The Best $50 To Spend at Old Navy This Winter

the outside of an Old Navy store, featuring the sign
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Old Navy is the go-to retailer to restock on back-to-school clothes and splurge on fantastic summer shopping sprees. After all, they have everything you need to dress your family at low prices. Don’t hibernate and miss out on their winter deals, either, which are happening right now. Old Navy has plenty of great mix and match options for the colder months of the year.

“The nostalgia of going into Old Navy to refresh my kids’ (and my) wardrobe ahead of a new season is something that is hard to put into words,” shared The Lines founder Natalia Hodgson. “It reminds me of doing the same thing with my mom, and now here I am doing it with my kiddos years later. I’m so happy to see Old Navy evolving and coming out with so many trendy styles.”

Not sure exactly what to throw in your cart to make the best fashionista choices as temperatures drop? Here are some of the best ways to spend $50 at Old Navy this winter, according to an expert in the field.

The Fashionable Mom Look


Being a mom, Hodgson knows exactly the right outfit to pull together for $50. Start with some bottoms, like the High-Waisted Pull-On Corduroy Pants for $24.99, and add a top such as the EveryWear Long-Sleeve T-Shirt for only $10.00. Then, finish the fit off with the Convertible Carrie Crossbody Bag for $14.99.

The Seasonal Boy Look

If you have a child who prefers a boy-ish look, head to Old Navy this winter and put together an outfit for them without even spending a full $50. Hodgson recommended the Oversized Plaid Crew-Neck Sweater for Boys for $18.49 combined with a pair of Slim 360° Stretch Jeans for Boys for $20.00. In addition, some Gender-Neutral Cozy Socks for Kids are only $1.49 a pair.

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The Matching Family PJs Look

What are the holidays and winter without your family wearing a matching set of pajamas? Hodgson suggested a few different options from Old Navy, including Mid-Rise Plaid Flannel Pajama Pants for Women for $10.49, Flannel Pajama Pants for Men for $13.49, Printed Snug-Fit Pajama Set for Toddler & Baby for $5.49, the Scoop-Neck Waffle Pajama Top for Women for $5.49, or High-Waisted Printed Waffle Pajama Leggings for Women for $10.49 as a great place to start.

Disclaimer: Prices and availability accurate as of Dec. 27, 2025 and subject to change.

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