Mom Fashion

7 Mom-Approved Outfits for the Transition From Summer to Fall

written by JESSICA WELSH

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summer to fall transition outfits on pink background"
summer to fall transition outfits on pink background

It’s the start of September and we’re definitely still experiencing summer weather. Yet here I am, celebrating the return of the Pumpkin Cream Cold Brew at Starbucks. If it’s not obvious, I’m obsessed with all things fall—and extremely excited for spooky season, changing leaves, and fall fashion. But this also happens to be the weirdest time of year weather-wise—and picking out summer-to-fall transition outfits is even harder. Soon, we’ll be chilly and reaching for sweatshirts in the morning but sweating by afternoon.

Knowing how to dress during the transition from summer to fall is definitely a learning process. But you can trust that easy layers, denim, breathable fabrics, and lightweight jackets will be your best friend during the weather rollercoaster in September and October. We’ve put together seven versatile and transitional outfits that will get you through everything from a school drop-off to a day at the office to a morning Starbucks run for your first PSL of the season.

How I styled these summer-to-fall transition outfits

As a girl who has lived in the Midwest her entire life, I am no stranger to changing seasons. I’m especially familiar with experiencing what feels like all four seasons in one day. One major key to a comfortable any transitional outfit is layering. You need to have something to throw on for chilly mornings and nights but be able to take off in the late afternoon sun. Below, you’ll find plenty of layering options, from button-up shirts to light sweaters. Plus, any of these outfits can be modified to fit the weather on any particular day. Simply throw on a light jacket or add a tank underneath to make it your own.

Exercise dress + button-up shirt + sneakers

athleisure summer to fall transition

Shop this look:

1. exercise dress
2. button-up shirt
3. oversized shoulder bag
4. sneakers
5. socks

Sweater tank + loose jeans + Mary Jane flats

sweater tank and loose jeans

Shop this look:

1. sweater tank
2. loose jeans
3. Mary Jane flats
4. bag
5. sunglasses

Short-sleeve cardigan + wide-leg pants + studded flats

short sleeve sweater and wide leg pants summer to fall transition outfit

Shop this look:

1. short-sleeve cardigan
2. wide-leg pants
3. studded flats
4. tote bag
5. silver hoops

Tee + oversized sweater + relaxed denim shorts

sweater and jean shorts outfit

Shop this look:

1. basic tee
2. oversized sweater
3. relaxed denim shorts
4. leopard sneakers
5. suede sling bag

Midi dress + gold sneakers + slouchy bag

midi dress summer to fall transition outfit

Shop this look:

1. midi dress | similar dress option
2. gold sneakers
3. slouchy bag
4. claw clip
5. sunglasses

Shirt dress + knee-high boots + headband

shirt dress and boots outfit

Shop this look:

1. shirt dress
2. knee-high boots
3. bag
4. headband

Tank + wide-leg overalls + clogs

tank and overalls summer to fall transition outfit

Shop this look:

1. tank
2. overalls
3. convertible bag
4. clogs
5. silver necklace

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ABOUT THE AUTHOR

Jessica Welsh, Commerce Editor

As Commerce Editor, Jessica oversees and edits all shopping content on The Everymom—including everything from mom fashion to product reviews. She also writes in-depth styling stories, trend reports, capsule wardrobes, gift guides, and more. She has created editorial content for major brands such as Nordstrom, Old Navy, and Kohl’s, and was previously a regular contributor to The Everygirl. Jessica believes that fashion should be accessible to everyone, so she is very determined to scour the internet for the best looks for less and affordable finds.