6 Mom-Approved Outfits for the Transition From Summer to Fall (2024)

It’s mid-August and we’re still experiencing 100-degree days in Chicago, 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 six versatile and transitional outfits that will get you through everything from a school drop-off to a morning Starbucks run for your first PSL of the season.

Check out these six mom-approved summer to fall transition outfits:

1. Denim shorts + tank + relaxed sweater

6 Mom-Approved Outfits for the Transition From Summer to Fall (1)

Shop the look:

1. bell-sleeve sweater | similar sweater

2. basic tank

3. denim shorts

4. sling bag

5. sneakers

2. Linen blazer + bodysuit + wide-leg jeans

6 Mom-Approved Outfits for the Transition From Summer to Fall (2)

Shop the look:

1. linen blazer

2. tank bodysuit

3. wide-leg jeans

4. bucket bag

5. sandals

3. Ruched top + trousers + clogs

6 Mom-Approved Outfits for the Transition From Summer to Fall (3)

Shop the look:

1. ruched top

2. layered necklace

3. trousers

4. leather tote

5. clogs

4. Midi sweater dress + denim jacket + sneakers

6 Mom-Approved Outfits for the Transition From Summer to Fall (4)

Shop the look:

1. denim jacket

2. sweater dress

3. sunglasses

4. crescent bag

5. sneakers

5. Athleisure bodysuit + oversized button-up

6 Mom-Approved Outfits for the Transition From Summer to Fall (5)

Shop the look:

1. oversized button-up

2. athleisure bodysuit

3. belt bag

4. sneakers

6. Tank + wide-leg overalls + slide sandals

6 Mom-Approved Outfits for the Transition From Summer to Fall (6)

Shop the look:

1. basic tank

2. chunky hoops

3. overalls | similar overalls

4. shoulder bag

5. slide sandals

6 Mom-Approved Outfits for the Transition From Summer to Fall (2024)

FAQs

How do you transition summer outfits to fall? ›

Add A Cozy Knit Cardigan & A Fall Shoe

Adding a knit cardigan over just about any of your summer dresses will help transition them easily. You can also add one of these cozy cardigans over your favorite tank and jeans like I've done here. It screams fall and adds not only texture but warmth.

What are transitional outfits? ›

The idea with transitional dressing is pretty simple. Buy a few new items, mix them in with your winter wardrobe, apply some warm-weather styling, swap out some winter-only items and you're set. Here are our tips for making your wardrobe work for both low temperatures and those warmer days ahead.

How to layer summer clothes for fall? ›

3 Easy Ways To Take Your Summer Pieces Into Fall

Meaning, take your sleeveless (or even short-sleeved) dress or top and put a long sleeved layer underneath. I find a slim button-up or tissue turtleneck to work best. The goal is to add a layer but not add extra bulk.

How do you transition from summer to autumn? ›

Transitioning Seamlessly from Summer to Autumn
  1. Layering is Key. As temperatures fluctuate, mastering the art of layering becomes essential. ...
  2. Embrace Autumnal Tones. ...
  3. Boot Up. ...
  4. Accessorise Thoughtfully. ...
  5. Invest in Transitional Outerwear. ...
  6. Mix Fabrics Wisely. ...
  7. Update Your Denim. ...
  8. Don't Shelve All Your Summer Wear.
Sep 14, 2023

What is the transition between summer and fall called? ›

The Equinox (Vernal & Autumnal)

These events are referred to as Equinoxes. The word equinox is derived from two Latin words - aequus (equal) and nox (night).

What to wear over a summer dress when it's cold? ›

Instead of adding an item such as a blazer to a summer dress, she suggests layering coats or jackets made from similar fabrics – think a trench over a cotton dress, or a cashmere coat over a woollen one. Then add depth by playing with accessories such as shoes and bags.

How to turn a summer dress into winter? ›

Wearing Summer Dresses in Winter Without Being Chilly

Start with a base layer of thermal or woolen leggings, add a long-sleeved top, then layer your summer dress over the top. Add a belt, a cardigan, or a sweater for extra warmth. Wear ankle or knee-high boots with thick socks and accessorize with a scarf or necklace.

How do you dress down a summer dress? ›

Pair your summer dress or skirt with a long sleeve shirt, tights, and a cute pair of boots. -Opt for heavier fabrics such as wool or denim. -Accessorize with a scarf, hat, and gloves to keep you warm.

How do you wear summer clothes in the winter? ›

Invest in Cozy Outerwear

Don't pack up your sundresses just yet. Adapt your favorite summery frock to the cooler months by simply layering it with winter outerwear. A neutral faux fur coat is a must-have this season and will go with any dress of your choosing.

How do you dress cute in the fall? ›

Cute sweater outfits for fall include pairing oversized sweaters with leggings or skinny jeans for a cozy and casual look. You can also tuck a chunky sweater into a skirt and add knee-high boots for a chic ensemble. Don't be afraid to mix and match different textures, such as a cable-knit sweater with leather leggings.

When should you start dressing for fall? ›

In mid-September, early October… This is the time when temperatures typically start to drop, especially in the nighttime, so it makes the most sense to sport your heavier fall essentials then. A good style rule during this transitional weather? Layer, layer, layer.

How do you seasonally rotate clothes? ›

Start by making separate piles of clothing, one for each season. For each of the seasonal clothing piles, do the following: Separate out clothing that you did not wear during the season, evaluate why and decide if you will wear them next season. If not, put in a re-sale pile, donation pile or recycle pile.

Can you wear summer colors in fall? ›

Say hello to the cool temperatures of Fall. Just because it's over doesn't mean you need to tuck away your Summer colors. Wear the colors that compliment you this season.

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