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    Home » What Shoes to Wear With Joggers – Fashion Tips for 2025
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    What Shoes to Wear With Joggers – Fashion Tips for 2025

    JillianBy JillianApril 10, 2025Updated:May 17, 202510 Mins Read
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    Joggers have gone from off-duty staples to daily favorites, and if you’re styling them in 2025, shoes make all the difference. The wrong pair can make joggers feel sloppy—while the right one can pull your whole outfit together without trying too hard.

    If you’ve been wondering what shoes to wear with joggers, or how to take your joggers from errands to brunch, this guide will help you figure it out.

    From sneakers to heels, we’re covering how to match your joggers with the shoes that fit your lifestyle and your style.

    Joggers Aren’t Just Sweatpants Anymore

    The reason joggers work in so many settings now is because they’ve changed. We’re seeing structured fabrics, cropped hems, tapered legs, and even tailored versions that can pass in office settings. Some even look like trousers, just with an elastic waistband.

    Thanks to social media and streetwear trends, joggers have become a closet go-to. You’ll spot them on influencers running around Soho, moms grabbing coffee, and professionals styling them under oversized coats. Joggers can be a staple for anyone, from college students to busy moms. In fact, many of our trendy mom outfits pair comfort with style just like this.

    One study showed that sales of jogger-style pants rose by over 130% between 2020 and 2024. It’s not slowing down.

    So what’s the trick to making them work every time? Pairing them with the right shoes.

    Sneakers: A Safe Bet That Still Slaps

    It’s no surprise sneakers sit at the top of the list. They’re reliable, and comfortable, and pair effortlessly with nearly any jogger cut. But not all sneakers are the same.

    White sneakers

    Think clean leather or canvas. These work with slim joggers, wide-leg styles, or cuffed versions. They’re timeless and neat.

    Chunky dad sneakers

    A bit more trendy, especially with oversized joggers or high socks. This combo leans Gen Z but looks cool when styled right.

    Slip-on

    These keep the look low-maintenance and are perfect for airport outfits or weekend errands.

    Mix it up by matching your joggers to your sneaker sole or sock color. It’s a subtle detail that keeps things looking intentional.

    Boots and Joggers? It Works — If You Know How

    Most people don’t think of boots when they think of joggers. But the right boot can instantly elevate a basic look.

    Ankle boots

    Great with cropped or cuffed joggers that sit just above the top of the boot. Suede, leather, or even a bold color can add interest.

    Chelsea boots

    Clean lines, easy to slip on, and perfect for fall and winter. Stick with slim joggers so the silhouette doesn’t look too bulky.

    Combat boots

    Combat boots add an edgy, casual vibe to soft joggers. You can either tuck the joggers slightly into the boots or let them naturally bunch at the ankle for a relaxed look.

    This is one combo where proportions matter. Too much fabric and it can feel clunky. Go for tapered fits that end just above the boot.

    Heels? Yes, You Can Pull That Off

    Pairing heels with joggers might sound like a fashion risk, but it actually works when you want to dress things up without ditching comfort. The secret is in the contrast.

    Try these options:

    Kitten heels

    Kitten heels add subtle elegance, while slim joggers keep things comfortable. Pair with a satin tank for a chic, relaxed look perfect for date night.

    Block heels

    Block heels provide comfort, while cropped joggers and a structured blazer create a semi-dressy vibe. This look is ideal for a smart-casual evening out.

    Strappy heels

    Strappy heels elevate neutral joggers, while a tucked-in bodysuit keeps it fresh and sleek. Perfect for warm weather, this outfit is both stylish and comfortable.

    If you’ve been figuring out how to dress up joggers for work, this is one way to do it. You don’t need a full suit. A pointed heel and a clean fit go a long way.

    Loafers and Flats for Work or Weekend

    For a polished, wearable option that doesn’t sacrifice comfort, loafers and flats are solid picks. These are great for those who want something that reads a little more refined.

    Loafers

    Loafers add a polished touch to joggers made from structured fabric. Pair them with a fitted tee and blazer for a smart, put-together look that’s perfect for a casual office or lunch date.

