We hope you love our recommendations! Some may have been sent as samples, but all were independently selected by our editors. Just FYI, BuzzFeed and its publishing partners may collect a share of sales and/or other compensation from the links on this page.
Unless otherwise specified, all sizes in this post are listed in women's.
1. A pair of casual wide-leg overalls because it's breezy enough to wear in late summer, but will seamlessly transition into fall when you swap out the under layer for something cozy.
Because these are 100% cotton, reviewers recommend sizing up to account for shrinking or sticking with your regular size and line drying them.
Promising review: "I own these in several colors. You can dress them up for nicer casual occasions, but they’re also casual and comfortable for cleaning the house and an easy slip-on and cover-up after swimming or hiking. I definitely recommend sizing up a size because they do shrink." —LeighBeez
Get it from Amazon for $32.99 (available in sizes XS–5XL and in 20 colors).
2. A pair of lightweight tapered joggers to finally give last season's lounge pants a much-needed retirement. This supremely soft style strikes a fine line between jogger and legging, making it perfect for just about everything from exercising and errands to enjoying a glass of wine on the couch.
Promising review: "These are literally the best leggings/joggers I have ever owned, and I plan to eventually buy every single color. I originally saw these on TikTok and heard they were like the Lululemon ones but cheaper. I've never owned Lululemon leggings, but if they feel anything like these, then I have clearly been missing out. These are soft and absolutely perfect. I love the pockets and jogger style and that they fit like leggings and can be worn to the gym or dressed up with a cute outfit. I need to buy every color of these before they're gone!" —Courtney
Get it from Amazon for $28.99+ (available in sizes XS–XXL and 16 colors).
3. A beloved Carhartt beanie so you can join the legions of people who already love this rib-knit cap. It comes in loads of different colors, so you never have to compromise your style for head warmth.
4. A dramatic drape front blouse for waving a fond farewell to tank top weather with a dramatic puff-sleeved number that'll be a big hit on the first not-scorching day of the season.
Promising review: "The tip is very comfortable and elegant. I got many compliments on the color and the flow of the top." —Judy Latimore
Get it from Eloquii for $34.97 (originally $69.95; available in sizes 14–32 and in five colors). Be sure to apply the code EQCHIC at checkout to get this price!
5. An oversized houndstooth sweater vest that'll update your summer jeans and T-shirt uniform with a cozy, lightweight layer that's fit for fall.
Promising review: "Love this! Well worth the price! I paired it with a white turtleneck underneath but the options are limitless here. I was surprised at the quality of this item...it’s very soft and thick, which isn’t what I expected at all. Would definitely, and might, buy again very soon!" —Jon Evans
Get it from Amazon for $28.99+ (available in sizes S–L and in 11 styles).
6. Or an oversized cable knit sweater vest if you'd rather get back to basics with a traditional style that'll bring peak prep school energy to any look.
7. A stretchy off-the-shoulder jumpsuit because you'd like to kick off cozy season NOW even if it's still pretty toasty outside. Fortunately, this style has earned an impressive amount of 5-star ratings for just how soft, lightweight, and incredibly versatile it is. Loads of reviewers have even picked it up in a number of colors!
Promising review: "I actually really like this jumpsuit. It’s very comfortable. The material is thin enough to be a breathable fabric but thick enough to not be see-through. I would and will buy another one." —Danielle Delgado
Get it from Amazon for $37.99 (available in sizes S–3XL and in 35 styles).
8. A flannel plaid shacket to live out your full autumnal agenda in a versatile layering piece that adds warmth (but not too much) and was basically made for apple cider sippin' and pumpkin patch adventures.
Reviewers say this runs large so, depending on the type of fit you're going for, you may want to order a size down.
Promising review: "Super cute and oversized for pairing with any outfit. Got the green for St. Patrick’s Day then ordered black because I loved it so much. Large was super comfy and cute with a black bodysuit under it!" —Lindsey Daniels
Get it from Amazon for $29.99 (available in sizes XS–XXL and in 13 colors/styles).
9. A ribbed knit dress and cardigan set so next time you need an outfit that's, like, REALLY cute, but also comfortable, but can also handle fall's fluctuating temps, you'll know just what to do.
Promising review: "I bought this to wear as an 'airport' outfit and I don't regret it! Super comfortable and the cardigan was perfect for the chilly flight. Once I got to Colombia I took off the cardigan and was ready to take on my day. Here in NY, I wear it with boots or sneakers pretty much anywhere. I love how versatile and comfortable this is. Buy it!" —Sabrina E.
Get it from Lulus for $89 (available in sizes XS–XL and in two colors).
