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Style · Fall

How to Transition Your Wardrobe From Summer to Fall (Outfit Ideas + Styling Tips)
The new season is almost here, and I keep getting questions about how to transition your wardrobe from summer to fall, so I thought I’d put together the ultimate guide for you. If you’re anything like me, you want to get the most out of every piece in your closet and not have to pack away all your summer favorites the second September hits.
I always say that fall is when my wardrobe feels the most “like me”—the layering, the richer colors, and all the textures. But it can be a difficult task to master when mornings are chilly, afternoons are warm, and you’re not ready to say goodbye to your favorite summer dresses just yet. That’s why transitional fall items are so important! Today, I’ll show you exactly what to look for, my favorite outfit formulas to use, and how to make your wardrobe work for you throughout the season. There are a few things that instantly turn any outfit into a transitional fall outfit for 2025: Lightweight knits & cardigans you can layer over dresses and tees Classic blazers and trench coats Well-fitted jeans (white, black, and dark wash) Leather or suede boots (I especially love knee-high and ankle boots) Midi dresses you can style a million ways A structured handbag in a classic fall shade (think chocolate, burgundy, or camel) Cozy scarves, hats, and gold jewelry Here’s exactly how I’m transitioning my summer wardrobe to fall this year (and every year, honestly):
1. Slip Dress + Cardigan + HEELS

A slip dress is a summer favorite, but as soon as it cools off, I throw on my thickest cardigan and swap my sandals for knee-high boots. Add a suede bag and you have the perfect transitional fall outfit. Similar style: Satin Cowl Neck Slip Midi Dress Similar style: GRACE KARIN Button Cardigan, Oatmeal Similar style: Loeffler Randall Triana Strappy Mid Heel Sandal Similar style: Structured Top Handle Bag, Black
2. Midi Dress + a cardigan

I love a midi dress, and to transition it for fall, I love to layer a fitted cardigan and add ankle boots. This formula works for brunch, errands, or even dinner dates. Similar style: ninovino Ribbed Knit Sweater Dress Similar style: Turn-Lock Shoulder Bag, Black LK Bennett Kara Toe Cap Ballerina Flat
3. Mini Dress + Chunky Sweater + Boots

Don’t stash away your mini dresses just yet! Layer on a chunky sweater, add tights, and finish with ankle boots for a look that’s both cozy and put-together. (This makes the perfect Pumpkin Patch Outfit) Aquatalia Jasmina Boot Walter Hagen Women's Clubhouse Sweater Vest
Dresses, layered for fall

Satin Cowl Neck Slip Midi Dress
— Amazon. Slip Dress + Cardigan + HEELS.
Similar style, not the exact piece
Shop now
GRACE KARIN Button Cardigan, Oatmeal
— Amazon. Slip Dress + Cardigan + HEELS.
Similar style, not the exact piece
Shop now
Loeffler Randall Triana Strappy Mid Heel Sandal
— Amazon. Slip Dress + Cardigan + HEELS.
Similar style, not the exact piece
Shop now
Structured Top Handle Bag, Black
— Amazon. Slip Dress + Cardigan + HEELS.
Similar style, not the exact piece
Shop now
ninovino Ribbed Knit Sweater Dress
— Amazon. Midi Dress + a cardigan.
Similar style, not the exact piece
Shop now
Turn-Lock Shoulder Bag, Black
— Amazon. Midi Dress + a cardigan.
Similar style, not the exact piece
Shop now
LK Bennett Kara Toe Cap Ballerina Flat
— Amazon. Midi Dress + a cardigan.
Shop now
Aquatalia Jasmina Boot
— Amazon. Mini Dress + Chunky Sweater + Boots.
Shop now
Walter Hagen Women's Clubhouse Sweater Vest
— DICK'S Sporting Goods. Mini Dress + Chunky Sweater + Boots.
Shop nowProduct photos are from the retailer and show the exact items linked; a tile with just the name means I couldn’t get that exact photo yet. Prices and availability are set by the retailer and can change.
4. White Jeans + Camel Sweater

I don't really follow the rule "no white after Labor Day," so don't pack away your white jeans just yet, because you can pair them with a brown or camel sweater and some suede boots for an elevated transitional fall look. LilySilk Classic Cable Knit Sweater Toni Pons Piani Block Heel Bootie JW PEI Hana Mini Tote Similar style: Cicy Bell Cropped Wide Leg Jeans
5. Pencil Skirt + turtleneck

