We've officially hit August, and fall dressing is slowly approaching. As retailers push out their new seasonal items, there's a plethora of pieces to sift through, from chunky knits to blazers galore. I figured you might need assistance sorting through the shopping void, so I spent a few hours finding the best pre-fall picks. Looking for a blazer that checks all your boxes? I've got you covered. Booked a weekend trip to see the foliage and now want cozy but affordable accessories to pack? Check! Desperate for chic yet transitional-weather-friendly basics? You've come to the right place. Did I also mention that everything in this roundup is under $99?
Regardless of what you're looking for, I've got 99 products priced under $99 for you to peruse, and all are editor-approved and curated for the season ahead. I couldn't help but share some of my finds with my fellow editors during my search, and they were quick to click the add-to-cart button, FYI. I'll keep this short because I don't want to keep you from the finds below. Keep scrolling to get started shopping these picks before they inevitably sell out.
H&M
Short Sweater
It's almost sweater season, and this lovely striped option from H&M has me 100% ready for it.
Mango
Studded Buckle Shoe
Designer-looking ballet flats at an under-$100 price point? Sign me up.
J.Crew
Sculptural Hinge Bracelet
I just bought a silver J.Crew cuff, and this gold one is next on my wish list.
WAYF
Vest
I expect this vest and the matching pants to sell out very soon.
Charles & Keith
Black Patent Double Buckle Mary Janes
My jaw dropped when I saw the price.
Topshop
Crop Sweater
Catch me in chunky knits this fall.
Mango
Short-Handle Shoulder Bag
The color of 2023.
J.Crew
Slim-fit Stretch Cotton Poplin Shirt
Your fall work wardrobe will be sorted with this shirt in your arsenal.
By Adina Eden
Solid Chunky Drop Stud Earrings
It's hard to resist a pair of affordable drop earrings.
Topshop
Denim Maxi Skirt
If there's a denim maxi skirt, I'm adding it to my wish list.
J.Crew
End-on-End Cotton Boxer Short
These would pair perfectly with your favorite oversize sweater.
H&M
Slingbacks
I'll be adding a little touch of snakeskin to my minimal outfits this fall.
Zara
Midi Skirt With Belt
Everything about this look is ultra chic.
Ganni
Diamond Belt
Now that I have a few basis belts, I'm on the lookout for interesting ones to switch things up.
Zara
Flat Leather Fisherman Sandals
Bravo, Zara.
Lioness
Off Duty Pants
Sporty spice will always be my favorite spice.
H&M
Knee-High Cowboy Boots
These will go with absolutely everything in your fall wardrobe. Sweaters and jeans? Check. Breezy dresses? Check.
Lioness
Barely There Tie Top
Sheer perfection. (See what I did there?)
Zara
TRF Long Denim Skirt
Schutx
Arissa Ballet Flats
Metallic mania isn't going anywhere.
Free Assembly
Patch Pocket Cardigan Sweater
Parisian vibes all the way.
Le Specs
Unreal Sunglasses
Why shell out hundreds of dollars when you can find sunglasses that look this cool for only $79?
Mango
Vest With Floral Appliqué
This has already sold out on Mango once before, so I wouldn't be surprised if it happens again.
Zara
Denim Shell Necklace
For me, shell jewelry isn't just reserved for summer. I'll gladly be wearing these with my knitwear in the upcoming months.
Halogen
Square Neck Vest
The square neck makes this feel so much more fresh than other vests on the market.
H&M
Single-Breasted Jacket
If you're looking for a blazer that's both cozy and chic, this is it.
& Other Stories
Snakeskin Embossed Leather Belt
The subtle embossing looks extremely luxe.
Mango
Metallic Straight-Leg Jeans
Don't be afraid. I promise you can pull these off.
Open Edit
Regina Mary Jane Pointed Toe Flat
Oh, Nordstrom, you know the way to a fashion editor's heart.
We the Free
Lucky You Mid-Rise Barrel Jeans
I already own these in blue and wear them a ton, but I'm seriously considering the black pair for fall. I'm already imagining them with all the sweaters in this roundup.
Nastygal
Tailored Cargo Two Piece Bomber Jacket
Charles & Keith
Red Open Toe Curved Heel Sandals
Red hot.
Le Bon Shoppe
Her Socks - Classic Red
Wear these socks with the heels above if you want to look ultra-cool.
Gap
24/7 Split-Hem Turtleneck Sweater
When you wear this sweater out, people will be shocked to hear it's from Gap.
Zara
Full-Length Pinstripe Pants
Don't sleep on how great Zara's trousers are. They're comparable to my more expensive pairs.
Karine Sultan
Sculptural Cuff
It's cuffing season for fashion folk.
H&M
Flared-Hem Denim Skirt
H&M has really outdone themselves with this one.
Treasure & Bond
Relaxed Fit V-Neck Vest
You're going to want to wear this entire set on repeat this season.
Zara
Sequin Ballet Flats
If you're already set on basics, spice things up with a fun pair of flats like these.
Petit Moments
Square Belt
The Western look is still having a moment.
J.Crew
Cashmere V-Neck Sweater-Vest
Give me all the cashmere.
Mango
Wavy Maxi Relief Earrings
Stunning.
Reformation
Florentina Knit Top
Isn't this the prettiest top you've ever seen?
H&M
Short Pea Coat
There's no need to search far and wide for affordable outerwear. H&M's got you covered.
Mango
Short Sleeve Sweater
Can you tell I have a thing for red?
Zara
Pack of Bracelets
Even when you're wearing an extremely simple outfit, bracelets like these will make it seem like you put a ton of effort into your look. Who doesn't want that?
Gap
Dolman Rib Sweater Vest
Another stellar knitwear option from Gap.
