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How to Transition Summer Clothes to Fall: 8 Cute Outfit Ideas for 2023

by Outfit Ideas by Body Type, Event, and Season, Outfit Ideas: How to Mix & Match Your Clothes

Wondering what to wear at the end of summer? How to transition your summer clothes to fall? Here are some easy tips and comfy outfit ideas!

Do you feel all cozy in your new fall sweaters in the morning but are then roasting by mid-afternoon? Want to know some easy hacks for how to transition your summer clothes to fall?

It’s the plight of what to wear at the end of summer. September and October has such contrasting weather within the span of one day, it can be tricky to know how to dress.

Especially because you’re dying to wear your cozy fall clothes without sweating all afternoon.

Today I’m sharing how to transition your summer clothes into fall vibes!

These combos are mostly what I’ve been wearing until it turns cool enough to actually wear a pullover sweater all day!

And yes, I have a couple of super cute new sweaters that I am dying to wear too. Colder weather will come… I’m trying to enjoy the warm weather while it lasts!

How to Transition Summer Clothes to Fall: 8 Cute Outfit Ideas for 2023

Tip 1: Layer with Comfy Completer Pieces

In the morning, wear your outfit with a completer piece like a kimono, cardigan, or denim jacket. Then shed the layer in the afternoon when it warms up.

Summer to Fall transition outfits - How to transition summer clothes to fall - Add a kimono for warmth in the morning Summer to Fall transition outfits - How to transition summer clothes to fall - fall-toned tank + denim skirt

Tip 2: Pull Out That Simple Maxi Dress

This short-sleeve maxi dress* from Amazon is cool enough for that “indian summer” warmth but easy to layer with a denim jacket and customizable bar necklace + leather accessories* to feel like fall.

*This post contains affiliate links. I earn a small commission on purchases you make using my recommendations at no cost to you!

Quick tip: Try a knot if your maxi dress is too long and you haven’t gotten around to hemming it.

Summer to Fall transition outfits - How to transition summer clothes to fall- Use that maxi dress

Tip 3: Wear Summer Clothes with Fall Vibes

Keep wearing those shorts + top combos but add some fall textures and patterns.

This gingham button-down has fall vibes. I pushed it in the fall direction by adding leather sandals–because leather feels like fall!

Style Pro Tip: This customizable bar necklace on Amazon is an inexpensive way to look on-trend and carry a favorite message by your heart. Mine says “i am his.”

Summer to Fall transition outfits - How to transition summer clothes to fall - Gingham plaid button downs and leather give fall vibes

Here I paired it with a fallish color cardigan and leather flats.

Summer to Fall transition outfits - How to transition summer clothes to fall - Shorts and a cardigan combo

Tip 4: Wear a Neutral Outfit with Animal Prints (Or Any Other Seasonal Print)

My belt and shoes turn this simple white tee + jeans outfit into a perfect look for fall. You can wear it with a cardigan when it’s chilly in the morning and then shed the cardigan in the afternoon.

Summer to Fall transition outfits - How to transition summer clothes to fall - Fall-colored cardigans and leopard sneakers

Style Pro Tip: Wedge sneakers are a trendy AND mom-friendly way to add a few inches to your stature without twisting an ankle! Look in the shopping widget at the end of this post for a link.

Here’s another example: pair your summer shorts with a leopard print belt. It’s like wearing summer with a nod to fall.

You can also accomplish this with plaid, camo, or other animal prints in your earrings, shoes, or your bag.

Summer to Fall transition outfits - How to transition summer clothes to fall - Denim jackets are your friend

Do you see that leopard peeking out at your from the belt? If you’re not a fan of animal prints, try a gold belt.



Tip 5: Pull Out Your Fall-Winter Color Cardigan

You might not have brought all your fall and winter pieces into your closet, but take a moment to at least grab your “Fall-Winter Color Cardigan.” This is a piece in our Year-Round Capsule Wardrobe for Moms that will turn any simple outfit into a cozy look.

A cardigan is also an easy layer to shed when it gets warmer later in the day, and to put back on for that last minute date with hubby. (YASS, got one of those last week!)

Summer to Fall transition outfits - How to transition summer clothes to fall - Fall-colored cardigans and leopard sneakers (2)

Tip 6: Focus on Accessorizing with Fallish Pieces & Textures

If you’re still needing to wear tanks and shorts, you can look for jewelry, shoes, hair pieces, or bags that have fall vibes. These earrings from my friend’s jewelry shop, Grace Unfaded, have a beautiful gold leaf design that is perfect for fall.

Some fall prints to look for in your wardrobe are: camo, gingham, buffalo plaid, animal prints. Some fall textures are gold and leather.

Summer to Fall transition outfits - How to transition summer clothes to fall - Denim Jackets and fallish earrings

8 Cute End of Summer Outfit Ideas

And there you have it!

Try these “hacks” to achieve a fall look while stay cool during the last days of summer.

Here are the outfits together. They are all based on outfit formulas in my Year-Round Outfit Guide for Moms—our most popular product! Grab your copy here!

Summer to Fall transition outfits - How to transition summer clothes to fall.

The Outfit numbers shown on the corner of each outfit correspond to the Year-Round Outfit Guide for Moms! Look them up in your book or the web app to copy the formula with pieces in your own closet!

You’ll see I did some swapping of shoes and completer pieces to make it more “fallish.” Using the Outfit Guide is kind of like following a recipe book. At the end of summer you might have a bunch of tomatoes from your garden to use up so you adapt the recipe and throw those in. The outfit formulas are just a starting point!

Where to Find Essential Fall Pieces for Transitioning Summer Clothes to Fall

Here are links to some of the items I’m wearing as well as similar pieces. Having just a few season-specific pieces can really dress up your simple outfits and help stretch your existing wardrobe!

Overview of How to Transition Summer Clothes to Fall

  1. Layer with Comfy Completer Pieces
  2. Style a Simple Maxi Dress
  3. Wear Your Summer Clothes That Have Fall Vibes
  4. Wear a Neutral Outfit with Animal Prints (Or Any Other Seasonal Print)
  5. Layer Summery Outfits With Your Fall-Winter Color Cardigan
  6. Focus on Accessorizing with Fallish Pieces & Textures

Are you excited for fall or dreading it? Where you inspired by any of these tips? Please let me know in the comments below!