20 Men’s Fall Outfits with Khakis
Fall is the perfect time to bring out your khakis. They have that warm, earthy tone that blends beautifully with autumn leaves and crisp weather. Whether you’re going to work, grabbing coffee, or just walking around town, khakis always seem to fit right in with the season’s cozy mood.
What makes khakis so great is how flexible they are. You can style them for a laid-back weekend or dress them up for a more polished look. In this guide, we’ll explore twenty easy outfit ideas that show just how versatile khakis can be. Each look is simple to put together but stylish enough to make you feel confident and comfortable through fall.
1. Khakis with a Navy Sweater
Pairing khakis with a navy sweater is a classic fall move. The deep blue contrasts nicely with the soft tan shade, creating a balanced and timeless look. It’s perfect for casual Fridays at work, study sessions, or dinner out with friends. Brown loafers or white sneakers make this combo even sharper.
You can also layer a white shirt underneath for an extra touch of polish. When the weather gets chilly, throw on a light jacket and you’re good to go. The mix of comfort and clean style makes this one of the easiest fall outfits to pull off.
2. Khakis with a Denim Jacket
A denim jacket brings a cool, laid-back vibe to khakis. The texture of denim pairs perfectly with the smoothness of khaki fabric, giving you a nice balance. A white or grey t-shirt underneath keeps it simple and fresh.
This outfit works great for weekend hangouts or casual day trips. Add white sneakers or boots depending on your style. The best part? Every guy looks good in a denim jacket, and khakis help tone down its ruggedness in the best way.
3. Khakis with a Plaid Flannel Shirt
Nothing feels more “fall” than a plaid shirt. The mix of red, green, or brown tones complements khakis naturally. Button it up neatly for a tidy look or wear it open over a solid tee for relaxed style.
Finish with leather boots for that outdoorsy edge. It’s the perfect outfit for a walk through the park or a bonfire night with friends. The flannel adds warmth and texture that match the cozy energy of fall.
4. Khakis with a Black Turtleneck
If you want something sleek and modern, a black turtleneck with khakis is a strong choice. The sharp contrast between the two colors gives you a clean, confident look. This combo feels classy but not overdone.
It’s perfect for a dinner date or an evening event where you want to look put-together. Add black leather Chelsea boots and maybe a slim coat for an extra refined touch. It’s simple yet incredibly stylish.
5. Khakis with a Bomber Jacket
A bomber jacket adds a youthful, cool edge to khakis. Go for a dark green or black bomber with a white tee underneath for a relaxed vibe. The mix of tones feels sporty but balanced.
This outfit is great for casual outings or weekend adventures. Complete the look with sneakers or casual boots. It’s a go-to style that’s comfortable and easy without sacrificing appearance.
6. Khakis with a White Oxford Shirt
A white Oxford shirt and khakis make a timeless pairing. It’s crisp, neat, and always looks good. You can wear it tucked in for a polished look or untucked for a laid-back feel.
This outfit suits everything from a meeting to a dinner with friends. Add brown loafers or desert boots for a clean finish. If it’s chilly, throw on a knit sweater or light jacket over it.
7. Khakis with a Grey Hoodie
For an outfit that’s all about comfort, combine khakis with a grey hoodie. The look is simple but stylish, perfect for casual weekends or quick errands. It’s cozy, modern, and super easy to wear.
Sneakers complete the look effortlessly. You can even layer a denim jacket over the hoodie for an extra touch of style. It’s the ultimate mix of comfort and confidence.
8. Khakis with a Leather Jacket
Khakis and a leather jacket make a bold yet balanced pair. The smooth khaki tone softens the edgy vibe of leather, creating a perfect fall contrast. A plain black or white tee underneath keeps it grounded.
Add boots to enhance the rugged touch. Whether you’re heading to a concert or a night out, this outfit strikes that fine line between cool and classy.
9. Khakis with a Crewneck Sweatshirt
A crewneck sweatshirt is one of the easiest pieces to style with khakis. Choose one in a warm tone like olive, maroon, or mustard. The soft fabric contrasts nicely with the crisp khaki pants.
Wear this combo with sneakers for a clean casual vibe. It’s great for travel days, study sessions, or hanging out with friends. You’ll feel relaxed but still put together.
