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How to Dress Up Joggers and Transform Your Track Pants Into Trousers This Winter

I showed you How to Wear Joggers Fashionably This Summer. This winter dress up your joggers and transform your track pants with these two style tips. It’s as easy as trading in your trousers for track pants and choosing a cool vegan leather, silky, or metallic jogger. If you steal these styling strategies you these popular street-style pants anytime. Keep reading for more styling tips and to find out which shoes look the best with dressy joggers and wide-leg track pants.


You can dress up your comfortable joggers this winter by trying the same style of pants in a dressier fabric. Vegan leather has a luxe look. Satin joggers, like the Cinq a Sept “Giles” from the Nordstrom 6 August Drop, can be worn all year long. This winter I’m obsessed with anything metallic. I’ve already worn and styled this pair for under $40 so many different ways.

High-Low Styling

How to Dress Up Joggers and Transform Your Track Pants Into Trousers This Winter
A New Day Silver Pants | Phone Case & Chain | Jessica Simpson Lasharen Platforms | Vintage Dolce and Gabanna Bra, Couture Choker, and Chanel 2023 Jacket from #Panache

Here are some new vegan leather jogger options. If you’re petite or want to show off your shoes try this cropped style from All Saints. This pair from Nordstrom for under $100 comes sizes xs-3x. Splendid makes a vegan leather version of their popular “lakeside” jogger, which sold out this summer. It has flattering butt pockets.

What Shoes Go With Dressy Joggers

How to Dress Up Joggers and Transform Your Track Pants Into Trousers This Winter
A New Day Silver Pants | Splendid Black Turtleneck | Vintage Chanel Bag #Panache Sacramento, CA Similar HERE | Adidas Court Women’s Sneakers | David Yurman Silver Hoops | CDC Hermes Similar
  1. Sneakers
  2. Ballet Flats
  3. Heels
  4. Sandals
  5. Fitted ankle booties
  6. Chelsea Boots

You can wear a silky pair of joggers like these from Cinq a Sept all year long. They look really good with shorter tops and this coordinating Cinq a Sept blazer. This high-waisted style from Cinq a Sept is so pretty. I have this style from Nordstrom and styled it for you over the summer. It’s the lightest weight of them all but would work well if you’re traveling to a warm destination this winter.

A wide-leg silver pant will be in my ’23 Holiday Capsule Wardrobe. Check out these Bloomingdale’s exclusive, silver sequin jogger. It’s so fun!

3 Ways To Style Silver Pants This Winter

  1. With denim. Blue and silver are such a cool color combination.
  2. With a colorful pullover sweater. Choose a color that makes you happy because any color goes with silver.
  3. With a fitted black top and sleek black boots that slip under the pants.


Track pants are one of 14 key pieces in my Street Style Capsule Wardrobe that make over 70 outfits. There is a large variety of options in this wide-leg silhouette from inexpensive traditional Adidas track pants to attainable luxury collections from brands like REISS. You can find the best selection from REISS HERE. Style them all the same way you would dressy black pants. If you want some fresh outfit inspiration check out my 72 outfit street style look book.

Snippets From The Street Style Look Book

High Low Silky Tops that Dress Up Track Pants

All of these beautiful options come in more colors.

The Best Dressy Shoes for Wide-Leg Track Pants

Platforms are the best dressy shoes for wide-leg track pants. They keep your leg line long and lean while balancing the oversized opening at the hem. Don’t be intimidated by the higher heel. Remember it will only feel as high as the heel minus the height of the platform in front. This 1″ platform with 3″ covered block heel style from Bernardo comes in 4 colors.

Platforms Over 3″ but under $100

Open Toe



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