Unless otherwise specified, all sizes in this post are listed in women’s.
1. 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 sipping 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 $33.99 (available in sizes XS–XXL and in 12 colors/styles).
2. 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: “Love these and so glad I bit the bullet and purchased! I wear it over a black shirt, and it’s the perfect outfit for looking on-trend yet staying comfortable. Breathable cotton, double pockets, and adjustable straps!” —ShelB
Get it from Amazon for $34.99 (available in sizes XS–5XL and in 20 colors).
3. A cotton dickey collar if you hate the bulkiness off a long undershirt but live for a polished collar peeking out underneath your favorite sweater. Now you can get the layered looks you crave without overheating.
Promising review: “It’s a good value, fits nicely in the ‘V’ of a sweater. The underarm straps are comfortable and a nice addition to the dickey of the old days. The length is long enough for a deeper V sweater but would not work for a button down cardigan sweater. For the money don’t hesitate to give it to try.” —Duffy
Get it from Amazon for $8.99+ (available in four styles and in multipacks).
4. 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 $40.99 (available in sizes 4–18 and in 15 colors).
5. An off-the-shoulder, lace-trimmed bodysuit that pairs perfectly with your favorite high-waisted pants and a cocktail on your next date.
Lulus
Get it from Lulus for $35 (available in sizes XS–XL and in black or white).
6. An oversized cable knit sweater vest reviewers have worn as a tunic top or mini dress for anyone who misses back-to-school dressing. Bringing peak prep school energy to any look, it’ll make you feel like the main character of your own Gossip Girl spin-off.
7. A lightweight mesh-sleeve blouse to make a sharp turn out of tank top territory and into a whole new world (season?) where you can comfortably don a dramatic long sleeve without overheating.
8. A stretchy off-the-shoulder jumpsuit because 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 32 styles).
9. A pair of wrinkle-resistant straight-leg pants if you want to trick people into thinking you got dressed up for them when really you’re rocking a pull-on style with four-way stretch that could rival your best yoga pants.
10. 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.
11. A three-piece knit lounge set that’ll revamp your at-home wardrobe with a cozy matching set complete with an optional cardigan layer for all you “hot, then cold, then hot again” types.
Promising review: “I already have this set for myself but I bought another one for my sister. Let me tell y’all, the stretch on this is AMAZING and it’s incredibly soft. Blown away with this and will be buying another one for my wedding!” —Moly
Get it from Amazon for $39.88 (available in sizes XS–XXL and in 19 colors).
12. A button-up oversized blazer for a lightweight layer that’ll keep you warm enough without feeling like you’re a kid on Halloween being forced to cover up their costume with a coat. This chic addition isn’t hiding your outfit, it’s adding to it.
Promising review: “Fantastic quality blazer! I get compliments whenever I wear it! I’m about 5’4” and it hits me below the hip about 1/4 way down to my knee. It’s made of a nice, thick material. Great for transitioning into fall or spring. My only gripe is that the front pockets are fake (they don’t open) but I’m used to that on women’s clothes at this point so this blazer still gets five stars.” —Amazon Customer
Get it from Amazon for $37.50 (available in sizes S–L and in 17 colors).
13. 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 $36.99 (available in sizes S–XXL and in 18 styles).
14. A semi-sheer ruffle maxi skirt because it’s equal parts dramatic and romantic with a side of spooky for everyone whose entire fall personality is aspiring village witch.
Cider
Promising review: “So cute! The ‘slit’ part is adjustable so you can make it as high or as long as you want. It’s a nice material, stretchy, and I love it!” —Cider Customer
Get it from Cider for $28 (available in sizes 0–10 in four colors, and sizes 12-26 in two colors).
15. A pullover cold shoulder hoodie if you’re eager to reunite with all your emotional support sweatshirts, but the weather isn’t cooling off fast enough. This version has built-in ventilation to strike that perfect cozy-cool balance.
Reviewers say it runs on the smaller side, so if you don’t want a semi-fitted look consider sizing up.
Promising review: “It fit as expected. Nothing fancy, is exactly as listed. I’ve washed it several times now, and haven’t seen any problems. Cute due to the cold shoulder part, but not trying to be too sexy.” —Hilary
Get it from Amazon for $32.99 (available in sizes S–XXL and in 16 colors).
16. Or a pullover hoodie dress that brings the same casual, sporty vibes to an all-in-one ‘fit that’s perfect for those busy days when you want to look put together without thinking too hard about it.
Promising review: “I loved this dress so much, I bought it in three colors! It’s super comfy, and a quick and easy go-to when running errands or even meeting a friend for dinner. Super cute and easy! I get compliments on it every time I wear it.” —DC Native Girl
Get it from Amazon for $26.88+ (available in sizes XS–3XL and in 34 colors/styles).
17. A pair of incredibly versatile high-waisted leggings so you can lounge, work out, and go out all in the same pair of super soft and stretchy leggings that feel lightweight without being see-through.
A testament to these stretchy wonders — tons of reviewers say these leggings have been by their side before, during, and after pregnancy!
