I get it. You love your joggers, but picking the right shoes feels tricky. Should you go casual or dress them up? What works for errands versus dinner out?

Here’s the thing: joggers aren’t just for the gym anymore. They’ve become a wardrobe must-have that works for almost any occasion. The key is knowing which shoes to pair with them.

I’ve spent years figuring out what works and what doesn’t. Trust me, I’ve made plenty of mistakes along the way. But that’s exactly why I can help you avoid them.

In this guide, I’ll show you the best shoe options for both women and men. We’ll cover everything from super casual looks to surprisingly dressy combinations. By the end, you’ll know exactly which shoes to reach for every time you put on joggers.

Let’s solve this shoe dilemma once and for all.

Best Shoes to Wear with Women’s Joggers

The right shoes can make your joggers work for any situation, from lazy Sunday mornings to casual dinner dates.

Athletic Sneakers

These are my go-to when I want comfort without thinking too hard about it. Athletic sneakers work perfectly for gym sessions, grocery runs, or any day when you’re on your feet a lot. They’re built for movement, so your feet stay happy even after hours of wear. Plus, they come in tons of colors to match your style.

Platform Sneakers

Want to add some edge to your look? Platform sneakers are your answer. They give you extra height while keeping that cool, street-style vibe. I love how they can take basic joggers and make them look intentional and trendy. They’re especially great with oversized hoodies or fitted tees.

Low-Top Sneakers

These are probably the most versatile option in my closet. Low-top sneakers work with practically everything and make your legs appear longer, especially when you’re wearing cropped joggers. They’re clean, simple, and never look out of place.

House Slippers

Let’s be honest – sometimes you just want maximum coziness. House slippers with joggers are perfect for those stay-at-home days when comfort is your only priority. Stick with fleece or cotton joggers for the ultimate relaxed combination.

Chelsea Boots

Here’s how you make joggers look more put-together without losing comfort. Chelsea boots add a sophisticated touch that works great for cooler weather. They’re my secret weapon when I need to look like I tried, but still want to feel like I’m wearing pajamas.

Knit Flats

These are lifesavers during warmer months. Knit flats are breathable and lightweight, so your feet don’t overheat. They add a feminine touch to sporty joggers and are perfect when you want something between sneakers and dress shoes.

Knit Loafers

For work-from-home days or casual coffee dates, knit loafers hit the sweet spot between comfy and polished. They give you that effortless, put-together look without any fuss. I reach for these when I want to look intentional but stay comfortable.

Kitten Heels

Yes, you can wear heels with joggers! Kitten heels add just enough height and sophistication for date nights or dinner out. The key is choosing tapered joggers that show off the heel shape.

Ballet Flats

These classics work beautifully with joggers for that smart-casual vibe. Ballet flats are perfect for spring and fall when you want something more refined than sneakers but not as formal as heels.

Pumps

When you really want to dress up your joggers, pumps are surprisingly effective. They work best with cropped joggers so you can actually see the shoes. Save this combination for girls’ nights or special occasions when you want to make a statement.

Slip-On Loafers

These are great when you need to look business casual but still want the comfort of joggers. Slip-on loafers pair well with structured tops and blazers, making your joggers office-appropriate for casual workplaces.

Best Shoes to Wear with Men’s Joggers

Men’s jogger styling is all about balancing comfort with the right level of polish for any occasion.

Chelsea Boots

Chelsea boots are my favorite way to make joggers look grown-up. They add that rugged, masculine edge while still keeping you comfortable. During fall and winter, I love pairing them with joggers, a nice sweater, and a trench coat or jacket. It’s that perfect mix of casual and put-together.

Combat Boots

When you want to look tough and stylish, combat boots are the way to go. They work especially well with black joggers or those utility-style ones with cargo pockets. These boots are built to last and they’re perfect for colder weather when you need something sturdy on your feet.