    Pointed-toe flats

    Pointed-toe flats work seamlessly with joggers in tailored cuts or paper bag styles. Stick to neutral tones for a sophisticated vibe that fits well within relaxed office dress codes.

    If you’re wondering whether joggers can be business casual, here’s your answer: with polished shoes and a nice top, they absolutely work for certain offices or creative roles.

    Slides and Sandals: Relaxed But Styled

    When the weather heats up, joggers still have your back. Lightweight cotton, linen blends, or cropped versions pair perfectly with warm-weather shoes.

    Some great combos:

    Sporty slides

    A woman sits outdoors wearing joggers and sporty slides, carrying groceries, her face is not visible

    Sporty slides are the perfect go-to for a laid-back look. Pair them with slouchy joggers and a casual tank for an easy, comfortable outfit that’s perfect for a quick grocery run.

    Minimalist sandals

    Minimalist sandals add a relaxed touch to cropped joggers and a breezy linen shirt. This simple yet stylish combo is perfect for warm weather and casual outings.

    Strappy sandals

    Strappy sandals give a chic vibe when paired with silky joggers and a tucked cami. This outfit is ideal for a casual yet elevated dinner on the patio or a summer evening out.

    Keep the vibe effortless and skip anything too bulky or heavy-looking.

    How Should Joggers Fit? Here’s What Matters

    Fit can make or break the outfit. No matter what shoes you wear, if the joggers don’t sit right, nothing else works. Here’s a quick checklist:

    • The waistband sits flat and doesn’t bunch
    • Tapered leg that ends just above the ankle
    • Fabric isn’t too thick or sloppy-looking

    If you’re styling joggers and boots or pairing them with dressier shoes, avoid overly slouchy cuts. Go for structured versions with a polished texture.

    What Tops Go With Joggers?

    Now that you’ve got the shoes figured out, let’s talk about what goes on top. Pairing joggers with the right shirt or jacket is where things really start to feel pulled together.

    Here are a few go-to combos that work with just about any style of joggers:

    Fitted crop tops

    Great with high-waisted joggers and sneakers or slides, making them ideal for casual days when comfort and style meet effortlessly.

    Oversized button-downs

    Half-tuck an oversized button-down with rolled sleeves for a relaxed look. Pair it with loafers or sandals for a laid-back vibe that still feels put-together.

    Structured blazers

    A structured blazer instantly elevates joggers, transforming them into workwear. Keep the top underneath simple, like a tee or tank, to balance the polished look.

    Graphic tees and denim jackets

    A classic combo, graphic tees, and denim jackets work well with sporty joggers and boots or sneakers. It’s an easy, timeless pairing for a casual, street-inspired outfit.

    This is where you can bring in your personal style. If you love color, go bold with the top. Prefer neutrals? Let the shoes do the talking.

    A Few Easy Add-Ons That Work With Any Jogger Outfit

    A visual collage of outfits and accessories designed to complement jogger outfits, featuring hats, bags, and layered jewelry

    Once you’ve got your joggers and shoes figured out, the extras make everything feel finished. You don’t need to pile on accessories just a couple of the right ones can shift your whole look without trying too hard.

    Here’s what works:

    Layered necklaces

    These instantly polish up a basic tee or tank, especially with slim joggers and sandals or loafers.

    Baseball caps or beanies

    Perfect for casual days when you want that off-duty vibe. Pair with sneakers or chunky boots.

    Crossbody bags or belt bags

    They sit close to the body, which helps balance out the relaxed shape of joggers. Try one in leather or nylon for a clean look.

    Sunglasses with some shape

    Sunglasses with square or cat-eye frames add structure to a laid-back look.

    Light layers

    Think cropped denim jackets, oversized button-downs, or even a soft trench. These work in spring and fall, giving your jogger outfit some shape and depth.

    Keep it simple. One or two add-ons are enough to feel styled without going overboard. The idea is to let the joggers be the focus while everything else just backs them up.