10. A pair of high-waisted faux leather leggings for anyone who's been eyeing another (more expensive) pair of internet-famous pleather leggings since last year. This is a cheaper alternative that achieves the same great look.
FYI, this is included in Prime Try Before You Buy so you can give them a trial run if you're a member!
Promising review: "OMG!! Literally the best! Sizing was true to size. They're thick, not see through. They're EXACTLY like Spanx. I had a pair of the Spanx leggings and lost them. I ordered these last minute for my vacation and I was shocked at the quality for the price. Buy it! You will not regret it!" —Boca Doce Baking
Get it from Amazon for $69.31 (available in sizes XS–4XL and in four colors).
11. Iconic Dr. Martens Chelsea boots with slip-resistant soles that add an instant cool factor to any look, and a bit of height, too. The versatile staple is shockingly comfortable and durable enough for all of fall's most unpredictable weather.
FYI, these are included in Prime Try Before You Buy so you can give them a trial run if you're a member! ALSO, many reviewers say these run big, so consider sizing down!
Promising review: "I have been wearing Docs for years now, and this pair has to take first place for comfort. They're incredibly cute and versatile, can be dressed up or down, and just like any other pair of Docs are faithfully durable. Docs always run big so I sized a full size down and still comfortably wear them with thin–thick socks. I brought them on a long trip, wore them in various weather conditions like rain/snow/forest trails, and they worked great." —Stacy Cruz
Get it from Amazon for $60+ (available in sizes 5–11).
12. Plus, a pack of knit cuff socks if you want to kick your ankle bootie game up a notch with a selection of not-too-thick socks peaking out over the top in ALLLLL the best autumnal hues.
The socks are designed to fit those who wear women's shoe sizes 5–9.
Promising review: "Great deal on awesome socks to wear with winter booties (short boots) — these aren't too thick or super thin. They are just right, and I love the colors. There's a color to go with all of my different sweaters for fall and winter. Highly recommend!" —Texas mom
Get a nine-pack from Amazon for $19.99.
13. A staple slip-on midi skirt with a saucy side slit because it's not *quite* time to totally hide away your legs for the winter. This rib knit style feels like sweats but with enough timeless polish to still look plenty professional at work.
FYI, this is included in Prime Try Before You Buy so you can give it a trial run if you're a member!
Promising review: "Love love love this skirt. It’s stretchy, comfy, and stylish. When wearing it high waisted, the slit begins at the top of my knee so it’s still work appropriate. I can dress it up or down with sneaks. Def getting it more colors!" —Sunhwa
Get it from Amazon for $29.90 (available in sizes XXS–5X and in five colors).
14. A flowy tiered shift dress to achieve max comfy-cuteness whether you're bridal shower bound or just headed out to peep those fall leaves.
If you're blessed in the boob department, reviewers recommend ordering a size up because of a seam that sits right below the bust.
Promising review: "I can’t say enough good things about this dress. The length is great, and the fit is great! I probably could have done a small but didn’t want it to be too short for work. Perfect dress to dress up with wedges or heels or dress down with booties or sandals." —Kayla
Get it from Amazon for $27.18+ (available in sizes S–XXL and in 41 styles including short sleeve).
15. A pair of wide-leg cargo pants so you can give your go-to jeans a break, and seamlessly transition out of summer's "big pants, little top" trend into a far cozier "big pants, big top" look.
Promising review: "This is my second pair. I probably will order more in diff colors. They are so comfortable. They have a little bit of stretch to them and they hug you just right, but give a little where needed. These have become my favorite pair of casual pants to wear." —Joyce Kirkpatrick
Get it from Amazon for $34.84+ (available in sizes 4–18 and in 15 colors).
16. An essential turtleneck bodysuit for a chic topper that just undeniably works in every situation. And you never have to worry about awkward bunching or re-tucking?! Might as well just add every color to your cart now, while you're at it.
17. A cable knit embroidered cardigan that you'll be living in for the next...*checks calendar*...eight months or so. It's all the old-school charm of a standard grandpa cardi with punches of color that make it feel anything but dated.
18. Or an open-front waffle knit cardigan if you prefer a more minimalist look that can play nice with virtually anything in your closet.
Some reviewers recommend ordering a size up for the slouchy, oversized fit in the photos.
Promising review: "This sweater is so comfortable. It's become my go-to for a lightweight addition to almost any outfit. It's long so on my 5'3" frame, it comes down to the back of my knees, which is ok with me. It's like a cozy blanket that looks stylish with either pants, dresses, or shorts. I have another one in white and I love them both." —Alyssa
Get it from Amazon for $39.98 (available in sizes S–XXL and in 24 colors).
