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10 Comfy Yet Chic Fall Boots for Pregnant Feet

One of the biggest must-haves for me during pregnancy is comfortable shoes but they’ve gotta be cute. Comfy + chic. During my non-pregnancy days I am all about the stilettos and wedges but when it comes to fall, I love breaking out the boots. We all know how swollen and achey our feet get during pregnancy so comfort is a must. Forget beauty is pain during pregnancy.  Even though I did still rock 4 inch heels, I was sensible at times.

Grab a pair of leggings or skinny jeans and throw on a pair of great boots. It’s like my signature fall style; long cardigan belted with a skinny belt, tunic, leggings or skinny jeans and a great pair of boots. It’s a fun style to layer and accessorize, especially with the growing bump. Don’t worry, if you’re a girl on a budget, there are quite a few options out there for you too!

After the jump, get ready to go boot shopping after you browse these adorable yet oh-so-comfy boots for every gals style and budget. 


  • Aerosoles Easy Rider, $69.50 1 of 10
    Aerosoles Easy Rider, $69.50
    For a price tag under $100 you can beat them! Aerosoles is my go to brand when it comes to comfortable boots and lately, they've gotten pretty stylish too. I love the zip and buckle detail on these knee high boots too. Oh, and let's not forget to mention the breathable lining. After all, when you're pregnant, your body temperature rises. Feet included.
    Buy from Piperline
  • DV by Dolce Vita Faven Boot, $89.50 2 of 10
    DV by Dolce Vita Faven Boot, $89.50
    Need a little pop of color? Opt for the most adorable ankle bootie in cobalt blue. It adds a fun mix into your wardrobe. Gotta love the side zip too for easy slip on style so you can easily get them on over that bump.
    Buy from Piperline
  • Lavvaa by Steve Madden, $99.50 3 of 10
    Lavvaa  by Steve Madden, $99.50
    Another great pair under $100! More for the pull-on easy style? These boots are for you! They are available in 3 colors too but I will say, I love the brown.The great thing about no zipper on a boot is so you can get them on easier. This is a good perk in a boot for those last few weeks where bending over is a little harder to do!
    Buy from Piperline
  • Mulberry by Seychelles, $109.50 4 of 10
    Mulberry by Seychelles, $109.50
    Oh, Seychelles. One of my all-time favorite shoe brands has a great pair of budget friendly boots for fall. Psst..currently on sale now! Seychelles flats, heels, boots - whatever the style is they meet comfort which is something you need through the next 9 months. I love the little gold detail and back zipper on this pair. Not only are they a top pick in my book but after visiting Piperline I found out the lovely stylist, Rachel Zoe loves them too!
    Buy from Piperline
  • Phillip Studded Harness Tall by Frye, $358 5 of 10
    Phillip Studded Harness Tall by Frye, $358
    A fan favorite and bestseller amoung the well known classic boot co. While these may be out of somes budget, they are worth the investment because they aren't just for fall; any season works! The classic riding boot style with a little extra detail {the cute studs!} are 100% leather. Always remember, you pay for what you get and these are worth every penny. They aren't tight around your shins either so they make for a comfortable fit when your feet are swollen.
    Buy from Piperline
  • El Paso Ankle Boot by Minnetonka, $45 6 of 10
    El Paso Ankle Boot by Minnetonka, $45
    Get a little trendy with one adorable moccasin bootie. The tribal-weave panels give the boot a comfy look with a little extra style. They would look great paired with a chunky knit sweater! Promise, you won't ever want to take them off! Can we say super-comfortable? Um. Double yes! This is why they are just perfect for every trimester. Your feet will thank you.
    Buy from Nordstrom
  • Wrap Boot By TOMS, $99.95 7 of 10
    Wrap Boot By TOMS, $99.95
    For anyone who fell in love with TOMS, add another pair to the list. The tall wrapped boot stretches for a comfortable yet perfect fit. With a stretch slip-on style, they are easy to take on and off during pregnancy and you're every changing feet. Best of all, with every pair of shoes purchased, TOMS gives a new pair to a child in need with their One to One program. Just another reason to buy them!
    Buy from Nordstrom
  • Society Fashion by Clarks, $175 8 of 10
    Society Fashion by Clarks, $175
    Because of the advanced comfort technology in this Clark bootie, you're going to pay a little bit more than average. But, your pregnant toesies will thank you at the end of the day when you aren't crying the blues over your swollen feet. Clarks gives you style and some serious comfort all bundled into one cute boot!
    Buy from Nordstrom
  • Zareh Buckle Boot by Enzo Angiolini, $128 9 of 10
    Zareh Buckle Boot by  Enzo Angiolini, $128
    A perfect pair! It was love at first fit with the hidden-wedge boot. I love the soft leather that gives you that second-skin fit. Yes, they are really so comfy! This is another "comfort" brand you can trust to always bring you a comfortable fit, all day long.
    Buy from Nordstrom
  • Elsa Bootie by Sole Society, $69.95 10 of 10
    Elsa Bootie by Sole Society, $69.95
    Comfy and so-very cute. For those of you who like a little lift, this stacked heel is great because it gives you a little extra support during pregnancy. I love the western-chic style especially because you can dress them up or down. The color is great too and the suede makes them look way more expesnive than the price tag.
    Buy from Nordstrom

Read more from Casi & the cupcake team on cupcakeMAG + cupcakeMAG Littles.

For more updates, follow Casi on FacebookTwitter and Pinterest!

See all of Casi’s Being Pregnant post here, check her out on Spearmint Baby and find her on The Party Dress. Want more? Get to know 25 things about Casi.

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