Keep your summer skirts in rotation by styling them with a classic turtleneck and knee boots. I always reach for my chocolate brown bag for an elevated autumnal look. Similar style: Linen Blend Midi Skirt Amazon Essentials Classic-Fit Lightweight Long-Sleeve Turtleneck
6. Linen Pants + Ribbed Knit

I love linen pants so much that I try to keep them around even in fall. The trick is pairing them with a ribbed turtleneck and loafers or even Ugg boots to add a chunky cardigan if it’s chilly. Lauren Ralph Lauren Ribbed Turtleneck Sweater Similar style: Amazon Essentials Linen Blend Wide Leg Pants Similar style: Sam Edelman Lea Platform Loafer
7. Summer Tops with Fall Bottoms

\ Similar style: Suede Top Handle Bag, Brown Similar style: GRAPENT Cropped Wide Leg Jeans LK Bennett Kara Toe Cap Ballerina Flat
8. Mini Skirt with Sweater and Boots

Mini skirts look gorgeous in fall—just pair with a fitted knit or turtleneck and suede boots. Add a belt and your favorite structured bag for polish. This will look elevated and autumnal with a bit of a 60s vibe. Detachable Chiffon Collar FALKE Family Cotton Tights Similar style: Merino Wool Crew Neck Cardigan
Summer separates, made for fall

LilySilk Classic Cable Knit Sweater
— LilySilk. White Jeans + Camel Sweater.
Shop now
Toni Pons Piani Block Heel Bootie
— Nordstrom. White Jeans + Camel Sweater.
Shop now
JW PEI Hana Mini Tote
— Amazon. White Jeans + Camel Sweater.
Shop now
Cicy Bell Cropped Wide Leg Jeans
— Amazon. White Jeans + Camel Sweater.
Similar style, not the exact piece
Shop now
Linen Blend Midi Skirt
— Amazon. Pencil Skirt + turtleneck.
Similar style, not the exact piece
Shop now
Amazon Essentials Classic-Fit Lightweight Long-Sleeve Turtleneck
— Amazon. Pencil Skirt + turtleneck.
Shop now
Lauren Ralph Lauren Ribbed Turtleneck Sweater
— Amazon. Linen Pants + Ribbed Knit.
Shop now
Amazon Essentials Linen Blend Wide Leg Pants
— Amazon. Linen Pants + Ribbed Knit.
Similar style, not the exact piece
Shop now
Sam Edelman Lea Platform Loafer
— Amazon. Linen Pants + Ribbed Knit.
Similar style, not the exact piece
Shop now
Detachable Chiffon Collar
— Amazon. Mini Skirt with Sweater and Boots.
Shop now
FALKE Family Cotton Tights
— Amazon. Mini Skirt with Sweater and Boots.
Shop now
Merino Wool Crew Neck Cardigan
— Amazon. Mini Skirt with Sweater and Boots.
Similar style, not the exact piece
Shop nowProduct photos are from the retailer and show the exact items linked; a tile with just the name means I couldn’t get that exact photo yet. Prices and availability are set by the retailer and can change.
9. The Trench Coat Layer

Throw it over jeans and a simple tank, add a scarf, and swap sneakers for block-heel boots. Instantly chic, with zero effort. My favorite trench coat is dark brown. Similar style: Faux Suede Double Breasted Trench Coat Similar style: Suede Top Handle Bag, Brown Similar style: GRAPENT Cropped Wide Leg Jeans
10. Jeans + JACKET + boots

This is a classic. Take your summer blouse and jeans, then add a camel or plaid jacket, brown loafers, and a leather bag for the ultimate transitional fall outfit. Schutz Mikki Up Knee High Boot
The layers that do the work

