7 Outfits With Bootcut Jeans for Winter That You Can Try

7 Outfits With Bootcut Jeans for Winter to Copy

Today we’re giving bootcut jeans a little love! I mentioned these jeans as one of the comfortable wardrobe staples in my recent post, “5 Comfortable and Versatile Wardrobe Staples,” and decided to highlight them further today. I have 7 outfits with bootcut jeans for winter to share with ya!

If it’s too snowy or wet where you live to wear bootcut jeans, no worries—you can wear all of these looks with other cuts of jeans. But for those who are looking for ways to give your bootcut jeans some extra love, here are a few bootcut jeans outfits that you can try!

I’m featuring my favorite pair of bootcut jeans, which is the Ab-solution Bootcut Jeans from Wit & Wisdom. Wit & Wisdom is my favorite brand of jeans because they are VERYYYYY STRETCHY and VERYYYYY COMFY, and they even have a stretchy, elastic waistband (!!), which is a GAME CHANGER! These have typically only been available in regular and petite lengths, but I recently saw they now have a long option with a 34” inseam! Check out the regular and petite options HERE and the long option HERE. There are also plus size options HERE.

For sizing, I typically wear size 8 in the bootcut jeans. Size 6 fits, especially because these jeans are so stretchy and accommodating, but I found that they were a little shorter on me in size 6, so I prefer them in size 8. As always, I recommend ordering multiple sizes to find your best fit since Nordstrom offers free shipping and free return shipping on all orders.

I also rounded up several other bootcut jeans options from different brands in case Wit & Wisdom jeans don’t work for you! You can find them at the very bottom of this post.

I personally don’t wear bootcut jeans very often because they look best with a heel, and I basically just wear sneakers every day now. 😆 But, I do LOVE how polished bootcut jeans make everything look, especially if you go for a darker wash. I also love the kind of vintage vibe that medium and lighter washes give you. They’re a fun change of pace, and if you want some ideas for how to style them, here are some outfits with bootcut jeans for winter that you can copy!

SIZING: I’m 5’6” and usually S/M or 6 in clothes and 8.5 to 9 in shoes.

 

Nicer Casual Outfit: white balloon sleeve sweater + dark wash bootcut jeans + taupe suede booties + gold long pendant necklace + cognac leather tote Nicer Casual Outfit: white balloon sleeve sweater + dark wash bootcut jeans + taupe suede booties + gold long pendant necklace + cognac leather tote close up

Outfit #1
First up is an outfit with this ribbed balloon sleeve sweater. Really, you can pair bootcut jeans with a lot of different sweaters. But, one great characteristic about bootcut jeans is that they add a little volume to your bottom half without being totally shapeless—they still hug your curves—so they beautifully balance out tops that have a lot more volume. The balloon sleeves on this sweater add a lot of volume, so when I wear it with skinny jeans, I personally look imbalanced. Well, bootcut jeans creates that balance nicely!

You can find this sweater HERE. It is not super well-stocked anymore, but I’ve seen it restocked a couple of times over the course of the last year and a half, so check back periodically! I wear it in size S.

Shop the Outfit:
Sweater: Nordstrom (exact—wearing size S)
Jeans: Nordstrom (exact—wearing size 8)
Booties: (similar, similar)
Bag: Nordstrom (similar, similar)
Necklace: c/o Dear Mushka (exact)

(Also, if you want help balancing out your silhouette in all different cuts of pants, we can help you do that in the PMT Style Club which is closed now but will open again in the spring. When you join, you’ll get access to the Dressing Your Body Shape course and access to ongoing coaching and feedback to help you put it all together. You can join the waitlist for the PMT Style Club, HERE.)

 

Nicer Casual Outfit: black puff sleeve sweater + dark wash bootcut jeans Wit & Wisdom + leopard print ankle boots + gold pendant necklace

Outfit #2
Next up, this outfit shows the same idea as the previous outfit, using a sweater that has puffed shoulders.

A sweater with extreme puff shoulders might make me look top-heavy when paired with skinny jeans. But bootcut jeans help to balance out my silhouette a bit better.

(BTW, I recently showed this same top with wide leg pants, which is another example of how I can create a balanced silhouette with a top like this. You can see the outfit HERE.)

Shop the Outfit:
Sweater: Kohl’s (exact—wearing size M)
Jeans: Nordstrom (exact—wearing size 8)
Booties: (similar)
Necklace: Nordstrom (exact; similar)

 

Nicer Casual Outfit: red puff sleeve sweater + dark wash bootcut jeans Wit & Wisdom + cognac ankle boots + gold pendant necklace

Outfit #3
This is just another example of the previous outfit featuring a shoulder with puff sleeves, and in a bright color. Change it up by adding color!

