12 Best Footwear Options to Pair With Joggers: A Complete Style Guide

12 Best Footwear Options to Pair With Joggers: A Complete Style Guide

In this guide, we’ll break down the best footwear options to pair with joggers, offering tips on when and how to style each pair.

  1. Running Shoes

  2. Gym or CrossFit Shoes

  3. Plain Canvas Sneakers

  4. Converse Sneakers

  5. White or Black Leather Sneakers

  6. Driving or Boat Shoes

  7. Espadrilles

  8. Tassel Loafers

  9. High Top Sneakers

  10. Chelsea Boots

  11. Slip-On Sneakers

  12. Designer Trainers

Want to look cool and comfy? Joggers + the right shoes = perfect match! 

Think of joggers like your favorite jeans, they work for pretty much everything. 

Just swap your shoes and boom, you're ready for coffee runs or dinner dates. 

Want to know which shoes work best? We can help with that!

Understanding the Jogger-Shoe Relationship

Before we explore specific shoe types, it's crucial to understand the art of pairing joggers with the right footwear. 

Joggers are more than just comfortable pants, they're a style statement

The key? To balance proportions, consider the occasion, and reflect your personal style.

3 Factors to Consider When Choosing Shoes for Joggers

  1. Fit of the Joggers: Slim, tapered, or relaxed fits each work differently with various shoe styles.

  2. Occasion: From gym sessions to dinner dates, your shoes should match the event's dress code.

  3. Personal Style: Your shoe choice reflects your individual fashion personality.

1. Running Shoes: The Ultimate Comfort Companion

Sneakers aren't just for the gym anymore! They're perfect with joggers because they keep that sporty vibe while still looking put-together.

Styling Running Shoes with Joggers

  • Color Coordination: Don't be afraid of bold colors

  • Fit Matters: Ensure joggers have a slight taper to balance the athletic shoe

  • Brands to Consider: Nike, New Balance, Brooks or stylish as in jeans to wear with Jordan’s.

Pro Tip: Match your shoe accents with your top, like picking up a dash of red from your sneakers in your t-shirt.

2. Gym or CrossFit Shoes: Performance Meets Style

Today's athletic shoes are basically fashion pieces that happen to be comfy too.

These are the best shoes to wear with joggers, because modern gym shoes have evolved into fashion statements that work beautifully.

Versatility Beyond the Gym

  • Sleek Designs: Many gym shoes now feature minimalist aesthetics

  • Performance Features: Cushioning and support for all-day wear

  • Brands with Style: Nike Metcon, Reebok Nano, Under Armour TriBase

Styling Insight: Choose shoes with clean lines and neutral colors for maximum versatility.

3. Canvas Sneakers: Timeless Casual Elegance

Canvas sneakers represent the epitome of laid-back cool. Brands like Converse and Vans have defined casual footwear for generations.

Canvas Sneaker Styling Tips

  • Color Spectrum: From crisp white to vibrant colors

  • Texture Variations: Consider different fabric finishes

  • Sockless or Socked: Both options work brilliantly

Fashion Note: Minimalist designs tend to look most sophisticated with joggers.

4. Converse Sneakers: Iconic Street Style

Converse deserves a dedicated section for its great street credibility. Chuck Taylors transcend mere footwear, they're a cultural icon.

Converse Pairing Strategies

  • High-Top vs. Low-Top: Both styles complement joggers

  • Color Psychology: Classic white, black, or bold statement colors

  • Outfit Combinations: Perfect with fitted tees, hoodies, and light jackets

Style Hack: Roll your joggers slightly to showcase the shoe's silhouette.

5. Leather Sneakers: Polished Casual Sophistication

White and black leather sneakers make the perfect combination of comfort and elegance. These shoes elevate joggers from casual to smart-casual in an instant.

Leather Sneaker Selection

  • White Leather: Universally flattering

  • Black Leather: Adding depth and sophistication

  • Texture Variations: Smooth, perforated, or subtle pattern details

Occasion Versatility: Transition from coffee dates to casual work meetings.

6. Driving and Boat Shoes: Preppy Refined Touch

Want to dress up your joggers? Try boat shoes or drivers, they add a classy but laid-back touch that works surprisingly well.

Styling Boat and Driving Shoes

  • Material Choices: Suede, leather, canvas options

  • Color Palette: Neutral tones work best

  • Fit Considerations: Pair with tailored, chino-like joggers

Seasonal Tip: Particularly stunning during spring and summer months.

7. Espadrilles: Summer Footwear Perfection

Lightweight and breathable, espadrilles are the summer's most comfortable shoe option. They transform joggers into a beach-ready, relaxed ensemble.

Espadrille Selection Criteria

  • Fabric Choices: Canvas, cotton, leather variations

  • Color Recommendations: Neutrals like beige, navy, light gray

  • Pairing Principle: Slim, tapered joggers work best

Vacation Styling: Perfect for beach days and summer hangouts when you want to look sharp but stay casual and still have the best guy’s fashion look.

8. Tassel Loafers: Unexpected Elegance

Tassel loafers might seem unconventional with joggers, but they create a bold, fashion-forward look. Break traditional style rules with confidence.

Loafer Styling Strategies

  • Material Selection: Leather, suede, mixed textures

  • Color Dynamics: Burgundy, tan, classic black

  • Jogger Compatibility: Choose streamlined, chino-like cuts

Confidence Tip: Own the unexpected combination with attitude.

9. High-Top Sneakers: Urban Edge Defined

High-top sneakers make  an undeniable street-style element to jogger outfits. They represent the intersection of athletic wear and fashion.

High-Top Pairing Techniques

  • Brand Diversity: Nike, Adidas, Converse, Vans

  • Color Strategy: Neutral joggers with statement shoes

  • Styling Approach: Embrace the urban, contemporary aesthetic

Trend Alert: Perfect for music festivals, art events, and street-style photography.

10. Chelsea Boots: Modern Metropolitan Style

Chelsea boots offer a surprisingly great jogger pairing. They transform your outfit from casual to effortlessly chic.

Chelsea Boot Selection

  • Leather Variations: Smooth, matte, textured finishes

  • Color Options: Black, brown, burgundy

  • Fit Principle: Slim joggers maintain a clean silhouette

Evening Transition: Excellent for moving from day to night events.

11. Slip-On Sneakers: Minimalist Comfort

Slip-on sneakers provide a clean, uncomplicated approach to jogger styling. Simplicity becomes the ultimate sophistication.

Slip-On Styling Insights

  • Material Choices: Leather, canvas, textured fabrics

  • Color Palette: Solid, understated colors

  • Versatility Factor: Works across multiple settings

Travel Recommendation: Ideal for comfortable, stylish traveling and for times where you don't know what to wear with joggers.

12. Designer Trainers: Luxury Meets Casual

High-end designer trainers represent the pinnacle of casual luxury. These shoes make a definitive style statement.

Designer Trainer Selection

  • Luxury Brands: Balenciaga, Common Projects, Golden Goose

  • Design Elements: Unique silhouettes, premium materials

  • Styling Principle: Let the shoes be the focal point

Fashion Insider Tip: Invest in quality over quantity.

StudioSuits: Elevating Your Jogger Game

At StudioSuits, we understand that style is deeply personal. 

Our custom-tailored jeans are designed to complement every shoe style, ensuring you look and feel your absolute best. 

Whether you're hitting the gym, going out for a casual dinner, or exploring the city, our jeans provide the perfect foundation for your unique style.