Faux Suede Double Breasted Trench Coat
— Amazon. The Trench Coat Layer.
Similar style, not the exact piece
Shop now
Suede Top Handle Bag, Brown
— Amazon. The Trench Coat Layer.
Similar style, not the exact piece
Shop now
GRAPENT Cropped Wide Leg Jeans
— Amazon. The Trench Coat Layer.
Similar style, not the exact piece
Shop now
Schutz Mikki Up Knee High Boot
— Nordstrom. Jeans + JACKET + boots.
Shop nowProduct photos are from the retailer and show the exact items linked; a tile with just the name means I couldn’t get that exact photo yet. Prices and availability are set by the retailer and can change.
Stick to a color palette (mine is camel, burgundy, cream, and chocolate brown) Layer summer pieces with heavier fabrics (linen + wool, cotton + cashmere) Switch out summer accessories for leather and gold Make sure every outfit can go from day to night (yes, even jeans and a sweater) Repeat your best outfit formulas—no one will notice with the right accessories! If you’ve been wondering how to transition your wardrobe from summer to fall, I hope these outfit ideas and transitional fall items make it feel easy and inspiring this year. With just a few intentional swaps and the right layers, you’ll get so much more wear out of your summer favorites. If you want even more inspiration, check out my favorite fall posts below or tag me on Instagram @fiorinamarietta so I can see your transitional looks!
Shopping for a Western-chic girl too? My Western Chic Gift Guide has the buckle belts, boots and cozy layers I’ve tagged on LTK this season.
(I’m also the founder of American Darling, Western chic loungewear. Nothing from it is linked in this post.)
25 picks · All

Amazon
Satin Cowl Neck Slip Midi Dress
Similar style, not the exact piece
Shop now
Amazon
GRACE KARIN Button Cardigan, Oatmeal
Similar style, not the exact piece
Shop now
Amazon
Loeffler Randall Triana Strappy Mid Heel Sandal
Similar style, not the exact piece
Shop now
Amazon
Structured Top Handle Bag, Black
Similar style, not the exact piece
Shop now
Amazon
ninovino Ribbed Knit Sweater Dress
Similar style, not the exact piece
Shop now
Amazon
Turn-Lock Shoulder Bag, Black
Similar style, not the exact piece
Shop now
Amazon
LK Bennett Kara Toe Cap Ballerina Flat
Shop now
Amazon
Aquatalia Jasmina Boot
Shop now
DICK'S Sporting Goods
Walter Hagen Women's Clubhouse Sweater Vest
Shop now
LilySilk
LilySilk Classic Cable Knit Sweater
Shop now
Nordstrom
Toni Pons Piani Block Heel Bootie
Shop now
Amazon
JW PEI Hana Mini Tote
Shop now
Amazon
Cicy Bell Cropped Wide Leg Jeans
Similar style, not the exact piece
Shop now
Amazon
Linen Blend Midi Skirt
Similar style, not the exact piece
Shop now
Amazon
Amazon Essentials Classic-Fit Lightweight Long-Sleeve Turtleneck
Shop now
Amazon
Lauren Ralph Lauren Ribbed Turtleneck Sweater
Shop now
Amazon
Amazon Essentials Linen Blend Wide Leg Pants
Similar style, not the exact piece
Shop now
Amazon
Sam Edelman Lea Platform Loafer
Similar style, not the exact piece
Shop now
Amazon
Detachable Chiffon Collar
Shop now
Amazon
FALKE Family Cotton Tights
Shop now
Amazon
Merino Wool Crew Neck Cardigan
Similar style, not the exact piece
Shop now
Amazon
Faux Suede Double Breasted Trench Coat
Similar style, not the exact piece
Shop now
Amazon
Suede Top Handle Bag, Brown
Similar style, not the exact piece
Shop now
Amazon
GRAPENT Cropped Wide Leg Jeans
Similar style, not the exact piece
Shop now
Nordstrom
Schutz Mikki Up Knee High Boot
Shop nowLinks go to the retailers. Product photos are from the retailer; a tile with just the name means I couldn’t confirm the exact photo yet. Prices and availability are set by the retailer and can change, so I don’t list them here.
How do you transition your summer wardrobe to fall?
Keep your summer dresses, skirts and linen pieces, and add fall layers on top: a cardigan, a trench coat, a camel sweater or boots.
What should I buy for a transitional fall wardrobe?
A trench coat, a light knit cardigan, a camel sweater and a pair of boots go with most of the summer pieces you already own.
- effortless & classic fall wardrobe essentials you'll wear on repeat (they instantly elevate your whole look)
- 13 of My Most-Worn fall Sweaters From Last Fall (And How I’m Styling Them This Year)
- 10 chic ways how to style jeans in the fall (fall outfit ideas with jeans that look expensive IN 2025)
- Western Chic Gift Guide
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