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Petite Dressing

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ClassyTrendy · June 4, 2024

25 Comfiest Outfits with Joggers (that are Chic)

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I have to say that despite the laid-back and super trendy look of jogger pants, they are not always the easiest to style because of how they tend to carry some volume. But you no longer need to trouble yourself over thinking of what to pair them with because I’ve got you covered!

Here are many different ways you can try out when putting together an ensemble with your joggers.

Table of Contents

  • Wear with a Knitted Sweater
  • Wear with White Sneakers
  • Wear with a Lace Bustier
  • Wear with a White Button Down
  • Wear with Stilettos
  • Wear with a Leather Jacket
  • Wear with a Cropped Shirt
  • Wear with a Bright-colored Top
  • Wear with Peep Toe Pumps
  • Wear with a Utility Jacket
  • Wear with a Floral Blouse
  • Wear with a V-neck Top
  • Wear with Pointed Toe Heels
  • Wear with a Trench Coat
  • Wear with a Chunky Turtleneck Top
  • Wear with a Collared Blouse
  • Wear with a Satin Blazer
  • Wear with a Lace Camisole
  • Wear with a Tank Top
  • Wear with Ankle Boots
  • Wear with a Oversized Blazer
  • Wear with an Off-the-Shoulder Top
  • Wear with a Satin Top
  • Wear with a Camel Overcoat
  • Wear with a Denim Jacket

Wear with a Knitted Sweater

25 Chic Ways to Wear Joggers in 2024_9

This next look we have here is something that I’m sure you will absolutely pull off perfectly! The cozy fit of the knitted sweater is such a great match with the leisurely vibe of the joggers so it’s an ensemble you can just throw yourself into without overthinking your accessories or anything.

There’s no stopping you from going for brighter colors for this look, but if you want something that’s classy and versatile – neutral colors are your safest bet! 

Wear with White Sneakers

25 Chic Ways to Wear Joggers in 2024_10

Nothing jives way better with joggers than a pair of classic white sneakers! This combo is the ultimate athleisure wear wherein it’s something you can wear for a workout, a quick grocery run, or even a casual meet-up with friends.

In this look, I totally love the monochromatic ensemble because of how streamlined and put-together the entire coordinate looks!

Wear with a Lace Bustier

25 Chic Ways to Wear Joggers in 2024_11

How about we blend sexy and sporty together in this super IG-worthy fashion ensemble?! I have to say that such a sultry and sophisticated top may seem to be an unlikely pair for the boyish and sporty vibe of joggers, but as you can clearly see here – it works like magic!

Wear with a White Button Down

Jogger pants are just simply comfy and relaxed while chiffon blouses bring an element of elegance to the look. Because of the white button down shirt’s lightweight and flowy fabric, along with a slight sheen, it brings more dynamic and sophistication to the jogger pants. 

Wear with Stilettos

25 Chic Ways to Wear Joggers in 2024_13

The fascinating elegance of stilettos makes them a formalwear staple, but did you know that they can also look extremely gorgeous with jogger pants? Yep, you heard that right – this unlikely pairing can actually neutralize each other’s aesthetics to create a simply elegant look that’s well put together!

A quick styling tip when rocking this pair – go for stilettos that don’t have a lot of embellishments like crystals or beads. Keep it simple so that they won’t look too overpowering.

Wear with a Leather Jacket

25 Chic Ways to Wear Joggers in 2024_14

A leather jacket is definitely the ultimate fashion stunner and to wear it with joggers can really elevate your fashion ensemble up a notch! The interplay in textures is the key here, as the leather jacket has a more structured, rugged vibe and the joggers feature a more casual, sporty vibe.

If you’re going for a casual look, wear a basic cotton shirt as the inner top! But if you’re looking into wearing this pair to more formal occasions like business meetings, go for a collared blouse instead!

Wear with a Cropped Shirt

25 Chic Ways to Wear Joggers in 2024_1

Joggers are great for street-style coordinates and this one right here epitomizes that trendy look! Try balancing the volume of your joggers with a cropped button shirt that bares a bit of your midriff for that city chic vibe!

Wear with a Bright-colored Top

Tops that come in vibrant colors can look very good with a pair of jogger pants because they help bring life to the look without incorporating too many details – the bright color is already a statement on its own! They can easily blend with the laid-back vibe of your joggers, that’s for sure.

Wear with Peep Toe Pumps

Wearing peep-toe pumps exposes a part of the toes which not only adds a touch of femininity but also elongates your natural fame. This style also balances the relaxed vibe of the joggers, featuring sporty and sophisticated elements that nicely elevate your overall look.

Wear with a Utility Jacket

25 Chic Ways to Wear Joggers in 2024_2

Another wardrobe piece that can really elevate the casual aesthetic of joggers is those hip, oversized utility jackets. I highly suggest that you go for military jackets that come in neutral earth tones like khaki, army green, or brown and pair them with joggers in matching colors.

Wear with a Floral Blouse

25 Chic Ways to Wear Joggers in 2024_5

Floral prints will always have that sweet, feminine charm, and these very characteristics bring a subtle contrast to the boyish, laid-back aesthetic of jogger pants. 

Jogger pants lean towards the more casual and sporty side, which is why they might sometimes be considered more androgynous. Wearing them with a dainty floral blouse may sound like they can’t work, but that will actually bring a feminine touch to the outfit, for that stylish appeal.

Wear with a V-neck Top

25 Chic Ways to Wear Joggers in 2024_6

Open necklines such as the ever-sophisticated classic V-neck can be a very good companion with a pair of casual jogger pants. In this look, we can see how she went matchy-matchy with her collared V-neck and jogger pants, which absolutely made the entire look well-coordinated but without looking as if so much effort was put into it – effortlessly gorgeous, I would say!

