Four Jumpsuit Outfits

These weekly style sessions are quickly becoming one of my favorites. I love being able to help y’all rework your wardrobes! It’s also a fun challenge for me, allowing me to focus on my closet and what pieces I get the most out of (and which ones I don’t!)! For today’s session, I’m bringing you four jumpsuit outfits for Fall and Winter!

Four jumpsuit outfits

I knew I had been wanting a jumpsuit forever, but I was struggling to find the right one. Then I recently came upon this floral one while Black Friday shopping! I love the fit and feminine details! It also has a button-front top, which a necessity for me as a nursing mom. Although I loved it, even I wasn’t sure how much wear I’d get out of it. Well, mind changed. From casual to work-appropriate, to nights out, I’ve got all of the looks covered for ya!

As far as fit details go, I am wearing the jumpsuit in a medium and am currently a size 8/29. Fit is relaxed but TTS. If you’re in between sizes, I’d recommend sizing down.

Jumpsuit Outfit with a Leather Jacket

This outfit was the first one that came to me, and the one I actually have worn out! I love mixing feminine pieces with edgier ones. It’s both unexpected yet classic enough to not feel overly trendy. You really can’t go wrong with throwing a leather jacket over most pieces but I especially love it with a girly floral print! For the shoe I went with a feminine-cut flat. You could dress it up even more with a heel!

four jumpsuit outfits - jumpsuit with a leather jacket. Head to to see the other three ways to wear a jumpsuit!

Jumpsuit (medium) | Jacket (medium) | Jacket (8.5 – size down one half size)


Work-Appropriate Jumpsuit Outfit

It’s rare that I wear heels these days. (FLATS FO’ LIIIIFE! ?) But I wanted to create an office-friendly option and show y’all how it looks with heels! Of course you could also make this work for the office with flats, but I would stick with a feminine cut like the previous d’orsay flats to keep it dressy! I also paired it with a classic black blazer. You could swap it for a bolder color if that works with your office dress code or try a fitted cardigan as well!

four jumpsuit outfits - work appropriate jumpsuit with a blazer. Head to to see the other three ways to wear a jumpsuit!

Jumpsuit (medium) | Blazer – similar | Heels – suede version


Weekend Casual Jumpsuit Outfit

And now the opposite end of the spectrum! This is an outfit I would wear everyday. It’s a very mom-friendly outfit with the white sneakers! And adding the denim jacket instantly makes the look a more casual one!

four jumpsuit outfits - weekend casual jumpsuit with a denim jacket and converse. Head to to see the other three ways to wear a jumpsuit!

Jumpsuit (medium) | Converse | Jacket (medium)


Boho Jumpsuit Outfit

If you tend to dress on the trendier side, this look is probably right up your alley! Pairing with jumpsuit with booties gives the look more of a fall vibe. And the long oversized cardigan adds a relaxed, I-just-threw-this-on feel to the outfit. If you want to take it even more boho, add a felt hat! (You can see how I did this on my Instagram video!) To make this look a little more tailored, I’d swap the cardigan for my leather jacket but keep the booties!

four jumpsuit outfits - jumpsuit with booties and a cardigan. Head to to see the other three ways to wear a jumpsuit!

Jumpsuit (medium) | Cardigan (small – size down) | Booties (9-TTS)


Which jumpsuit outfit is most your style?


See more style sessions here!


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