Promising review: “Best leggings ever! A good combination of softness and sleekness — and they don’t break the bank. That on top of the fact that they supposedly could fit almost anyone and retain their comfort makes these leggings a miracle. Literally, the only complaint I have about these is just that the high-waisted band doesn’t always stay tight around your waist, but that’s to be expected when they’re super comfortable and can be worn multiple days in a row.” —Jordan Thomas
Get it from Amazon for $14.99+ (available in one size, plus size, three fit types, and in 22 colors/prints).
18. A plaid overall dress to layer over your favorite mock neck or tee for an eye-catching ‘fit that’ll earn your compliments allllll day — from your barista in the morning to your date at night.
Promising review: “This outfit fits surprisingly very well! The fabric is good quality, fashionable, and love that it comes in multiple patterns (I’m buying more btw). The straps are not only adjustable but have an extra part that holds it in place (discrete, can’t even tell unless you adjust) which is a huge solution to the biggest issue generally with overalls. Can be worn all year round and looks extremely cute on!” —Amazon Customer
Get it from Amazon for $32.99+ (available in sizes XS–3XL and in 18 styles).
19. A pair of 90s-inspired, mid-rise baggy jeans because the last thing you want to do is squeeze into some skinnies when you could be rocking this relaxed silhouette and looking totally on-trend, instead.
Promising review: “I was looking for an affordable pair of non-stretch baggy jeans in a darker wash for the fall and these fit the bill perfectly. I’m usually a 12 and bought the 14s to have them sit a bit lower on the hip. They don’t give me a pancake butt or a camel toe, which has been tricky to navigate with the looser fit. Very comfortable, good length (I’m 5’7″ and they pool a bit at the bottom for that ’90s look). Overall really happy with them.” —SJ
Get it from Target for $36 (available in standard sizes 00–30 and in six styles).
20. Lookalike suede clogs that have been fondly referred to online as “potato shoes,” which makes perfect sense since you’re probably going to love this supremely comfortable shoe about as much as you love french fries and hash browns.
Promising review: “I love these! I was hoping they could compare for the Birkenstock brand, and I’m so glad they can! I debated whether to purchase these, but when they arrived, I was pleasantly surprised. They look and feel just like my Birkenstocks for a fraction of the price. I will definitely be buying them in the other colors. Their fit is accurate as well. I wear a size 10 and ordered a size 10. I have about 1/2 inch of the shoe behind my heel. I would say they are a perfect fit!” —Alicia Lewis
Get them from Amazon for $39.99+ (available in sizes 5.5–14 and in seven colors).
21. A patchwork cropped crochet cardigan so you can add a quick hit of cozy to any ensemble as you navigate these warm, summer-like afternoons turned chilly, fall-like evenings.
22. A laid-back raglan tee that’ll dominate the competition (aka everything else in your wardrobe) by quickly climbing the ranks to secure a spot as one of your elite, go-to tops.
23. A slouchy half-zip sweater because reviewers rave over how buttery soft it is, so you can feel like you’re being swaddled in a blanket burrito without getting weird looks from your boss during meetings.
24. Or an oversized quarter-zip pullover sweatshirt to save you lot of $$$ by opting for this trendy lookalike for the mega-pricy Aritzia style popping all over your FYP.
Promising review: “So TikTok made me buy this + seeing it over and over again on the Amazon Best Sellers tab. I finally took the plunge to buy it. I love this jacket so much. It literally is comparable to my $80 Aritzia jacket for so much cheaper! I love how soft it is on the inside! Super fuzzy and warm. I love the collar, it’s stylish and I love to give it a little flip over. The zipper is quality too! I love the contrast of the black and white. I loved this jacket so much that I came back and bought it in white after buying the apricot color. I would highly recommend it to literally everyone. I bought the same size as my Aritzia jacket, which was a size medium. It fits me perfectly with an oversized look!” —Kate Dumas
Get it from Amazon for $35.99+ (available in sizes S–XXL and in 27 styles).
25. An A-line woolen midi skirt if you’re hunting for a cool weather update that’s no less versatile than jeans but way more comfortable, thanks to the fully elastic waistband.
Promising review: “This skirt is so luxurious! It’s soft to the touch, the fabric is thick and warm, the length is long (to my ankles), it’s a beautiful print, and it has a stretchy waistband…just gorgeous! I will definitely be buying more in different colors. I purchased the XL and it fits perfectly.” —Monica
Get it from Amazon for $36.98+ (available in sizes XS–3XL and in 54 styles).
26. An oversized turtleneck sweater dress that’ll put to rest any argument that dresses can’t be cozy. Pair it with leggings or your favorite showstopping boots.
Promising review: “OMG, where do I start? I love this dress. It’s so big and chunky and cozy but also super sexy!!! The pockets are amazing, and the material isn’t itchy at all. It looks great paired with tall boots, but I’m sure you could rock some leggings and ankle boots, and it would look just as amazing. Totally worth the price; it is baggy for sure, but I anticipated that when I ordered one size up so I could get the length I wanted. I want one in EVERY COLOR. Another Amazon win!” —Ashlee
Get it from Amazon for $39.99 (available in sizes S–3XL and in 43 styles).
The reviews for this post have been edited for length and clarity.
