What shoes to wear with different styles of pants

In the first part of this two-part series, we tackled how long and short the hems of 9 types of pants should be. The other side of the equation is the constant challenge of what shoes to wear with what pant style. Exactly what shoes should you wear with different styles of pants?

In this updated article featuring shoes you can shop for online right now, we demystify the most flattering shoe-pant combinations. How do you match your shoe styles with your pants?

How do you match pants and shoes?

In this article, you’ll find lots of different pants and shoes pairings that work well together. As with everything in your outfit, you’re aiming to create balance. So, if you’re wearing wide leg pants, for example, you may want to mirror those with chunkier sandals.

You also want to think about how the colors of your pants and shoes work together. For example, wearing similar shades of shoe color to your pants can make your legs look longer.

Should shoes be darker or lighter than pants?

While the traditional way to think about this would be to opt for darker shoes, there really is no right and wrong answer here. A pair of lighter shoes and darker pants can look hip and on trend. For example, you could add a bright pair of pumps with black jeans.

Do I match my shoes with my shirt or pants?

You can go either way with this and match your shoes to your top or your pants. Or, you could match them to neither and instead choose to match with your handbag, or your lipstick. There are lots of options that look great.

Emms @beautifuleveryday_uk above matches her sneakers to the stripes in her t-shirt. You really can’t go wrong matching white sneakers with your blue jeans.

Get her look with this similar top, jeans, sneakers, bag, earrings and cap.

What shoes to wear with patterned trousers?

Choose a neutral shade or match your shoes to part of the pattern on your pants.

Shoe options

Let’s move onto matching some specific shoes with different pant styles that you’re sure to have in your closet.

Below are shoe styles ranging from peep-toe booties to brogues, sandals to slip-ons, which can all be combined with a number of pant styles.

The shoes you have in your closet will very much depend on your style personality.

Dolce Vita Kanika Low Heeled Sandal – Cole Haan Yara Soft Ballet Flats – FLY London Tull Wedge Sandals – SoftWalk Hartley Sandals

Naturalizer Vera Block Heel Sandals – Sam Edelman Bianka Slingback Pumps – LAUREN Ralph Lauren Lanette Pumps – Franco Sarto Carolynn Tassel Loafers

Superga 2750 COTU Classic Sneakers – Cole Haan Zerogrand Meritt Wing Tip Oxfords – Lucky Brand Mofira Woven Peep Toe Booties – LifeStride Blake Boots

You can also wear long boots with your pants

Given that many of you may soon be heading from summer to fall, you may also want to consider pants you can wear with knee-high boots.

Naturalizer Rena Knee High Riding Boots – Steve Madden Lavan Knee High Boots – Sam Edelman Clive Embellished Riding Boots – Free People Woodstock Woven Boots

What to consider when choosing shoes to wear with different styles of pants

Now that you’re thinking about different shoe and boot styles, and which ones you are drawn to, what should you consider when putting these shoes together into a stylish outfit with your pants?

Are there right and wrong options when you choose shoes to wear with different styles of pants?

Karen @styledbykaren above shows off a great peep-toe style that will go with the vast majority of your pants.

Recreate her outfit with this similar top, cropped pants, sandals and sunglasses.

Think about balance

Just as with the rest of your outfit, matching your shoes to your pants is all about balance. For example, if you are wearing wide, flowing palazzo or wide pants you can wear chunkier shoes, while if you have narrow pants, you may wish to mirror this with your shoe or heel style.

Start from the bottom up

You may find it easier to think about your outfit in a different way. Start with your shoe selection and think about which pants will go best.

Rather than considering what shoes to wear with different styles of pants, you’ll then be looking at it from the other way around.

This can be a great way to think of different outfit combinations if you find that you’re bored with everything in your closet and you’re looking for outfit inspiration.

The best shoes to pair with every type of pants

Below you will find plenty of examples of which shoes will go with the pants in your closet.

There isn’t only one style of shoes which will match each style of pants, so there are a selection of options for you to choose from.

Bootcut pants

Bootcut pants are one of the most versatile styles of pants. They look best when they almost touch the floor, yet do not completely cover the entire shoe.

Depending on whether or not you’re going for a dressed up or casual vibe, you have a diversity of options with bootcut pants.