19. A pair of *a-deer-able* wide-leg overalls because it's the kind of unfussy statement piece that'll get you stopped in the street for compliments, and some days you just wanna be seen, ya know?!
Get it from ModCloth for $118 (available in sizes 2–16).
20. A pullover striped sweater to ease you into sweater weather with a lightweight style that's not too hot, but still oozes fall vibes.
Promising review: "I had three random people tell me, 'I love your sweater!' the first time I wore it! It’s not thick, which makes it perfect for the in-between weather days of south Louisiana when you can’t decide if it’s truly fall or summer still!" —Terrie M.
Get it from Amazon for $39.99 (available in sizes S–XXL and in 27 styles).
21. A swingy pleated midi skirt (in a number of autumnal colors) with a comfy elastic waistband so you can exude the type of easy sophistication that only comes when you look good *and* feel good.
FYI, this is included in Prime Try Before You Buy so you can give it a trial run if you're a member!
Promising review: "This is officially my favorite clothing purchase on Amazon! I love it so much that I ordered several colors. Be aware that not all skirts are the same length, give or take an inch. The skirt is not lined but has pockets. It's super cute with a tucked-in top and booties. I also hemmed it about 2 inches because I like more calf action. Overall, I love this skirt! It holds up in the wash and will last a while." —MC
Get it from Amazon for $33.89 (available in sizes XS–XXL and in 19 styles).
22. Or a high-waisted belted A-line skirt in the same fall-ready midi length for an equally versatile option that feels more edgy than ethereal.
Get it from Target for $36 (available in sizes 00–22).
23. An oversized pale pink hoodie that grants you membership into an elite group of people with the same autumn plans as you — the Cancel All My Plans Club.
The fit is designed to be oversized, so size down if you want a slimmer fit.
Get it from our Goodful shop for $63 (originally $79; available in sizes S–XXL).
24. An oversized corduroy shirt if you've been not so patiently waiting all year to wrap yourself in a cozy button-up before picking up your first PSL of the season.
25. A khaki longline trench coat because the weather can't make up its damn mind this time of year, so you might as well snag some outerwear that can handle everything from brisk mornings to surprise afternoon showers and still look good doing it.
26. Or a faux leather moto jacket to add just the right amount of warmth (and attitude) to your fit without looking overly bundled up on kinda-hot-kinda-cold fall days.
Be sure to double-check the size chart for your specific measurements! Some reviewers recommend sizing up, especially if you want to layer bulkier clothes underneath.
Promising review: "This jacket is fantastic! The faux leather is very soft, it looks amazing and the fit is spot on! I’ve worn it a few times and received compliments each time. I love it so much, I’m ordering more colors!" —Peacedolphin22
Get it from Amazon for $48.99+ (available in sizes S–XXL and in 18 styles).
27. An off-the-shoulder wrap sweater so you can still dress seasonally without sweating bullets at your friend's very indoor, very crowded, very *hot* solstice soiree.
Promising review: "So I am super guilty of seeing items on someone on Instagram, buying it, and then returning because it just wasn’t what I expected. But this sweater lived up to the hype! It fits great, is awesome because it can be worn more modestly or more sexy, and it’s super cozy! 10/10 would buy again. And I’m usually not a fan of cropped things but actually really love this one." —Nancy Jackson
Get it from Amazon for $36.99 (available in sizes S–XL and in 25 colors/styles).
28. These high-waisted palazzo pants for tricking people into thinking you tried really hard on your outfit when really you just swapped your standard skinny jeans for a bit of wide-legged volume.
Promising review: "I’m so impressed by these! The quality is amazing. I love the material. Not sheer at all and super comfortable. I purchased them to wear for work but they would be super cute dressed up with heels and a bodysuit for a night out. I’ll be ordering in more colors as they are already a staple in my work wardrobe! I purchased the color Mocha first and it’s exactly like in the photos — kind of a warm gray color. Highly recommend." —Skylar
Get it from Amazon for $33.99+ (available in sizes XS–2X, as well as short sizes, and in 32 styles).
29. A flowing puff-sleeve maxi dress that's like a seasonal chameleon you could just as easily wear strolling along the shore as you could wandering through orchards.
30. And a pair of high-rise skinny jeans if you're determined to make this fall the one where you finally discover your perfect pair of denim. These ones come in petite-friendly lengths (no hemming, yay!) and promise a comfortable fit around the thighs without pesky gapping at the waist.
Cali & Dana is a women-founded small biz designing wardrobe staples specifically crafted to best fit curvy, petite bodies.
Get it from Cali & Dana for $99 (available in sizes 25–32)
The reviews for this post have been edited for length and clarity.