Rugby Stripes and Boyfriend Chinos

how to wear boyfriend chino pants outfit

There’s nothing more classic than a rugby-striped tee and a pair of chino pants! Typically, though, when you think of the two, you probably think more weekend than workday. Right? But it’s all about the styling! I’ve paired the two together for a look that seamlessly takes you from your desk to dinner and drinks.

black and white striped top with black vest

When I worked in an office everyday, ankle-length skinny chinos were my go-to.. I had them in just about every color! Since volume is having a moment, I figured it was time to pick up a pair of boyfriend-style chinos to mix it up a bit. I’ve always loved the juxtaposition of styling slightly-baggy boyfriend-style pants with a pointed-toe pump. And while you might be saving your boyfriend jeans for brunch on the weekends, a great-fitting pair of boyfriend chinos can definitely feel appropriate in the workplace when paired with the right pieces. A pair of classic pumps and a sleek vest or textured blazer always do the trick!

how to wear chino pants to work outfit

This black and white striped top is so versatile! The slightly swingy shape fits nicely over a pair of skinny jeans, but can just as easily be tucked into a fun, flared skirt. (Or these cute, bow-tied shorts for the weekend!) Stripes are the perfect way to print mix, too. I paired the top with leopard print here, but it would look fab with a floral or black and white printed skirt, too. Or even these floral pants!

banana republic rugby stripe top, boyfriend chino pant

Also, you might be able to tell from a few of the full-length photos, but I photographed the pants rolled two different ways! I’ve been seeing a lot of the once-folded cuffs lately (that kind of take me back to my middle school days!), and I actually think it looks really sleek for the workweek, with these pants anyway. But you can roll them up a second time for a more relaxed feel on the weekends!

I talk about it often, but I’m all about those wear-with-anything pieces that completely maximize your wardrobe. Pieces that take you from season-to-season and workday to weekend, you know? It makes getting dressed that much easier! I’m loving just about everything from the BR Classics at Banana Republic right now because each and every piece can take you from workday to weekend and beyond. And especially worth noting with the tricky transition weather right now, you’ll find a ton of pieces that will take you from the chilly, early spring mornings, through warm summer days, all the way through the temperatures cooling back down in the fall!

black pointed toe suede pumps, army green chino pants, leopard clutch

Get the Look…

Banana Republic Rugby Striped Top
Banana Republic Boyfriend Chino Pants
Topshop Vest (old, similar here!)
Clare V Leopard Print Clutch
Kate Spade Pumps (similar here!)
Julie Vos Necklace (similar here!)
Julie Vos Bangles
Valentino Sunglasses (also available here!)

leopard print clutch

And a few more of my favorites at Banana Republic right now…

this ruffle-sleeved dress, this flared skirt (!), this striped tank, this scalloped hem short-sleeved sweater, this tweed moto jacket, and this textured blazer

how to wear army green pants outfit

Created in partnership with Banana Republic

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  1. 4.19.16
    Rena said:

    Fantastic idea to combine the olive pants with the stripes!
    xx from Bavaria/Germany, Rena

  2. 4.19.16

    Amazing ensemble! I really love the combination of black, white, olive, and gold.

    Happy Tuesday

  3. 4.19.16
    Natali said:

    Super cute combo, so simple, but perfect for bringing an outfit from daytime one to a night out one. 🙂

  4. 4.19.16
    Annie said:

    LOVE this outfit. Wouldn’t have thought to pair these items together, but you’re rocking them!

  5. 4.19.16
    emily said:

    I literally have this outfit on today for work! Different brand… well Old Navy from years past, but I wear something similar to this all the time to work. Works so well for a casual day or just a casual office!


  6. 4.19.16

    i really love this look. i have a long black vest that i won from a blog, and i haven’t worn it. it’s a dressy sort of material. this looks so chic with the leopard clutch…i could totally recreate this look. thanks!

  7. 4.19.16

    LOVING this look! Such a great alternative to boyfriend jeans! Kisses,

  8. 4.19.16
    Meg said:
  9. 4.19.16
    Monika said:

    Love your look!

  10. 4.19.16

    You look stunning, love this look.

    Blonde in Cashmere

  11. 4.19.16
    Elise said:

    I love the boyfriend chinos and heels. Such a relaxed feminine look!

    xx, Elise

  12. 4.19.16
    Lucy said:

    Love this look! You have such a good eye when it comes to workwear & I love the combination of the chinos & the rugby stripes. Perfection!

  13. 4.19.16
    Paula said:

    I love this outfit! I really like those pants as well.


  14. 4.19.16
    Katie said:

    Love this look, girl! So chic! And those SHOES!
    xo – Katie –

  15. 4.20.16

    You look so chic! Love your outfit!
    Mademoiselle Coconath

  16. 4.20.16
    Samantha said:

    Love the olive pants with classic black & white, but I especially love that clutch! — SC at

  17. 4.21.16
    Minau said:

    Great ensemble!

  18. 4.21.16
    Liz said:

    I really love that color in your chinos! It reminds me of something militaristic but still fashion-forward. Really beautiful!

  19. 4.23.16

    Okay, I need to check out these pants! They look so so cute on you! I tried on some similar at J.Crew, but just didn’t look right on me, so I’m thinking maybe these ones should be next to try! Thanks for the ideas, as always, Jess!
    xoxo, Jenna
    Boston Chic Party

  20. 4.25.16
    Rachel said:

    This is definitely one of my favorite looks you have posted. It’s both causal and super stylish!


  21. 4.25.16
    Serein said:

    You look great! What a wonderful idea to pair those pants with the top with the clutch!


  22. 4.26.16
    Emily said:

    i love your sunnies! xo

  23. 9.26.23
    Irza, The Supermelon said:

    I love how the article combines rugby stripes and boyfriend chinos to create a stylish and effortlessly cool look!