I’m crazy for plaid this week, y’all. It’s not a surprise this time of year, sure, but if you’re gonna invest, you might as well get the most out of your pieces. I’ve been wearing this blazer tee combo all the time and next up? A cool pair of comfy plaid pants.

Lately I’ve been on the search for good plaid pants that I can throw on with sneakers. I LOVE this combo. But it’s been tricky to find a flattering plaid to wear on my lower half. You don’t wanna go costume-y with large plaid or houndstooth (that can also make you look wider); instead I want to find a nice classic print that would be pretty timeless. I’m impressed with this pair I found at the Gap. They’re stretchy, are in a flattering small plaid print and are comfy to wear. So, I styled them up for work and weekend this time.

Cute Plaid Pants Outfit For Work

This look is oh-so-fall and oh-so-comfy. Grab an orangey brown sweater and pair it with a nice boot in a neutral suede. The suede is so rich and pretty for fall, but this pair has minimal western detailing, making them still office o-k. The sweater I have is a little bit tricky to tuck in, but I love love the color. A half-tuck would also work, or you can go for more of a cropped cardigan version like this one. So cute!

The perfect wardrobe staple for that streetstyle aesthetic you can take the office? Got it. Plaid pants. Sweater or sweatshirt, booties or sneaks — Styled here.
The perfect wardrobe staple for that streetstyle aesthetic you can take the office? Got it. Plaid pants. Sweater or sweatshirt, booties or sneaks — Styled here.
The perfect wardrobe staple for that streetstyle aesthetic you can take the office? Got it. Plaid pants. Sweater or sweatshirt, booties or sneaks — Styled here.

Outfit Details

Sweater // Super cute and cozy, but maybe a little oversized for wearing like this. The half-tuck here didn’t look as polished for the office as more of a full tuck did, so I tried to make it work. I’m loving this cardigan though!

Pants // (6P) – Super cute and a nice flattering, small plaid print. I like the length of the petite pair on me. They have some stretch, but still feel like dress pants, not knit pants. Here’s a plus-size option in a cute tie waist style.

Boots // I wear these almost as often as my high tops. They’ve been such a great closet staple! Easily wearable and walkable, but not a ton of cushion inside. Consider sizing up and/or adding an insert for lots of walking. They go so well with every pair of jeans and pants I own though.

Bag // an old standby. My favorite style of purse ever. Easy-use and you’re hands-free with these. They’re still chic though unlike your typical backpack. Love.

Cool Plaid Pants Outfit For Weekend

One of my forever favorite combos is preppy pieces paired with sportswear. I love love this look for any weekend occasion or for everyday casual. This outfit is comfy enough for travel, but still looks pulled together. I’ll be sporting this on the regular all fall. My trick to finding a good sweatshirt that doesn’t look sloppy is to stick with a graphic sweatshirt for more interesting impact, and one that isn’t too oversized to show off your waist and make it look more intentional and flattering.

The perfect wardrobe staple for that streetstyle aesthetic you can take the office? Got it. Plaid pants. Sweater or sweatshirt, booties or sneaks — Styled here.
The perfect wardrobe staple for that streetstyle aesthetic you can take the office? Got it. Plaid pants. Sweater or sweatshirt, booties or sneaks — Styled here.
The perfect wardrobe staple for that streetstyle aesthetic you can take the office? Got it. Plaid pants. Sweater or sweatshirt, booties or sneaks — Styled here.
The perfect wardrobe staple for that streetstyle aesthetic you can take the office? Got it. Plaid pants. Sweater or sweatshirt, booties or sneaks — Styled here.

Outfit Details

Sweatshirt // (s) – I wear this ALL of the time. It’s not too big, not too cropped and feels way more rad than your average sweatshirt. I have a small obsession with tigers on my clothing, and I’m OK with it.

Pants // (6P) – Super cute and a nice flattering, small plaid print. I like the length of the petite pair on me. They have some stretch but still feel like dress pants, not knit pants. Here’s a plus-size option in a cute tie waist style.

Sneakers // – My favs. You’ve seen them around lately. I wear them daily, and they are SO comfy. Here’s a similarly cool pair for around $100 and you could just swap out the laces.

Bag (similar and GORG) // – Y’all have asked about this fun metallic tote since last year, and I was excited to find a similar gorgeous bag at Anthro. It’s such a fun piece to add a little bling to any outfit.

Shop Rust Sweaters

Shop Graphic Sweatshirts

Shop Plaid Pants

xo,

L

Hey, friends. Hop on over to follow me on Instagram @laurajansenstyle to see more of what I’m up to in Portland, Oregon. If you want to shop my current pieces I’m loving and wearing, head over to My Closet!

Photos by the fab Christopher Dibble

2 COMMENTS

  1. Cute! I’m seeing a lot more brown-tone plaids this fall, and this is a nice option.

    But – can I take this opportunity to request that you guys find a contributor who works (or once worked) in an office to do regular workwear posts? Most of the work looks you guys post (once in a blue moon) are much too casual for my workplace.

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