This sweater is another option that is available in other colors and in sizes XXS to 5X. The description says it has shoulder pads, which is true, but they are much more mild than the big shoulder pads from the ’80s. 😂 Find it, HERE. I wear size S.

Shop the Outfit:
Sweater: Kohl’s (exact—wearing size S)
Jeans: Nordstrom (exact—wearing size 8)
Booties: Nordstrom (exact—wearing size 9)
Necklace: Nordstrom (exact; similar)

 

Nicer Casual Outfit: maroon blouse + maroon suede moto jacket + dark wash bootcut jeans + brown pumps + gold initial pendant necklace Nicer Casual Outfit: maroon lace sleeve blouse + maroon suede moto jacket + dark wash bootcut jeans + brown pumps + gold initial pendant necklace

Outfit #4
Here’s a dressy casual outfit idea with bootcut jeans. Pair it with a blouse and a moto jacket for a super easy, yet chic, outfit!

Unfortunately, the top and moto jacket are not well-stocked, but I wanted to show you the look anyway in case you have some similar pieces that you can work with.

Shop the Outfit:
Top: Nordstrom (exact—wearing size S)
Moto Jacket: (similar in same brand; exact in different colors—I wear size ; similar)
Jeans: Nordstrom (exact—wearing size 8)
Shoes: (similar, similar, similar)
Necklace: Nordstrom (exact; similar)

 

Nicer Casual Outfit: black and white polka dot top + black leather jacket + dark wash bootcut jeans + black booties + gold pendant necklace

Outfit #5
Here is another version of the previous outfit with a blouse and a moto jacket, this time with a printed blouse! It can really be any print, and here I’m showing it with a polka dot blouse. I reviewed this blouse a couple of weeks ago. It’s an affordable top that is really versatile. It can be dressed down with jeans and flats for an everyday elevated casual outfit. You can also pair it with slacks for work. And, you can wear it in a nicer outfit with dark wash bootcut jeans like I’m doing here! The top is available in 7 colors and in sizes XS to XXL. Find them all, HERE. I wear size S.

Shop the Outfit:
Top: Amazon (exact—wearing size S)
Moto Jacket: (similar, similar)
Jeans: Nordstrom (exact—wearing size 8)
Booties: Gap (exact—wearing size 9)
Necklace: Nordstrom (exact; similar)

 

Nicer Casual Outfit: black and white polka dot top + maroon long cardigan + dark wash bootcut jeans + black booties + gold pendant necklace

Outfit #6
This one is just a slight variation from Outfit #4, this time with a cardigan instead of a moto jacket. You can go for a shorter chunky cardigan, a fitted cardigan, or a long cardigan like this. BUT, if you opt for a long cardigan, just beware of how much bulk it’s adding around your hips. If you have narrower hips, it’s usually not an issue. If you have wider hips (like I do), then pay attention to the length and pocket placement. If the cardigan is taking away from your shape, drowning you, or adding too much bulk, then maybe opt for a shorter one, like THIS. (<–That links to both straight and plus sizes.)

Shop the Outfit:
Top: Nordstrom (exact—wearing size S)
Cardigan: (similar, similar)
Jeans: Nordstrom (exact—wearing size 8)
Booties: Gap (exact—wearing size 9)
Necklace: Nordstrom (exact; similar)

 

Nicer Casual Outfit: yellow textured sweater + dark wash bootcut jeans + tan suede booties + white leather earrings

Outfit #7
Last, create a more casual look with bootcut jeans by pairing them with a sweater that has a simpler silhouette, like the one I’m wearing above. The sweater has a much more relaxed look than the sweaters in Outfits 1 and 2, with a more basic silhouette, looser fit, and less visual details in general. This sweater comes in 10 colors and in sizes XS to XXL. Check it out in straight sizes HERE and in plus sizes HERE.

Shop the Outfit:
Sweater: Kohl’s (exact—wearing size S)
Jeans: Nordstrom (exact—wearing size 8)
Booties: Nordstrom (similar)
Earrings: c/o Nickel & Suede (similar, similar—I wear size M)

Those are just a few of many, many outfits with bootcut jeans for winter that you can create. You can see ALL the ways I’ve styled bootcut jeans over the years, HERE.

Truly, there are a billion ways to style bootcut jeans, but I hope this helps give you some inspiration to wear yours soon! And, here are some other bootcut jeans that you can try:

 

For most posts like this, check out my other One Piece Many Ways posts!

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