10. Khakis with a Peacoat
A navy or charcoal peacoat adds instant sophistication to khakis. It’s a great option for cooler fall days when you want to stay warm without losing style.
Layer a light sweater underneath and finish with leather shoes or boots. This outfit gives you that polished “city in autumn” look that never goes out of style.
11. Khakis with a Cardigan Sweater
Cardigans bring warmth and personality to fall outfits. Pair a thick knit cardigan with a light shirt or turtleneck under it for cozy style.
Khakis balance out the heavier texture of the cardigan perfectly. Add loafers or boots and maybe a wool beanie for an easy-going but smart look.
12. Khakis with a Hoodie and Denim Jacket
Layering makes outfits interesting, and this combo nails it. Start with a hoodie, add a denim jacket on top, and finish with khakis. It’s practical and stylish at once.
This look is perfect for relaxed weekends or casual nights out. Stick to neutral colors so everything flows naturally. White or grey sneakers complete the outfit easily.
13. Khakis with a Henley Shirt
A Henley shirt gives a rugged yet simple appearance. Try one in dark green or navy for a rich fall feel. It pairs beautifully with khakis for that easy “effortlessly cool” vibe.
You can roll up the sleeves and add brown sneakers or boots. It’s perfect for everyday wear, especially when you want to look neat without trying too hard.
14. Khakis with a Puffer Vest
When the weather starts to cool down, a puffer vest is perfect for layering. Wear it over a long-sleeve shirt or light sweater for both warmth and style.
Dark vests like navy or black add nice contrast to lighter khakis. The outfit feels cozy and practical while still looking crisp.
15. Khakis with a Chambray Shirt
A chambray shirt offers that soft denim look without being too heavy. When paired with khakis, it creates a balanced and versatile fall outfit.
Add suede loafers or boots to polish the look. It’s comfortable enough for daytime wear yet neat enough for casual work settings.
16. Khakis with a Sweater and Scarf
A textured sweater and scarf bring cozy charm to fall dressing. Choose warm tones like rust, brown, or forest green for that seasonal feel.
The scarf not only keeps you warm but also adds a stylish touch. This outfit works great for outdoor coffee dates or evening walks.
17. Khakis with a Blazer
A blazer can instantly elevate khakis. Go for a dark shade like navy or charcoal, and wear a simple shirt underneath. The combination looks clean and professional without feeling stiff.
This outfit is ideal for business-casual settings or dinner events. Add loafers or brogues to round it off with confidence.
18. Khakis with a Graphic Tee
For relaxed days, pair khakis with a simple graphic tee. Choose minimal designs or vintage prints to keep it stylish, not loud.
Sneakers keep the look playful and easygoing. It’s perfect for casual hangouts, errands, or weekend fun without overthinking your outfit.
19. Khakis with an Overshirt
An overshirt, also known as a shacket, is ideal for layering during fall. It’s light enough for movement but warm enough for breezy days.
Pair it with a plain tee and finish with boots or sneakers. Choose shades like olive, rust, or grey to match the season’s mood.
20. Khakis with a Long Coat
When temperatures drop, khakis with a long wool coat create a refined fall outfit. Add a turtleneck or fine-knit sweater underneath for warmth and elegance.
Complete the look with leather boots for that clean city style. It’s simple, timeless, and perfect for colder evenings.
Bonus: Choosing the Right Fit and Color
The key to great fall outfits with khakis is getting the right fit. Slim or straight cuts work best because they look tidy but still comfortable. Avoid overly baggy fits that can look messy.
Color matters too. Classic tan always works, but darker shades like caramel or olive bring extra warmth to your fall look. Go for thicker cotton or stretch twill fabrics that hold shape and keep you comfortable.
Conclusion
Khakis are truly one of the most flexible pieces in a man’s fall wardrobe. They can be styled in so many ways — dressed up, dressed down, or layered for warmth. Each of these twenty outfit ideas shows that khakis can adapt to any setting or mood.
The trick is to mix textures, layer smartly, and stay within the warm tones of fall. So this season, grab your favorite pair of khakis, try a few of these combinations, and step out looking effortlessly confident and stylish.
