Seamless Style Transition: 6 Mom-Approved Outfits for the Shift from Summer to Fall

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.

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

1. Denim shorts + tank + relaxed sweater

2. Linen blazer + bodysuit + wide-leg jeans

3. Ruched top + trousers + clogs

4. Midi sweater dress + denim jacket + sneakers

5. Athleisure bodysuit + oversized button-up

6. Tank + wide-leg overalls + slide sandals

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.