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    Updated on Mar 17, 2020. Posted on Oct 3, 2019

    26 Dresses You'll Want To Pair With Boots This Fall

    Dresses + boots = my OTP.

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    1. A pretty polka dot number with roomy pockets that's practically perfect — the only way it could get better is if you added ankle booties.

    amazon.com, amazon.com

    Promising review: "This dress is so pretty!! I was hesitant because it seemed like it might be super cheap-looking, but it's a much higher quality than I expected. I'm 5'4" and about 150 lbs, and I usually wear a size 10 and bra size 34C. I ordered a large. It fits like a dream and I feel so pretty in it! It has pockets and it drapes so nicely. You will not be disappointed." —Nicole

    Get it from Amazon for $19.99+ (available in sizes S-XL and in seven colors).

    2. A tie-waist sweater dress you should ~knot~ hesitate to rock with your fave tall boots.

    amazon.com, amazon.com

    Promising review: "I bought this for a trip to Charlotte, NC knowing that I wanted to dress up but not be freezing. It definitely served its purpose. It’s very warm, cute and comfortable. I wore this with black tights and boots and got many compliments. I love that it ties at your hips, as it compliments your figure. It's very easy to dress up or dress down." —Madi

    Get it from Amazon for $23.99+ (available in sizes S-XL and in 18 colors).

    3. A chic, cutout-detailed shift dress that's breezy and breathable but can still work in fall and winter with the right footwear. Hello, something you can wear under a coat without sweating to death on your commute!

    amazon.com

    Promising review: "I'm 5'3", weigh 125 lbs, and I have a small chest and round hips. This tunic in a size small fit me perfectly on top, but was way too loose on the bottom. I tried it with a black belt, and it looked gorgeous! I'm going to wear it with black leggings and I know it'll be a terrific outfit. I love that the style is something that you don't see everywhere — it really stands out and is unique. I'm totally happy with my purchase!" —KofuJill

    Get it from Amazon for $17.59+ (available in sizes S-XL and in four colors).

    4. A long-sleeved polka dot cutie appropriate for work or play.

    amazon.com, amazon.com

    Promising review: "Super comfy. Lots of compliments from coworkers. Add boots and a scarf and you're all set." —Justice rooks

    Get it from Amazon for $23.99+ (available in sizes S-XL and in 11 prints).

    5. A fun fox-print shirtdress with a velvet bow that'll make everyone envy your fabulous fall sly-le.

    ModCloth

    It's machine washable!

    Get it from ModCloth for $79 (available in sizes XS-4X).

    6. An adorable belted shirtdress that would also be great with a cardigan to make transitional weather dressing a cinch.

    amazon.com, Amazon

    Promising review: "I NEVER have time to write reviews, but this dress, out of the hundreds of clothing orders I've placed on Amazon, truly deserves the time to review! This dress is AMAZING! It's not only beautiful, but it makes you FEEL absolutely gorgeous in it! It's casual enough for day and dressy enough to just switch out boots for heels for a Saturday night date. It's so comfortable and playful and I got TONS of compliments on it! You'll feel like a million bucks in this dress, and everyone will tell you that you look like a million more!" —DaisyLove

    Get it from Amazon for $27.99+ (available in sizes XS-XL and in 14 prints).

    7. A sweet sweaterdress you'll definitely fall in love with and want to wear all autumn long.

    amazon.com, amazon.com

    Promising review: "I love this dress. I got it in white and it's my go-to dress for when I want to feel cute and sexy. It's thick so it will keep you warm." —Harmony Miller

    Get it from Amazon for $9.98+ (available in sizes S-XL and in 10 colors).

    8. A romantic high-neck mini you could rock to a party with knee-high, heeled boots or on the weekends with chunky combat booties.

    Urban Outfitters

    Get it from Urban Outfitters for $89 (available in sizes XS-XL).

    9. An all-season ruffled tunic dress so effortlessly chic and affordable, I bet you think it couldn't get any better. But guys, it also has POCKETS.

    @fitmommy_inheels / Via amazon.com, amazon.com

    Boots, sneakers, sandals, tights, bare legs — this dress can do it all tbh.

    Promising review: "I absolutely love it. It is so cute and will be great in the fall with some boots. The material is nice as well, not thin or see-through. This is definitely a great buy!" —MarylandOhana

    Get it from Amazon for $21.99+ (available in sizes S-XL and in eight colors).

    10. A versatile long-sleeved T-shirt dress that seems basic, but is there anything basic about over 4,700 positive reviews? Didn't think so.

    amazon.com, amazon.com

    Promising review: "This dress fits GREAT and is so versatile!! I was able to create at least 10 different outfits with this dress. The quality is so perfect! I also ordered it in three other colors: brown, green, and rose pink!" —Sequeena Thompson

    Get it from Amazon for $9.99+ (available in sizes XS-3X and in 38 colors and prints).

    11. A fierce animal-print sweater dress sure to give you the eye of the tiger.

    Eloquii

    Get it from Eloquii for $89.95 (available in sizes 14/16-22/24).

