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. 

www.amazon.com, www.amazon.com

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 $29.98 (available in sizes XS–XXL and in 11 colors/patterns). 

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. 

www.amazon.com, www.amazon.com

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 23 colors). 

3. A cotton dickey collar if you hate the bulkiness of 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. 

www.amazon.com

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-neck 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 five 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. 

www.amazon.com, www.amazon.com

Promising review: "This is my second pair. I probably will order more in different colors. They are so comfortable. They have a little bit of stretch to them, and they hug you just right, but have a little give where needed. These have become my favorite pair of casual pants to wear." —Joyce Kirkpatrick

Get it from Amazon for $39.99 (available in sizes 4–18 and in 21 colors). 

5. A long-sleeve cutout bodysuit that pairs perfectly with your favorite high-waisted pants and a cocktail on your next date. No one said anything about sacrificing fashion or warmth when you could have both.

Lulus

Promising review: "The perfect bodysuit! The flared sleeves added a little drama to them! I received so many compliments in this bodysuit!"  —Airelle P. 

Get it from Lulus for $35 (available in sizes XXS–XXL). 

6. 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. 

amazon.com, www.amazon.com

Promising review: "It is way better than I expected. Normally, sleeves like this are scratchy, but I was pleasantly surprised at how soft this shirt was! Absolutely beautiful." —Katrina 

Get it from Amazon for $18.99+ (available in sizes S–XXL and 25 colors and sleeve styles). 

7. 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! 

www.amazon.com, www.amazon.com

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 not to 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). 

8. 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.  

Quince

Promising review: "So soft and exactly as pictured. Feels very high quality and will be great with a light sweater heading into fall!" —Brooke K.

Get it from Quince for $39.90 (available in sizes XS–XL, four inseams, and in 12 colors). 

9. 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.

www.amazon.com

Promising review: "I’ve had this for almost two years and I still love it. It’s the most perfect beanie for winter — it’s comfortable, not tight, and not super itchy." —Mal 

Get it from Amazon for $19.99 (available in 26 colors).

10. 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. 

www.amazon.com, www.amazon.com

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 $37.99+ (available in sizes XS–XXL and in 19 colors). 

11. 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. 

www.amazon.com, www.amazon.com

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 nine colors). 

12. A pullover striped sweater to ease you into sweater weather with a lightweight style that's not too hot, but still oozes fall vibes. 

www.amazon.com, www.amazon.com

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 $19.99 (available in sizes S–L and in 10 styles). 

13. 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 $30.32+ (available in sizes 0–10 in four colors, and sizes 12-24 in two colors). 

14. 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. 

www.amazon.com, www.amazon.com

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 $29.99+ (available in sizes S–XXL and in 12 colors). 

15. 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. 

www.amazon.com, www.amazon.com

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 $22.88+ (available in sizes XS–3XL and in 33 colors/styles). 

16. A retro-style pencil dress to become *thee* office siren in a cap-sleeve style that just might make the C-suite question why you haven't been promoted yet. 

www.amazon.com, www.amazon.com

Promising review: "The material is breathable and lightweight. While it does stretch, it has a very sophisticated look! Can't wait to wear this on my cruise!"  —Marcella Moore

Get it from Amazon for $33.99+ (available in sizes S–XXL and 22 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. 

www.amazon.com, www.amazon.com

A testament to these stretchy wonders — tons of reviewers say these leggings have been by their side before, during, and after pregnancy!

Promising review: "I've had these pants for over a year and worn them probably 350 times, and they still look great. They don't pill or anything. They are soo soft and comfortable and breathable. They are like everyday leggings, not workout leggings, even though I have worked out in them, too. They can be dressed up or down. I've had the black this whole time and just got the gray. Love!" —E’smom

Get it from Amazon for $14.24+ (available in one size, plus-size, three styles and 20 colors/prints).

18. A plaid overall dress to layer over your favorite mock neck or tee for an eye-catching 'fit that'll earn you compliments allllll day — from your barista in the morning to your date at night. 

www.amazon.com, www.amazon.com

Promising review: "This outfit fits surprisingly very well! The fabric is good quality, fashionable, and I 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 them in place (discrete, can’t even tell unless you adjust), which is a huge solution to the biggest general issue with overalls. Can be worn all year round and looks extremely cute on!" —Amazon Customer

Get it from Amazon for $28.48+ (available in sizes XS–3XL and in 18 styles). 

19. A pair of low-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. 

Target

Promising review: " Exact quality for the price and perfect true-to-size fit on the waist. I love the wide leg fit on these and can’t wait to style my outfits this fall and winter with these staple pants!" —Sania

Get it from Target for $30 (available in standard sizes 00–30 and in eight 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. 

www.amazon.com, www.amazon.com

Promising review: "I love these! I was hoping they could compare to 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 a half-inch of the shoe behind my heel. I would say they are a perfect fit!" —Alicia Lewis

Get them from Amazon for $34.99 (available in sizes 5.5–14 and in eight 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. 

Amazon

Promising review: "The sweater is so beautiful and lightweight. Good quality material. Just as shown online. I am pleased. Fits perfectly and looks stylish." —HIEN T LE

Get it from Amazon for $31.99+ (available in sizes XS–L and in nine styles). 

22. These high-waisted palazzo pants for tricking people into thinking you tried really hard on your outfit when really you just swapped your skinny jeans for a bit of wide-legged volume. 

www.amazon.com, www.amazon.com

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, short and long sizes, and in 29 styles). 

23. 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. Plus, it'll be a key player in layering as fall rolls around.

www.amazon.com, www.amazon.com

Promising review: "I love this shirt and the pretty yellow that I chose. The shirt is so comfortable and washed and dried perfectly with no issues. I won’t hesitate to purchase these shirts!" —JandT

Get it from Amazon for $12.59+ (available in sizes 14–28 and in 23 colors/patterns)

24. 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. 

www.amazon.com, www.amazon.com

Promising review: "I LOVE THIS SWEATER! So soft and comfy, but still polished looking! Perfect for my fall WFH wardrobe update. Works layered or on its own. I am going to get another color!" —SSK-LA

Get it from Amazon for $39.99 (available in sizes S–XL and in 21 colors). 

25. 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. 

www.amazon.com

Promising review: "So TikTok made me buy this, and 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 $29.99 (available in sizes S–XXL and in 24 styles).

26. 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. 

www.amazon.com

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 $36.99 (available in sizes XS–3XL and in 48 styles).

27. An oversized turtleneck sweater dressthat'll put to rest any argument that dresses can't be cozy. Pair it with leggings or your favorite show-stopping boots.

www.amazon.com, www.amazon.com

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 $38.99+ (available in sizes S–3XL and in 32 styles).

The reviews for this post have been edited for length and clarity.