    Quick Style Combos That Work Every Time

    If you need quick outfit inspiration, try one of these foolproof combos:

    1. Coffee run look

    Cropped joggers + oversized hoodie + classic white sneakers

    2. Casual Friday at work

    Tailored joggers + tucked blouse + loafers + belt bag

    3. Girls’ night out

    Satin joggers + lace cami + strappy heels + hoop earrings

    4. Travel day uniform

    Soft joggers + fitted tee + denim jacket + slip-on sneakers

    5. Weekend brunch

    Linen joggers + tank + lightweight cardigan + ankle boots

    With these, you can go from “threw something on” to “styled on purpose” without trying too hard.

    Final Shoe Tips: Matching Styles to Occasions

    Here’s a quick breakdown by vibe, so you can always match your shoes to your plans:

    Occasion

    Best Shoes

    Daily errands

    White sneakers, slides

    Office or Zoom days

    Loafers, flats, low-block heels

    Dinner out

    Strappy heels, ankle boots

    Flights or long travel

    Slip-on sneakers, sporty sandals

    Cold weather

    Chelsea boots, combat boots

    Casual parties

    Pointed flats, platform sneakers

    Summer hangs

    Sandals, espadrilles

    And yes—joggers really can handle all of that.

    One Thing to Avoid

    If there’s one thing that throws the whole outfit off, it’s shoes that feel too stiff or formal. Classic pumps, for example, usually don’t work with joggers unless you’re styling a fashion-editor-level look.

    The same goes for anything that feels too chunky without contrast, like clogs or heavy loafers with slouchy joggers.

    Stick to shoes with intention: clean lines, a sense of balance, or just the right pop of something different.

    A Word on Joggers and Body Types

    Good news—joggers work on everybody. The key is finding your shape and fit. Here’s how to make it work:

    • Petite: Cropped joggers and slim soles help elongate the legs.
    • Tall: Try wide-leg or full-length joggers with a platform sneaker or sandal.
    • Curvy: A mid-rise jogger with a drawstring waist lets you adjust without digging in.
    • Athletic build: Play with proportion—oversized joggers and a fitted crop top can highlight shape without clinging.

    Shoes can help balance it all. Want more height? Go for flatforms or a low heel. Need structure? An ankle boot or high-top sneaker gives shape to relaxed joggers.

    Final Thoughts: Why Joggers Are Still Winning in 2025

    What makes joggers so great right now isn’t just the comfort. It’s how easy they are to dress up, dress down, and make your own. They’re no longer tied to one style tribe—you can be preppy, edgy, minimalist, or trendy, and joggers still work.

    Whether you’re styling joggers with boots, loafers, heels, or your favorite beat-up Converse, you’ve got options. So mix it up, trust your mirror, and keep it fun. The rules have loosened—and your wardrobe should too.

    FAQs

    Can joggers be considered business casual?

    While traditionally seen as athletic wear, joggers made from premium materials and paired with appropriate tops and shoes can fit into a business casual wardrobe. It’s essential to assess the specific workplace dress code.

    What are the best shoes to wear with joggers for a formal event?

    For more formal occasions, pairing joggers with sleek heels or refined loafers can elevate the look. Ensure the joggers are made from high-quality fabric and are well-fitted.

    How can I dress up joggers for work?

    Combine joggers with a structured blazer, a crisp blouse, and polished footwear like loafers or low heels. Nike’s guide offers helpful tips on balancing comfort with professionalism when styling joggers for work.

    Are there specific shirts that pair best with joggers?

    Joggers are versatile and can be paired with various tops, including fitted tees, crop tops, blouses, and button-down shirts. The choice depends on the desired look and occasion.

    Jillian
    • Website

    Hi, I’m Jillian Goltzman, the voice behind Cup of Charisma. As a lifestyle blogger, I’m passionate about style, philanthropy, and empowering others with “energized thoughts” and a boost of confidence. My work has been featured in outlets like the Miami Herald and Elite Daily, and I’m dedicated to inspiring change through meaningful conversations. Welcome to Cup of Charisma!

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