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3 Chic and Easy Olive Green Pants Outfits

3 Chic and Easy Olive Green Pants Outfits
How to Wear Your Olive Green Pants - The Well Dressed Life

They say variety is the spice of life, but over the last few years, many of our wardrobes have little variety and zero spice.  So let’s fix that today and talk about how to wear olive green pants.

An olive-toned bottom is a fantastic addition to any classic wardrobe, because it helps provide some range while still very much working as a basic or neutral. 

You can make these sporty or chic and casual is just what I want to wear in my hectic lifestyle.

What’s nice is if you’ve been follow WDL for a while now,  you likely have everything you already need to recreate at least one, if not all of these outfits. 

How to Wear Olive Green Pants


Ab-Solution High Waist Ankle Skinny Pants in Green

High Waisted Skinny Ankle Pants, $68 

First, let’s talk about the pants because you have lots of options here. 

Above, I’m featuring the Wit & Wisdom High Waisted Skinny Ankle Pants, perfect for spring. They are available in petite and regular sizes from a 00 – 18. They run full so size down.

Can you still wear skinny jeans? Yes, here’s why

If  you bought the Old Navy Chino in green, they work too. These have a more relaxed leg and are slightly cropped. Available in sizes XS – 4X in regular, tall and petite. 

Finally, if you want this to be really casual, you can wear a cotton jogger in outfits #1 & #3 , like these from AthletaAlso available in all sizes, XXS – 3X in regular tall and petite

Okay, let’s look at some outfits.

3 Chic and Easy Ways to Wear Olive Green Pants

How to Wear Olive Green Pants

Cute, right?

Classic Daytime 


How to Wear Olive Green Pants


Breton Top, $40 | Denim Jacket, $118 | Sneakers, $120 | Aviators, $180 

When I say a classic Breton goes with everything, this is what I mean. The black stripe Breton from Boden is a long-time WDL Reader Fave.

I stock up on these and wear them all year, with tailored black pants in the winter and distressed shorts in the summer. 

Then, as a layer, a denim jacket is another wardrobe staple, and this one from J.Crew is a favorite.

The wash and fit are just right. Available in sizes XXS – 3X. 

If you don’t already have one, consider picking this up while there is inventory

I’m crazy about these Veja sneakers with gold metallic detail – so fresh and fun. But, any low-profile white sneaker will work.

If you have these Cole Haan’s from last year with the tan leather trim, and many of your do, they work really well here too. 

And a quick tip, if you are looking for some new sunglasses, Off Fifth currently has an insane selection of designer brands for a fraction of the cost.

I’m featuring these Gucci Aviators because they usually are almost $500 but are on sale for $170 – still not inexpensive but tremendous savings. They are basically the price of a new pair of Ray-Bans. 🙂 

Chic and Simple

How to Wear Olive Green Pants


White Shirt, $65 | Block Heel Slide Sandal, $100 | Paperclip Necklace, $38 

Sometimes we overcomplicate getting dresses, but when you have easy to work with pieces you can eliminate so much stress. 

This soft white shirt went right in my cart. I’ve been looking for something better than a tee shirt but not a collared shirt – something in the middle, and this is it for me.

Especially because it will work so well with skinny bottoms. 

Available at Madewell in XS – 3X

Then, I used these square toed, braided, block heeled sandals from Vince Camuto in “Barn Brown.” but I also adore the “Dulce De Leche” color, which they just restocked.

You’ll see this style everywhere this season, and this particular pair is selling out quickly. 

Finally, don’t sleep on Madewell’s accessories.

This paperclip necklace is the perfect, easy piece to fill in your neckline. And for $40 it’s an easy way to try incorporate a trend without spending too much. 



How to Wear Olive Green Pants


Sweater, $30 | Sneakers, $125 | Crossbody Bag, $178 | Paperclip Necklace, $38 

Staying on top of trends is what keeps your look modern. So you want to incorporate them in a way that makes sense to the fundamentals of classic style (because that’s our aesthetic around here).

The monochrome look is all the rage, so use pieces in traditional silhouettes to keep it from looking costumey.

Note that the colors are not identical, rather they are the same hue. You can either wear the same color, head to toe or shades of one color.

Think of it like a strip of pant colors, you know, the ones you find at hardware stores. They usually have about 5 or 6 shades of the same color from dark to light. You can think of your outfits in a similar way and use the same color in different shades. 

So take your straight or skinny leg bottoms and paired with a classic crew neck sweater. This one is 100% cotton and under $30, so for all my ladies who can’t wear wool, stock up.

I played around for a while with the shoes and bag and went with black because it grounds the outfit.

I have these black camo slip-on sneakers from Rothy’s, and they are great! Plus, you can throw them in the wash. Seriously, I do it all the time. 

Then, this black crossbody bag we featured last month because I happily repeat items you purchased to show you how to get the most out of your wardrobe.

And finally, the same paperclip necklace from our second look.


Our Content is Inspired by Our Readers

Our readership inspires all of our posts and is not sponsored or paid for by brands or retailers. 

Recommendations are based on my experience as a personal stylist and wardrobe consultant for over a decade. I worked with busy, down-to-earth women who wanted to look chic and feel confident but were often confused by so much of retail. 

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3 Chic and Easy Olive Green Pants Outfits

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Monday 14th of March 2022

Megan, I'm not sure HOW I found your website, but somehow I did last week and I just had to come leave a comment to say THANK YOU for what you do. I am 42 and in many ways have always felt like I don't know how to get dressed, apart from either jeans/t shirts, simple dresses, or workout clothes. After basically 2 years of living in my athleisure wear due to the pandemic, now I'm really in need of some help. I've started gathering items based on some of your recent outfit formulas, Sunday Sales, and other random posts, and it's felt SO GOOD to shop for things that I know will work together. I managed to put together a new outfit today with things I recently purchased from J Crew (prior to discovering your site but using guidance from the posts I've been reading) and felt really good about myself; it was so nice. Anyways, thank you again. You've really brought some fun and confidence back into my life that was desperately needed. <3, Rebecca

Megan Kristel

Monday 14th of March 2022

Rebecca! Thank you so much!! Welcome to the community! I am so thrilled you are finding the true value of our site. If you haven't yet, please join our private Facebook Group - I think you will love meeting all the wonderful women there and we can chat more :)


Thursday 3rd of March 2022

I'm pulling out my olive pants that never get worn and try these out! Could we substitute the resort shirt from BR here? And does the necklace go over the collar or is it inside the collar?


Monday 14th of March 2022

@Tia, I have the same question about the BR resort shirt!


Wednesday 2nd of March 2022

I wore outfit #1 yesterday! I felt so put together and the denim jacket tied everything together. I’m excited to try the other options, thanks Megan!

Megan Kristel

Friday 4th of March 2022

Love this!

Julie Berry

Wednesday 2nd of March 2022

Just saw your post and I am wearing outfit 1 today! Great minds… my pants are cotton jogger style from cabi and my stripe top is from Gap. Denim jacket from old navy and white sneakers from naturalized. Love this comfy look

Megan Kristel

Wednesday 2nd of March 2022

Sounds perfect!!


Wednesday 2nd of March 2022

I bought great olive skinney jeans at Talbots but then was stumped about styling them. Thank you.. I have all the things I need but needed help in putting the outfits together. My daughter-in-law will be so proud of me!

Megan Kristel

Wednesday 2nd of March 2022

Yay! That's awesome!

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