10 Summer to Fall Transition Outfit Ideas 2023
I can’t be the only one who’s in denial that summer is ending… right?! There’s nothing I love more than having my toes in the sand and the sunshine on my back. Although I will admit, I am *starting* to get excited for all things pumpkin!
Today I’m sharing ten outfit ideas perfect for those summer-to-fall transition weeks. You know the ones where it’s a little brisk in the morning but you’re sweating on your walk home in the afternoon? Whether you’re headed to class or are embracing work-from-home life, I’ve got you covered with the latest trends and more new arrivals (all on sale right now!). Enjoy!
Just The Basics
tank || jeans || sneakers || purse || sunglasses
There’s a difference between wearing basics and styling basics. If you’re looking to elevate your favorite white tank top and jeans, start with a pair of platform Converse to give your look some lift. High-neck tanks look great with a few layered necklaces—I get all of mine from Gorjana!
Layer up on rings and bracelets, then add a pair of sunglasses and a purse to match. This is such a simple combo but you look so chic every time.
Comfy For Class
hat || set || socks || sneakers || purse
My go-to for a day full of classes is a matching set. They are low-effort yet leave you looking so put together. Boohoo has my favorite two-piece sets and some of the comfiest loungewear. This green one was a no-brainer!
These UGG sneakers are some of the comfiest shoes I own. Perfect for a day on campus. Add high socks and a matching baseball cap to give this outfit the “Pinterest effect”.
Pin Stripe Princess
tank || pants || sandals || purse
Even though I work from home I’ve been making myself change out of pajamas and into something “cute” each day. Lucky me, comfy linen pants are the trend for fall! I just got this pinstripe pair from Boohoo and have been wearing them nonstop. Paired with a basic white tank and sandals you’re wearing cute pajamas that pass as trendy streetwear. Sounds like my kind of outfit!
Going Green
dress || sneakers || purse || sunglasses
Don’t feel like wearing pants? A tee-shirt dress is the answer! These are the easiest pieces in the world to style—pair with sneakers, sandals, boots you name it. I’ve been reaching for my low-top Converse a ton recently. They look good with everything and are a great summer-to-fall transition shoe.
If temperatures are dropping near you, layer an oversized button-up over top and slip into a close-toed shoe! very versatile!
Back To School
tee || jeans || sneakers || purse
It’s back to school time and my go-to outfit was always a cute tee, a pair of straight-leg jeans, and a comfy sneaker. I’ve been getting a lot of questions about these jeans. They are new from American Eagle and so good. Currently on sale for $40—they are a sturdier denim with a little more structure than your typical AE jeans. I went with a 00 regular and they fit me beautifully. I have a feeling I’ll be wearing these a ton this season.
Girls Night Out
top || jeans || heels || purse
A girl’s night out requires a cute little top. This bandana style is super trendy right now. I paired this simple nude one with a good old pair of straight-leg jeans. I prefer this style for a night out because they look good with every type of shoe.
Depending on the season/vibe I will choose between a high-top Converse, a heeled bootie, or a pair of heeled mules. Since it’s still nice out these little black heels from Vici were my shoe of choice! To keep this outfit balanced, you’ll want to pull that black in somewhere else in the outfit. I chose this adorable Polene purse—another “night out” favorite of mine.
Mellow Yellow
button up || tank || shorts || sneakers || purse
Not only are pajama pants trending, but so are boxers! Of course, I had to grab a pair along with the matching button-up. I left this unbuttoned with a basic white tank underneath. As you can tell, I wear this one a ton. It’s under $10, double-lined, and the perfect cut. I have it in every color and reach for it constantly!
On my feet, I’m wearing my tried and true Dolce Vita Zina sneakers. These are my all-time favorite walking sneakers—they have a comfy insert that gives you arch support and a little bit of lift. This is my fourth pair and definitely not my last!
Keeping It Simple
tank || jeans || shoes || purse || sunglasses
That white tank I was just raving about? Here’s it styled in black with my favorite jeans and my new Birkenstocks. This is a no-brainer outfit idea that works for legit every occasion. I wore this to a baseball game last night and got a gazillion compliments on it.
Don’t forget sunglasses, layered necklaces, and a cute bag to elevate these basics.
Street Chic
dress || sneakers || purse || sunglasses
I love a good oversized button-up. This one is a little longer, designed to be a dress. With low-top sneakers and a few accessories, this looks like it was pulled right off my Pinterest board. Super simple outfit to recreate that’s street chic!
Date Night
bodysuit || jeans || heels || purse
Nothing says date night quite like a basic black bodysuit tucked into your favorite jeans. Throw on a little block heel to give yourself an extra confidence boost and you’re good to go.
What are you wearing during these awkward “in-between” months?! I’d love to know in the comments below along with which occasions you need help getting dressed for. Let me know! xx
Latest Post: 7 Back To School Outfit Ideas || American Eagle New Arrivals
Related Post: 12 Fall Outfit Ideas To Recreate
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