This portion of the Fall Workwear Capsule Wardrobe Series highlights a pair of olive cropped flare pants styled into multiple outfits with the 27 capsule pieces. You can find the full capsule wardrobe post with reviews of all 27 pieces and all 40 outfits here.

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Fall Workwear Capsule Wardrobe 2026: Outfits for Work with Olive Pants

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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Olive Pants Petite 0 J.Crew

9.5″ rise 25.5″ inseam in petite (sized up)

The Kaya Pants from J.Crew have a slim, cropped flare fit that works well with a variety of shoes, including boots, especially when the hem falls close to the top of the foot. They have a mid-rise and a little stretch for comfort. I find them to run small through the hips and thighs, so I sized up one size and could almost have gone up two sizes for a little more room.

27 piece fall workwear capsule wardrobe for petites | petite-friendly fall outfits | petite fashion | fall capsule wardrobe

Orange Sweater XS in Rustica Brown | Navy Sweater XS | Draped Ivory Top XS | Brown Long Sleeve XS in Mocha Heather | Wrap Cardigan XXS in Nomad Taupe | White Button Down Petite 00 | Burgundy Short Sleeve XXS | Striped Button Down 00 | Brown Wide Leg Pants Petite 00 | Wide Leg Jeans Petite 24 | Burgundy Pants Petite 00 | Navy Slim Pants Petite 00 (curvy fit) | Olive Pants Petite 0 sized up | Tan Blazer Petite 00 | Navy Blazer Petite 00 | Trench Coat Petite 00 | Brown Heels | Tan Heels (more comfortable option) | Brown Boots | Loafers in French Sand | Pointed Toe Flats | Brown Belt | Tan Belt | Beige Tote | Brown Tote | Navy Scarf | Burgundy Scarf | Green Scarf

Outifts for Work with Olive Pants

Petite-friendly outfits for work with olive pants | workwear capsule wardrobe via pumps and push-ups blog | business casual fall outfits

 Burgundy Short Sleeve XXS | Olive Pants Petite 0 sized up |  Brown Heels | Brown Tote | Brown Belt

Petite-friendly outfits for work with olive pants | workwear capsule wardrobe via pumps and push-ups blog | business casual fall outfits

Orange Sweater XS in Rustica Brown | Olive Pants Petite 0 sized up |  Pointed Toe Flats | Beige Tote | Green Scarf

Petite-friendly outfits for work with olive pants | workwear capsule wardrobe via pumps and push-ups blog | business casual fall outfits

 Navy Sweater XS | Navy Blazer Petite 00 | Olive Pants Petite 0 sized up |  Brown Heels | Brown Belt | Brown Tote 

Petite-friendly outfits for work with olive pants | workwear capsule wardrobe via pumps and push-ups blog | business casual fall outfits

Brown Long Sleeve XS in Mocha Heather |  Olive Pants Petite 0 sized up | Tan Blazer Petite 00 | Brown Heels | Brown Belt | Brown Tote 

Striped Button Down 00 | Olive Pants Petite 0 sized up | Brown Heels | Brown Belt | Brown Tote | Trench Coat Petite 00

Check out the full fall capsule wardrobe for 2026 where you can see written and video reviews of each piece.