COS
Quilted Micro Bag
I love the viral oversize option, but the mini bag is just too adorable to skip out on.
Zara
Buckled Strappy Heeled Leather Sandals
I'm usually not a heels person, but I predict I'll get a ton of wear out of these in the future.
Topshop
Colorblock Strapless Satin Maxi Dress
This looks like it came straight off a runway.
Mango
Combined Bucket Bag
Meet your new favorite everyday bag.
& Other Stories
Ruched Shoulder Detail Midi Dress
Just throw a coat on with some boots, and you're ready to head out the door.
Zara
Vest
Calling all brides on a budget. Please wear this for one of your wedding looks. (Unique engagement shoot, maybe?)
Mango
Elastic Satin Ballerinas
I took one ballet class and failed miserably, but that won't stop me from wanting every pretty ballet flat on the market.
Le Specs
Outta Trash Sunglasses
These are a great affordable alt to the Celine sunglasses practically every celebrity owns.
Abercrombie & Fitch
Wedge V-Neck Sweater
I walked into Abercrombie this weekend for the first time in years, and immediately gravitated toward this comfortable sweater.
Levi's
501 90s Jeans
The above sweater with these jeans? An ideal fall look.
Charles & Keith
Brown Cesia Metallic Accent Shoulder Bag
Add this bag to the sweater and jeans above.
Mango
Knitted Top With Contrast Details
Contrast stitching is a small detail that makes a big impact.
Scoop
Western-Style Booties
Don't sleep on Scoop's shoe collection. These boots have gotten me through a London and Japan trip, both where I walked at least 15,000 steps a day.
Gap
100% Organic Cotton Stripe Bib Big Shirt
The Scandi fashion set would love this shirt.
Zara
Heeled Mules
Any time Zara releases a silver shoe, it sells out. You've been warned.
& Other Stories
Floral Brooch
Add this brooch to your favorite blazers or coats this season.
Dissh
Sienna Black Knit Tank
Simplicity at its finest.
Urban Outfitters
Blair Pencil Midi Skirt
I wasn't expecting to find such a sleek skirt at Urban Outfitters, but consider me impressed.
Abercrombie & Fitch
Merino Wool-Blend Sleeveless Mockneck Sweater
Mango
Pleated Cargo Shorts
H&M
Rib-Knit Dress
This may be surprising to some, but I actually wear dresses more in the fall than in summer. I mean, how can you not when knit dresses like this exist?
Pixie Market
Grey Button Vest
I see why this vest is a best seller.
Bracha
Candybar Necklace
I'll never say no to a touch of green, regardless of what color is trending.
Lioness
Welcome To The Jungle Blazer
Until you can invest in a more expensive work blazer, this $89 one will make an excellent pick.
Topshop
Funnel Neck Rib Sweater
I'm ready for a fun fall.
Mango
Oval Short Handle Bag
This is the kind of bag that simply goes with everything.
Abercrombie & Fitch
Sleek Seamless Ruched Wrap Bodysuit
Abercrombie, you've done it again.
Zara
Metal Necklace
This kind of necklace will stand out when paired with a top with a deep neckline.
Katy Perry
The Evie Woven Mary Jane
Get the Alaïa look for under $100.
H&M
Tapered-Waist Top
Chic and cinched.
Urban Outfitters
Fiona Ruched Maxi Skirt
I've seen skirts like this one all over New York City.
Gap
Faux-Leather Baseball Hat
Trade in your regular baseball hat for a leather one this fall.
Open Edit
Halter Vest
I promise this is the last vest set in this roundup—I just couldn't help myself. There are so many great options right now!
Open Edit
Wide Leg Trousers
See above.
Levi's
501 90s Jeans
I'm usually not one for dark-wash denim, but this Levi's pair has me convinced.
Topshop
Ombré Tank
Ombré all day.
Gap
Puff Sleeve Denim Jacket with Washwell
Not your average denim jacket.
Zara
Strapless Buckle Top
Edgy.
Shashi
Kei Hoop Earrings
Switch things up from your classic hoops.
Reebok
Club C 85 Vintage Sneakers
While these may not be as fun as the other picks in this story, they're definitely the most versatile.
Maeve
Plunging Loopy Floral Sweater Vest
The autumnal colors on this printed sweater are very alluring.
Madewell
Martina Elastic Mary Janes
Your favorite flats now come in brown. You're welcome!
By Anthropologie
Structured Keeper Belt
Give me all the belts, please!
Open Edit
Strapless Sweetheart Neck Top
Your new going-out top has been secured.
ASOS Design
Magnolia Side Buckle Loafer
ASOS marks these as "selling fast." Take that how you will.
H&M
Long Rib-Knit Cardigan
I'll certainly stay cozy in this set this season.
Zara
Long Bomber Jacket with Patch Pockets
Bomber jackets usually have a casual look to them, but this one is extremely elevated.
J.Crew
Gwyneth Slip Dress
You'll wear this for years to come.
Topshop
Oversize Waistcoat
Try this oversize option for a fresh take if you already own too many traditional vests.
Grey Lab
Strapless Shift Dress & Tie Choker Set
All in Favor
Handkerchief Hem Satin Midi Skirt
A surprising color choice for fall, but I'm into it.
Open Edit
Long Sleeve Rib Cardigan Dress
Whether you wear it as a cardigan or a dress, it'll keep you cozy and looking like a 10 out of 10.
After interning at Who What Wear in 2019, Yusra Siddiqui found her way to the team after graduating with a fashion media degree. She's also spent time writing and working for publications such as Fashionista, Coveteur, Nylon, and Allure. When she's on the job, she's perusing runway shows, analyzing the latest social media trends, and diving deep into all things Gen Z-related.