With September’s arrival, I’m on the hunt for affordable transitional fall clothing that can bridge my summer wardrobe into cooler weather. This is the time of year I love thinking about how to mix pieces from my summer wardrobe with Fall staples. (Because let’s be honest…a lot of September is summer weather still!)
This is the month I begin to put away my most summery pieces but keep things like long sleeve dresses and summery shoes around so I can build transitional fall outfits that pair beautifully with more Fall-forward items.
Affordable Transitional Fall Clothing
I always love that in-between season when it approaches. You know the one – the one where you can wear a dress with no tights and your favorite Fall boots. Or you can top a suede jacket over an eyelet dress. Pair a cropped jacket with some leather pants or a leather mini skirt. It’s the return of denim season and when I love putting a summery top with a favorite pair of jeans. This is exactly the kind of affordable transitional fall clothing I get most excited to shop for each year.
It’s truly one of my favorite times of year to get dressed and be a little creative with items I have hanging in my closet.
I rounded up a bunch of new arrivals that caught my eye and will be perfect as transitional fall outfits as we enter into cooler weather. I’ve shared how I’d style many of them to hopefully give you some ideas. And everything I’ve curated is under $200!
Don’t miss my Wardrobe Favorites Under $200.
1. Madewell Perfect Vintage Wide-Leg Jeans
I’m loving the return of the subtle wide-leg jean and this pair from Madewell look perfect for year-round wear thanks to the light but not too-light wash.
I generally size down in Madewell denim.
2. Satin Trousers
I wear trousers year round these days and am very into lightweight silk or satin ones for dressier occasions at the moment. You could pair with a chunkier knit, a short sleeve sweater, or a tank with a jacket layered on top. For a similar look, check out these.
If silk isn’t your style, I’d recommend looking at these.
Related: How to Style Satin Pants
3. Cardigan Jacket
A striped cardigan jacket never goes out of style. This lightweight one looks great with jeans, styled over dresses, or with a tailored shirt when the weather is still warm. For a different color way, check out this one.
4. Knit Midi Dress
I love a short-sleeve knit dress for transitional dressing, and this one is a great layering piece. For a more casual look pair with sneakers, and as the weather cools you can layer a jacket and style with tall boots. Ponte dresses like this one also travel well!
5. Short-Sleeve Cardigan
When it’s still too warm for a full cardigan, this short sleeve one is the perfect option. The texture and color are perfect for Fall.
6. Adidas Sambas
I’m loving the sporty sneaker trend, especially this white and beige colorway. Pair these with everything from dresses, to skirts, to denim year round.
This British brand of sneakers also makes great pairs under $150!
7. Madewell Gold Belt
Run, don’t walk, to scoop up this designer looking belt for a fraction of the price. It seems so minor, but a belt adds such a nice finishing touch to an outfit. I personally bought this belt and it is beautiful.
8. Cap Toe Ballet Flats
Ballet flats are worn by me year round but always get more air time come Fall. This is a good get the designer look for less pair.
9. Funnel-Neck Jacket
This Fall, we’re seeing funnel-neck jackets that are stylish and practical for the changing weather. Here’s another option that comes in several colors.
10. J.Crew Cotton Rollneck Sweater
A classic rollneck sweater in 100% cotton is a wardrobe staple for me. I love this ivory color, but it also comes in stripes.
11. Crossbody Bag
This timeless crossbody also comes in deep brown if that’s more your speed.
12. J.Crew Cashmere Tee
A cashmere tee is essential for transitional dressing! It’s the perfect bridge between Summer and Fall and can be styled with denim, shorts, or trousers. This is a piece you can reach for well into Fall and Winter.
13. Baseball Cap
My ball cap collection has grown significantly the last two years and I love styling them with favorite sweaters and denim shorts alongside blazers and jeans, too.
14. Suede Shopper Bag
Mango has a great selection of bags. The size and color of this one make it ideal for Fall market trips.
I’ve also heard great things about this one!
15. Twill Jacket
This super chic lightweight jacket is perfect for early Fall days when you don’t need a full Winter coat.
Affordable Transitional Fall Outfit Ideas
Need a little Fall transition outfit inspo? I’ve got you covered with outfits that incorporate both Summer and Fall components to keep you looking stylish, but still weather appropriate for those in-between days.
Lightweight cardigan jacket with jeans
Pair a lightweight cardigan jacket with a classic pair of jeans and sneakers. I love adding a baseball cap for an off-duty chic look.
Shop the pieces shown here.
Twill jacket with a knit midi dress
Top a midi dress in a tonal Fall color with a light twill jacket, and if it’s still warm enough add some sandals!
Shop the pieces shown here.
Knit midi dress with sneakers
A knit dress pairs perfectly with Adidas Sambas and black accessories. I love a midi dress for early Fall, then just add a cropped jacket when the weather cools down!
Shop the pieces shown here.
Short-sleeve cardigan with trousers
When it’s not quite chilly enough for a full cardigan, opt for a short sleeve version to pair with versatile trousers.
Shop the pieces shown here.
Cropped trench with jeans
I live in a trench coat come Fall, but a cropped version is a great way to ease into the season.
Shop the pieces shown here.
Shop the Post
Even More Styles Under $200
Let me know if you end up shopping any of these items! Want even more stylish finds at great prices? Check out my favorite affordable wardrobe pieces in the Under $200 Shop!
You May Also Like:
This post contains affiliate links. Should you purchase something from an affiliate link, I may earn commission, at no cost to you. Thank you for your support of my work!
comments +