulder bag

Go for a sophisticated feel with this Gucci 1955 Horsebit shoulder bag from Gucci. Sleek black leather keeps things classic, whilst the gold-tone hardware adds an edge. What more could you need? Featuring a horsebit detail, gold-tone hardware, a foldover top, an adjustable shoulder strap, multiple interior compartments and an internal zipped pocket.

Look 3: Incorporate Leather

With the summer season about to end, there are plenty of options to choose from as we go shopping. One trend that will give you rocker vibes is the use of leather; we’re not just talking about leather bags. Let’s amp up the transition outfit by pairing black leather pants with a black Balenciaga bag. 

Other pieces you can pull together for this classy outfit include a white poplin shirt to contrast sharply with the black leather items and Nike Dunk High Vintage boots as a finishing move!

Miu Miu long-sleeve button-fastening jacket

Miu Miu showcases the brand’s upbeat yet sophisticated design style in this button-fastening jacket. Featuring stripe detailing in a refined two-tone palette across the design, the brand’s preppy approach is highlighted.

GUCCI LEATHER HIGH WAIST STRAIGHT PANTS

Inspired by the mysterious aura of the nightclubs’ scene, the Creative Director explore the idea of dark sensuality with leather garments and vinyl-like fabrics. Playing with the unexpected, this classic-cut pant is reimagined with a shiny leather fabric.

THE FRANKIE SHOP

UMA CROPPED COTTON POPLIN SHIRT

Nike Dunk High “Vintage Black” sneakers

This Nike Dunk High “Vintage Black” is constructed in a full leather build featuring a white leather base with black glossy overlays. Black continues on the laces, tongue label, Swoosh, liner and rubber outsole while the vintage aesthetic continues with white laces and the cream-hued Nike branding on the insoles atop a yellowed midsole.

Balenciaga Hourglass logo shoulder bag

First launched in 2019, the Hourglass bag has become an iconic Balenciaga hallmark. Made from supple leather, this popular silhouette is seen here in a classic black hue, finished with the classic B-shaped logo patch to the front.

Gucci Eyewear Double G oversize-frame sunglasses

Bold oversized frames define Gucci’s black sunglasses, shaped to a thick angular silhouette and accented with the house’s distinctive GG logo at the temples. They’re Italian crafted from glossy acetate and fitted with grey-tinted lenses for good UV protection.

Saint Laurent Eyewear

Cat-eye tinted sunglasses

Dolce & Gabbana logo-band cropped tank top

Taking pride in their iconic brand name, Dolce & Gabbana presents this cropped tank top in an athletic stretch design, punctuated by the graphic contrasting logo waistband.

Totême Regular-fit vintage-wash jeans

Totême’s ability to create timeless wardrobe staples is evident in this pair of Regular-fit jeans from the brand’s SS22 collection. Fabricated in Italy from rigid cotton, they are cut with a slim, straight silhouette designed to mould with their wearer over time.

Did you like these looks? Let us know, and our expert shoppers will help you slip into these items for a chic summer to fall transition!

Zeeshan Amjad

Zeeshan is a content marketer who has worked in different facets of marketing in the past. He now puts on a cape of a fashion content crafter by day and a binge-watcher by night. He doesn't feel awesome about talking about himself as the third person but can be talked into it if need be.You can reach out to him at [email protected]