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Oprah’s Pants Have a Clever Detail That's Comfortable for Long Flights — They're Easy to Style During Your Trip, Too

Her shoes and shirt are also vacation-friendly

Credit: Oprah Winfrey / Instagram

Oprah’s Outfit Blueprint

  • Lowest Price in 30 Days: Iwollence Wide-Leg Pants with Adjustable Knot, $19–$20 (orig. $20–$27)
  • Office-Friendly: Anrabess Wide-Leg Palazzo Pants, $30 (orig. $36)
  • Sellout Risk: Willit Wide-Leg Pants, $37 (orig. $42)
  • Another Neutral Hue: Grace Karin Cropped Paperbag Pants, $27 at checkout (orig. $40)
  • 600+ Positive Ratings: Lillusory Wide-Leg Paperbag Trousers with Removable Belt, $40
  • Lowest Price: Amazon Essentials Polo Shirt, $11 (orig. $12) 
  • Comes in 16 Colors: Magcomsen 3-Button Polo Shirt, $20–$25 (orig. $27)
  • No Buttons: Tacvasen Polo Shirt, $15–$26 (orig. $35)
  • Comfortable Closed-Toe Shoes: Sernial Tennis Shoes, $24–$26 (orig. $26)
  • Wear with Jeans on the Weekend: Vepose Fashion Sneakers, $25–$34 (orig. $46)
  • Under $30: Adokoo Tennis Shoes, $24–$26 (orig. $26)

Welcome to The Blueprint, where we break down the celebrity looks we want to wear right now and build them back up, piece by piece.

I’m adding Oprah to my list of 2026 fashion muses. 

The media mogul previously shared some behind-the-scenes photos of her time truffle hunting in Italy. While I had no plans to travel or truffle hunt back then, I do now — and I'm definitely copying her look.

The media mogul's paperbag pants and unfussy polo shirt are ideal for traveling. The former is stretchy enough to accommodate long periods of sitting (and any annoying in-flight bloating), while the latter is smart for those of us who are in a constant cycle of being too hot one minute and cold the next. You can also easily mix and match each piece with other staples once you arrive to your destination — a major plus for those trying to avoid overpacking.

View this post on Instagram

Anrabess Wide-Leg Palazzo Pants

Credit: Amazon
Credit: Amazon

$36 

Paperbag pants are especially useful for long-haul flights. The stretchy waistband will be extra comfortable while sitting, and the tie-belt can be tightened or loosened depending on how much I eat, where I’m at in my cycle, and so forth.

The wide-leg silhouette also looks extra polished for work and won’t squeeze my legs (my fashion pet peeve). The khaki hue on this pair goes with all sorts of color families, so they match everything including polka-dots and fun prints.

Related: 1 Year Later, and My Mom Still Regularly Calls on the Comfy-Cool Sneaker Heels That Reese Witherspoon Is a Fan of, Too

Amazon Essentials Polo Shirt

Credit: Amazon
Credit: Amazon

$12 

Polo shirts used to remind me of my old school uniforms, but now, all I think of when I see them is Jennifer Garner, Joanna Gaines, and more celebrities doing their best to bring the preppy trend back. I finally see the appeal, too: They’re not restrictive like starchy blouses, but they have a more formal feel than plain ol’ T-shirts. This one is especially “soft and cool,” according to one shopper, and it doesn’t shrink in the wash, which I love to hear. 

Another bonus? Since the sleeves cover your shoulders, you can wear them in churches or other places with strict dress codes while abroad.

Sernial Tennis Shoes

Credit: Amazon
Credit: Amazon

There are very few occasions where white tennis shoes haven’t served me well, so I’ll never complain about buying more. These are under $30, which will make me feel less guilty when I inevitably dirty them up past the point of cleaning. Plus, they're made with faux leather, which I personally prefer over canvas. I also love that I can style these with so many different outfits, keeping my suitcase nice and light.

Keep scrolling to shop more paperbag pants, polo shirts, and white sneakers inspired by Oprah now. 

Iwollence Wide-Leg Pants with Adjustable Knot 

Credit: Amazon
Credit: Amazon

$20 

Willit Wide-Leg Pants

Credit: Amazon
Credit: Amazon

$42 

Grace Karin Cropped Paperbag Pants, $27 at checkout

Credit: Amazon
Credit: Amazon

$40 

Lillusory Wide-Leg Paperbag Trousers with Removable Belt

Credit: Amazon
Credit: Amazon

Magcomsen 3-Button Polo Shirt

Credit: Amazon
Credit: Amazon

$27 

Tacvasen Polo Shirt

Credit: Amazon
Credit: Amazon

$35 

Vepose Fashion Sneakers

Credit: Amazon
Credit: Amazon

$46 

Adokoo Tennis Shoes

Credit: Amazon
Credit: Amazon

$26 

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