Sneakers

Let’s face it – sneakers and joggers are a match made in heaven. This combination works with every type of jogger I own, whether they’re athletic, denim, or khaki style. You can keep it super casual for weekend errands or clean it up for a more elevated street style look.

High-Top Sneakers

High-tops bring that classic streetwear energy to any outfit. I like wearing them with tapered joggers because the fit really shows off the sneaker’s silhouette. They’re perfect when you want to lean into that sporty, urban vibe.

Boat Shoes

For warmer months, boat shoes give you that clean, preppy look. They work really well with chino joggers and create a nice casual but polished combination. I reach for these when I want something more refined than sneakers but still relaxed and breathable.

Unisex Shoe Options for Joggers

Some shoes work great for everyone, regardless of gender, making jogger styling even more versatile.

Dress Sneakers

These are game-changers when you need something between sneakers and dress shoes. Dress sneakers have that sharp toe and clean design that makes joggers look more intentional and polished. I love wearing them for casual Friday at work or when I’m going to events where I want to look put-together but not overdressed.

Flip Flops

Sometimes simple is best. Flip flops with joggers scream summer comfort and are perfect for beach days, poolside hanging, or those quick runs to the store. They work especially well with relaxed-fit joggers when you just want maximum ease and breathability.

Tips for Styling Joggers with Shoes

• Match the occasion – Athletic sneakers for workouts, dress sneakers for casual work days, heels for date nights
• Consider the fit – Cropped joggers show off your shoes better, especially heels and boots
• Think about proportions – Low-top sneakers make legs look longer, high-tops add visual weight
• Season matters – Boots and closed shoes for fall/winter, flats and flip flops for spring/summer
• Color coordination helps – Black joggers work with almost any shoe color, lighter joggers need more planning
• Comfort first – Pick shoes you can actually walk in, especially for all-day wear
• Know your setting – House slippers stay home, pumps work for special occasions
• Experiment with contrast – Mix sporty joggers with dressier shoes for interesting looks
• Keep it balanced – If your joggers are relaxed, pick cleaner shoe styles to avoid looking sloppy
• Test before you go – Walk around at home first to make sure the combination feels right

Conclusion

Finding the right shoes for your joggers doesn’t have to be complicated. We’ve covered everything from athletic sneakers for your most casual days to pumps and dress shoes for when you want to look polished. The key is thinking about three things: comfort, occasion, and your personal style.

Remember that joggers can work for almost any situation when you pick the right footwear. Whether you’re running errands in sneakers, heading to work in loafers, or going out in heels, there’s a combination that works.

My best advice? Don’t be afraid to try different pairings. What looks great on someone else might not feel right for you, and that’s perfectly fine. Play around with different styles until you find combinations that make you feel confident and comfortable. Your perfect jogger-and-shoe combo is out there waiting for you.

Frequently Asked Questions

Can you wear heels with joggers?

Yes, you absolutely can! Kitten heels and pumps work great with tapered or cropped joggers for date nights or special occasions. The key is choosing joggers with a fitted silhouette that shows off the heel shape.

What shoes should I avoid with joggers?

Skip formal dress shoes like oxfords or stilettos unless you’re going for a very specific high-low fashion look. Also avoid shoes that are too chunky or heavy, as they can make your legs look shorter and throw off your proportions.

Are joggers appropriate for work?

It depends on your workplace dress code, but many casual offices allow joggers when styled properly. Pair them with dress sneakers, loafers, or clean white sneakers, and add a structured top or blazer to look more professional.

How do I choose joggers that work with different shoes?

Look for joggers with a tapered fit that hits at or just above your ankle. This length works with most shoe styles and creates a cleaner silhouette. Avoid overly baggy joggers if you want to wear dressier shoes.

Can men wear joggers to semi-formal events?

Yes, but choose your pieces carefully. Opt for dark, well-fitted joggers in premium fabrics, pair them with Chelsea boots or dress sneakers, and add a nice button-up shirt or sweater to balance the casual bottom with a more polished top.