    12. A twirl-worthy printed dress that over 1,000 reviewers love and might just be what boho dreams are made of when paired with some fall-tastic footwear.

    Amazon, amazon.com

    Promising review: "This dress fits so well and is my new go-to. I have curves and it skims them nicely while accentuating my waist. The material is lightweight, breathable, and a little sheer but you can't see through it when it's on. I got four or five compliments the very first day I wore it! It's cool enough for the summer, but I think it would also look great in the fall paired with boots." —Stephannie

    Get it from Amazon for $9.99+ (available in sizes XS-XXL and in 37 prints).

    13. A sleek sweaterdress, which might make your fave cardi a little jealous.

    Forever 21

    Get it from Forever 21 for $29.99 (available in sizes S-L).

    14. A sultry slipdress you could always go the obvious way and pair with heels or sandals, but I'd drool over it styled with a jean or pleather jacket and combat boots.

    Amazon, amazon.com

    Get it from Amazon for $10+ (available in sizes S-XXL and in 11 colors and prints).

    15. A floral midi T-shirt dress with a sultry slit for showing off your ~stems~.

    Asos

    Get it from Asos for $45 (available in sizes 0-14).

    16. A perfectly fitted Sam Edelman one-shoulder dress for those of you who want to make summer sihelloutes last as long as possible. Hey, I wore this with boots last winter, so you sure as heck can too!

    Amazon, Yi Yang/BuzzFeed

    Sam Edelman is known for the fabulous quality of his shoes, but apparently his clothes are just as great. I always know that ordering somewhat fitted/not-stretchy dresses, especially ones with funky necklines, is a big risk. I was FLOORED when this fit like a damn glove. I've never been able to wear a one-shoulder dress casually before. While it's great to feel the summer breeze on my shoulders in this baby, I also felt confident as heck with it popped over a tee and paired with tights and combat boots in the winter. It was super true to size for me and I assume it would be for other small-chested folks, but if you're busty you might want to size up!

    Get it from Amazon for $138 (available in sizes 2-14).

    17. A classic plaid shirtdress that's an instant cute work outfit, so you can look put together even on those days when the alarm goes off at 10 but work started at 8 (hey, no one told life was gonna be this way).

    ModCloth

    Get it from ModCloth for $89 (available in sizes XXS-4X).

    18. An amazingly affordable tunic dress with gorgeous embellished sleeves that'd be ~sheer~ perfection with your fave ankle booties.

    amazon.com, amazon.com

    Promising review: "This was in a BuzzFeed article and I thought I’d give it try. OMG, I’m so glad I did! I wear a pant size 10 and the medium fits perfectly. I got the blue and it’s definitely more of a navy. It’s beautiful." —Ray

    Get it from Amazon for $16.99+ (available in sizes XS-XXL and in 13 designs).

    19. An equine-print sweater dress your friends will compliment so much, they'll start to go ~horse~.

    Asos

    ESPECIALLY if you rock it with sheer black tights and boots on your hooves...er, feet.

    Get it from Asos for $72 (available in sizes 0-14).

    20. A lace-detailed plaid slipdress that's like your '90s grunge fever dream come true.

    Urban Outfitters

    Get it from Urban Outfitters for $69 (available in sizes XS-XL).

    21. A heart-print fit-and-flare you could keep sweet with ballet flats, sure, but the contrast of the cutesy vibe with lug-sole booties? *Chef's kiss*.

    Forever 21

    Get it from Forever 21 for $12.99 (available in sizes 0X-2X).

    22. A long-sleeved floral number that'll serve as the perfect base to a classically autumnal ensemble, which may also include a scarf, a belt, tights, and Pumpkin Spice Latte.

    amazon.com, amazon.com

    Check out BuzzFeed's full write-up on this dress.

    Promising review: ""Love this dress! I was searching for a great fall dress for my trip to Vancouver and I found this one and love it. The material is stretchy and flattering and I love the pockets. It pairs great with some boots!" —Claudia V.

    Get it from Amazon for $19.99+ (available in sizes S-XXL and in eight colors and prints).

    23. A classic denim shirtdress you can dress up with flat or heeled boots and all kinds of accessories to show off your chambray-ve sense of style.

    Asos

    Get it from Asos for $42 (available in sizes 14-24). Get it in straight sizes here.

    24. A western-inspired midi that just might make you say "yee haw!" as it flows in the breeze. And yes, you're allowed to pair it with boots other than cowboy boots.

    Anthropologie

    Get it from Anthropologie for $180 (available in sizes XS-XL in standard sizes and XXS-XL in petite sizes).

    25. A totally badassssss snake-print dress you'll want to slither into ASAP.

    Boohoo

    Get it from Boohoo for $12 (available in sizes 4-12).

    26. A velvet number for anyone who's so not ready to leave their flirty floral dresses behind in the warmer months.

    ModCloth

    Get it from ModCloth for $89 (available in sizes XXS-4X and in three colors and prints).

    The perfect dress and boots combo?

    Fox 2000 Pictures

    Reviews have been edited for length and/or clarity.

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