In this post, I’m styling my olive green pants eleven different ways to show just how versatile they can be for work.

These outfits are part of my 2026 Winter Workwear Capsule for Petites, so every look is built with petite-friendly proportions in mind and styled without alterations on my 4’10” frame. You’ll see these pants paired with classic neutrals, soft winter layers, and outfits that work with both flats and boots, making them easy to wear all season long (and into early spring).

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Olive Green Pants Styled Ten Ways: 2026 Winter Workwear Capsule

My Sizing: I’m 4’10”, and my bust, waist, and hip measurements are 32″, 24″, and 36″. My inseam is 25″ (the measurement from the inside of my leg to my ankle bone). The clothes shown are unaltered and show how they fit me right from the store. I list my sizing beside each item to help you compare when shopping online. When referencing my true size, that is often the smallest option available at a brand or petite xxs/00/24. I wear a size 5 shoe.

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A petite friendly winter workwear capsule wardrobe you can wear now and into the season ahead | 30+ outfit ideas for work for petites

White Button Down Petite XXS | Cashmere V-Neck Sweater XS in Oatmeal Black Cardigan XXS runs small | Mauve Cardigan XXS | Wrap Cardigan XXS in Heather Nomad Taupe | Plaid Blazer Petite 00 currently sold out in petite | Plaid Blazer Option XXS | Brown Blazer Petite XXS | Tan Blazer Petite 00 | Olive Pants Petite XS sized up | Relaxed Straight Jeans 24 x 28″ | Black Pants Petite 00 I wear curvy | Brown Pants XS standard, sized up | Olive Sweater XXS | Gray Cashmere Cardigan XS | Black Turtleneck XXS | White Long Sleeve Top XS | Brown Mockneck Top XS | Black Boots | Tan Boots | Brown Boots | Pointed Toe Flats | Loafers french sand

Added Shoes & Accessories

I didn’t include the shoes or accessories in my item count for the capsule because I included more options than I typically do. I typically choose just a few pairs for the capsule but I had many readers request different things. So, I wanted to show different options for different preferences. I also added a coat to some of the outfits to show how I would layer it for winter, but I did not include the coat in the capsule item count.

Tan Scarf Cashmere Scarf oatmeal Green Scarf Brown Belt | Black Scarf | Black Belt | Tan Belt Brown Bag | Black Bag Taupe Bag cappuccino | Topcoat Petite XXS

Straight Everywhere Ponte Ankle Pant – Banana Republic Petite XS

  • 10″ Rise / 26.5″ Inseam (Size Petite XS)
  • 85% Cotton/ 13% Polyester / 2% Spandex
  • Machine Washable

This is a pull-on pair of pants with plenty of comfortable stretch. They feel like your favorite leggings, but the thicker fabric and seaming down the front and back give them a more polished look. In petite sizing, they have a 10″ rise and a 26.5″ inseam. I find they run snug through the waist and thighs, so I sized up for a better fit. The thicker fabric adds a bit of warmth, and they pair well with both flats and boots.

Olive green pants styled ten ways for winter workwear. Petite-friendly outfits with flats and boots, part of a 2026 winter workwear capsule.

Cashmere V-Neck Sweater XS in Oatmeal Tan Blazer Petite 00 | Olive Pants Petite XS sized up |  Pointed Toe Flats | Green Scarf 

Olive green pants styled ten ways for winter workwear. Petite-friendly outfits with flats and boots, part of a 2026 winter workwear capsule.

Cashmere V-Neck Sweater XS in Oatmeal  | Olive Pants Petite XS sized up  | Tan Boots | Cashmere Scarf oatmeal Taupe Bag cappuccino 

Olive green pants styled ten ways for winter workwear. Petite-friendly outfits with flats and boots, part of a 2026 winter workwear capsule.

Plaid Blazer Petite 00 currently sold out in petite | Plaid Blazer Option XXS |  Olive Pants Petite XS sized up  | Brown Mockneck Top XS | Pointed Toe Flats | Brown Bag

Olive green pants styled ten ways for winter workwear. Petite-friendly outfits with flats and boots, part of a 2026 winter workwear capsule.

Cashmere V-Neck Sweater XS in Oatmeal Olive Pants Petite XS sized up |  Pointed Toe Flats | Green Scarf 

White Button Down Petite XXS | Olive Pants Petite XS sized up | Tan Boots | Pointed Toe Flats | Tan Scarf Taupe Bag cappuccino | Topcoat Petite XXS

Olive green pants styled ten ways for winter workwear. Petite-friendly outfits with flats and boots, part of a 2026 winter workwear capsule.

Plaid Blazer Option XXS | Olive Pants Petite XS sized up | Brown Mockneck Top XS | Pointed Toe Flats | Brown Bag 

Olive green pants styled ten ways for winter workwear. Petite-friendly outfits with flats and boots, part of a 2026 winter workwear capsule.

Tan Blazer Petite 00 | Olive Pants Petite XS sized up | Olive Sweater XXS  | Pointed Toe Flats | Tan Scarf Taupe Bag cappuccino 

Black Cardigan XXS runs small | Olive Pants Petite XS sized upBlack Turtleneck XXS | Black Boots | Pointed Toe Flats | Black Scarf  | Black Bag |  Topcoat Petite XXS

Olive green pants styled ten ways for winter workwear. Petite-friendly outfits with flats and boots, part of a 2026 winter workwear capsule.

Olive Pants Petite XS sized up | Olive Sweater XXS  | Pointed Toe Flats | Green Scarf Taupe Bag cappuccino

Olive green pants styled ten ways for winter workwear. Petite-friendly outfits with flats and boots, part of a 2026 winter workwear capsule.

Olive Pants Petite XS sized up | Gray Cashmere Cardigan XS | Pointed Toe Flats | Green Scarf  Taupe Bag cappuccino 

Olive green pants styled ten ways for winter workwear. Petite-friendly outfits with flats and boots, part of a 2026 winter workwear capsule.

Olive Pants Petite XS sized upBlack Turtleneck XXS | Black Boots | Black Scarf  | Black Bag 

Olive green pants styled ten ways for winter workwear. Petite-friendly outfits with flats and boots, part of a 2026 winter workwear capsule.

Brown Blazer Petite XXS | Olive Pants Petite XS sized up | Brown Mockneck Top XS |  Pointed Toe Flats | Tan ScarfBrown Bag 

You can view the full capsule wardrobe here. In this post you’ll find reviews of each piece, alternative options in different price points and options for sold out items.