Wear with Pointed Toe Heels

25 Chic Ways to Wear Joggers in 2024_19

Pointed-toe heels are versatile and can transition easily between casual and dressy occasions, which makes them a stylish choice for pairing with jogger pants, as the outfit can be adapted for different kinds of occasions! Also, this style of shoes creates a more elongated silhouette, which helps neutralize the visual break the gartered hem of the pants sometimes creates.

Wear with a Trench Coat

Trench coat is a timeless wardrobe staple that you can wear year-round, and of course you can wear them over your joggers! In this case, we are combining the striking and flattering features of the plunging V-neck and the classic neutral beige hue, which makes the casual joggers look more polished.

Wear with a Chunky Turtleneck Top

25 Chic Ways to Wear Joggers in 2024_15

Denim joggers are super flexible in terms of being styled with other clothing pieces and for this look, let’s take a moment to appreciate how cozy and stylish they look with a chunky turtleneck top! Chunky turtlenecks add a significant amount of volume to the body so to neutralize this go for a half tuck by tucking just the front part of the sweater into your joggers.

Wear with a Collared Blouse

25 Chic Ways to Wear Joggers in 2024_16

This is another proof that mixing elements of activewear with more tailored pieces gives a more modern and fashion-forward approach to styling! The loose fit of joggers beautifully contrasts with the more structured and fitted silhouette of the blouse, which makes the ensemble very flattering and easy to wear on a number of different occasions.

Wear with a Satin Blazer

25 Chic Ways to Wear Joggers in 2024_17

A satin blazer gives this opulent look just by the sheen of the fabric alone and this characteristic may seem intimidating to pair with joggers. However, I’d say it’s worth the try especially if you go for matching satin joggers too – because yes, they do exist and they are gorgeous!

Wear with a Lace Camisole

25 Chic Ways to Wear Joggers in 2024_18

Now if you’re feeling sultry and seductive, how about taking the risky fashion route with this lace camisole top paired with your favorite joggers? I know how this can be difficult to visualize but wait until you actually try it out, especially on a hot summer day – I’m sure you’ll end up wearing this pair (maybe a little too much!).

Wear with a Tank Top

25 Chic Ways to Wear Joggers in 2024_20

Let’s say you’re not a huge fan of lace (which I feel is quite unlikely) and you want to rock that same sexy, summer-ready ensemble as the camisole top I mentioned earlier, this should be your other option – tank tops! Tank tops are simple, very straightforward, and of course, comfortable. The casual look of the tank top will meld effortlessly with the similar casual vibe of your jogger pants, that’s for sure!

Wear with Ankle Boots

Cheers to a bit of more height right here! If you’d like to add a few more inches to your frame but don’t want the potential discomfort that stilettos have, then heeled ankle boots it is!

Jogger pants are known for their comfort and a laid-back style and wearing them with heels can offer some elevation without sacrificing comfort.

Wear with a Oversized Blazer

25 Chic Ways to Wear Joggers in 2024_21

This stylish pair allows you to maintain a comfortable and laid-back vibe, also considering how slouchy blazers have been quite a hot item in recent years! The jogger pants and slouchy blazer ensemble is like a coordinate that’s between casual and formal.

I just have to quickly mention that when it comes to choosing a slouchy blazer, you need to be mindful of the size and how it fits your specific body type. If you’re top-heavy, this is probably something you’d like to skip because of the added volume it has.

Wear with an Off-the-Shoulder Top

v25 Chic Ways to Wear Joggers in 2024_22

Off-the-shoulder tops are undeniably charming and their dainty nature can make any ensemble look more sweet and feminine. This features a nice variation for the sporty and boyish look of the joggers.

This style of top is also a perfect option if you are looking into showcasing your upper half, specifically your collarbones, neck, and decolletage. Go for crop length and you can create an edgy street-style ensemble with your jogger pants!

Wear with a Satin Top

Pairing a satin top with joggers, especially when your joggers are also made of satin, can create a stylish look. The chic contrast between the luxe fabric of the top and the casual joggers brings a perfect balance to the look. To flaunt this look, go for a fitted, tucked-in silhouette to define your waist and showcase the joggers’ relaxed vibe. 

You can also try going for complementary colors for a more cohesive outfit.

Wear with a Camel Overcoat

25 Chic Ways to Wear Joggers in 2024_24

A stylish camel color coat can easily transform a casual jogger ensemble into a fashion-forward statement! 

The key to this look is the coat’s structured silhouette that adds an element of sophistication to the relaxed silhouette of the joggers, for that harmonious blend of comfort and style. When choosing your mid-length coat, try going for the classic details such as oversized lapels or a nipped-in waist for that balanced overall look.

Wear with a Denim Jacket

25 Chic Ways to Wear Joggers in 2024_25

A denim jacket is a foolproof fashion choice that’s easy to pull off but can immensely elevate your casual ensembles. Wearing one with joggers should give you that urban chic vibe without exerting too much effort in styling and accessorizing.

Try a denim-on-denim ensemble with this one or pair your jacket with a nice pair of cotton joggers and you can go flaunt that casual wear in style!

Posted In: ClassyTrendy

Hello there! My name is Chi Li, 5'2", founder of PETITE DRESSING, the clothing line for women 5'4" & under. Are you petite and have you been frustrated with what to wear?
This is an issue few truly understand and even fewer brands truly address.
Being petite myself, I have been writing about fashion for short women since 2016 and my brand petitedressing.com has touched the lives of millions.
My styling concepts for petite women not only focus on the perfect fit but also on flattering & elongating the petite frame for a lean silhouette, optimizing the proportions.
Shop my clothing line here.

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