Amazing Jogger Outfits, plus 5 Timeless Style Tips to Look Chic

Jogger outfits for women over 40

So let me tell you a little secret, although I talk a lot about fashion and styling, I don’t get dressed in those outfits everyday. Most days I’m wearing comfy clothes, primarily jogger outfits, while I’m hanging out at home, working on my blog, my videos or just going about life! So in this blog post I am sharing Amazing Jogger Outfits, plus 5 Timeless Style Tips to Look Chic.

Plenty of people working from home these days. It’s a lot more comfortable to slip on leggings and joggers than a pair of jeans. Besides, wearing jeans everyday can get boring. No one is talking about this, so I wanted to do this blog post and video, because I’m guessing, I’m not alone.

AS LUCK WOULD HAVE IT, at about the same time I was planning this video, CRZ YOGA reached out to me about collaborating. When I checked out their products, I was super excited because they have joggers in both tall and petite sizes!  Yeah!

Prior to working with CRZ YOGA, I ordered a half-dozen different pairs of joggers from Amazon and I was getting super discouraged, because I had to send back EVERY SINGLE PAIR because they were all too short. Since I am relatively tall (5′ 9″), there are time when I am inseam-challenged, and this was one of those times.

Activewear Categories

Activewear belongs into two separate categories. Some pieces are for wearing primarily to workout/gym, while others you can wear to exercise, or style up and wear as sporty streetwear.  

Until recently, leggings fell into the sporty streetwear category,  however, recently I’ve moved them over to the workout/gym category because they have had their time in the streetwear space, and joggers are the new trend, so my video and blog post are all about styling joggers.

I’ll be styling up three different pairs of women’s joggers pants into over ten different outfits, while also sharing 5 style tips along the way.

Five Style Tips for Your Jogger Outfits

1. Style Your Outfits with Wardrobe Basics

If you’re wondering what to wear with joggers, look no further than some of your favorite wardrobe basics. A casual denim jacket is an ideal piece to pull from your capsule wardrobe and style up with jogger outfits to create a modern and youthful look.

jogger outfits with a jean jacket
Denim jacket, pull-over hoodie & joggers

For this outfit, I’m wearing a pair of navy tapered leg joggers that I styled-up with a white hoodie I created with The Simple Mindset branding , which says, “Always believe something wonderful is about to happen.” I love this saying, because it’s a pleasant reminder to be optimistic, and choose faith over fear, to enjoy life to the fullest.

black jogger outfits with sneakers

Stay warm in this taupe cashmere knit pull-over sweater, styled up with black joggers, white sneakers and a denim jacket.

2.  Include Trends into your Outfits

Including a trend piece into your jogger outfits is a sure way to make your activewear look fresh and modern. Leather is huge this season, so it’s a great time to pull out any leather clothing items that may have moved to the back of your closet.

jogger outfits with a black leather trench coat

Here I am wearing a beautiful black leather double-breasted trench coat with cream ribbed turtleneck sweater, my favorite black joggers and white leather Adidas sneakers for one of my favorite modern, chic jogger outfits.

3.  Add Structure to Avoid Looking Sloppy

If you’re wondering, what do I wear with joggers? Consider pairing a turtleneck sweater in a complimentary color. If you choose a loose-fitting style, like I have shown here, it’s a good idea to add some structure by doing a front tuck and pushing up your sleeves to avoid looking sloppy. A few small tweaks, and you instantly look more stylish and pulled together.

olive green joggers with ankle booties

Especially when wearing a larger sweater with your joggers, such as this oversized cream turtleneck sweater. A simple front tuck will not only slenderize your silhouette but it also creates order, aka structure, for your outfit. Another way to add structure to your outfit is to push up the sleeves of your sweater.

jogger outfits with a camel overcoat

Besides being extremely comfortable, I love how these cream knit ankle booties elevate this look and make it look both sophisticated and modern.

Another way to elevate the look of your jogger outfits is to slip on your traditional camel overcoat to add a traditional twist to this look.

4.  Accessorize Jogger Outfits to Create Interest

As with any outfit, adding a few accessories is a great way to add some interest and personality to the look of your outfit. Activewear outfits are no exception. This bronze metallic quilted bag is the ideal addition to add some shine and to your jogger outfits.

jogger outfits with a shearling coat and metallic quilted bag

Perfect for taking the dog for a walk, or popping out to do a few errands, this activewear outfit is cozy and stylish. Here I am wearing a cream faux shearling jacket with navy joggers and a pair of cream faux fur winter ankle booties. These boots are waterproof and have a fleece lining so they keep you dry and warm, and the tread on the bottom of these ankle booties will help to stay sure-footed when there is snow.

5.  Layer Color & Texture into Activewear Outfits 

Perfect for adding interest to your jogger outfits while maintaining that casual vibe, a khaki utility jacket is a stylish option to consider. It pairs well with pink and green, is stylish and pulls this outfit together beautifully.

If you want to expand your joggers wardrobe, olive green joggers are an interesting option to consider. Olive green may seem like a hard color to style, but they go with many colors to create fun and interesting outfits.

jogger outfits with a utility jacket

In the outfit I shared here, you can see a basic pink hoodie pull-over and tan utility jacket pairs well with these joggers. By layering in a pair of ivory-colored wool socks over khaki combat boots to the look is complete.

Love These Looks?

I hope these ideas have helped you to see activewear differently, and this video and post have inspired you to style up some of these activewear outfits differently.  If you are looking for more stylish outfits, you can wear all fall and winter long, check out this fall and winter outfit lookbook, for more style inspiration.

Until next time, thank you for watching & have a great day!

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Dianne

Dianne

Looking to assist women in their 40s, 50s, 60s and beyond with style, beauty, wellness, and lifestyle ideas and inspiration to live their best life.

FASHION is what designers offer each season & STYLE how we choose to personally express ourselves to the world.

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