Pointy-toed pumps tend to look very chic when paired with bootcut pants, as do mid-heel height boots and loafer style flats.

Alice + Olivia Stretch Bootcut Pants – Franco Sarto Carolynn Tassel Loafers – Naturalizer Vera Block Heel Sandals – Lucky Brand Mofira Woven Peep Toe Booties – Superga 2750 COTU Classic Sneakers

Greetje @no_fear_of_fashion above (read her style interview here) shows how you can match your shoe color to your pants.

Steal her look this similar sweater, jeans, loafers, handbag, belt and earrings.

Ankle pants

It’s important to remember that ankle pants look best when worn immediately above or right on your ankle bone.

When selecting the right shoes, pairing ankle pants with high vamp shoes (booties, loafers, etc.) is the most flattering approach.

Whether flat, medium, or high-heeled, we certainly recommend trying a diversity of styles, as ankle pants tend to work well with a number of shoe styles.

Boden Straight Crop Satin Trousers – Dolce Vita Kanika Low Heeled Sandal – SoftWalk Hartley Sandals – Sam Edelman Bianka Slingback Pumps – Naturalizer Vera Block Heel Sandals

Shoes for skinny jeans and skinny leg pants

The key to selecting the right pair of skinny leg pants is to remember that the less they bunch around the ankle, the easier it is to create a well-tailored look.

Go for a pair that hits right around or slightly above the ankle bone. Once you have the perfect pair selected, you also have the option of pairing skinny leg pants with a countless number of shoe styles.

Some of our favorite options are strappy sandal heels, pointed toe heels, flats, shorter ankle boots (make sure they fit a bit snugly around the ankle, and you could also opt for knee-high boots).

7 For All Mankind Luxe Ankle Skinny Jeans –Cole Haan Yara Soft Ballet Flats – FLY London Tull Wedge Sandals – Cole Haan Zerogrand Meritt Wing Tip Oxfords – Steve Madden Lavan Knee High Boots

Tanasha @letsrecreatethelook above opts for a chic, neutral look.

Check out this similar top, jacket, jeans, high boots, handbag, earrings and sunglasses.

Boyfriend style pants

The epitome of chic comfort, boyfriend style pants look best with a cuff that hits at mid-calf.

Though the pants can be loose and relaxed, you can create a well-tailored look by selecting a more structured flat or heeled shoe. Jennifer Aniston, for example, often wears her boyfriend jeans with high heels.

Oxfords create an on-trend menswear inspired look and dress up the look. We also recommend pointed toe flats and low key sneakers.

You can wear your boyfriend jeans with heeled sandals and a blazer to elevate a casual look.

rag & bone Dre Baggy Boyfriend Jeans – FLY London Tull Wedge Sandals – Cole Haan Zerogrand Meritt Wing Tip Oxfords – LAUREN Ralph Lauren Lanette Pumps – Superga 2750 COTU Classic Sneakers

Cropped flared pants

The right fitting cropped flared pants should hit anywhere from mid-calf to right above your ankle bone.

When selecting shoes to wear with these pants, we recommend ensuring that you go with a lengthening look (best done with a monochromatic tone) and/or select a shoe that minimizes the flare to create a leaner bottom.

Our top shoe selections are block heels, mules, ankle boots (make sure your pants hit right at or below the top of the boots) and pointed toe heels.

If you go with boots for this look, a matching boot (black-on-black, nude-on-nude, etc.) is the best option to create a streamlined look.

Staud Knack Crop Pants – Dolce Vita Kanika Low Heeled Sandal – Cole Haan Yara Soft Ballet Flats – LAUREN Ralph Lauren Lanette Pumps – Lucky Brand Mofira Woven Peep Toe Booties

Claudia @glamupyourlifestyle above (read her style interview here) chooses a beautiful retro style with her print pants.

Get her look with this similar shirt, pants (another option here), pumps, bag and earrings.

Cropped wide leg pants

Cropped wide leg pants (like cropped flared pants) are quite on trend this season.

Though they can be a challenge to style, the payoff for getting it right is great. The goal is to avoid adding more volume to your bottom.

It’s usually best not to wear ankle straps with this pant style, as it may shorten the leg further. But, if you want to draw attention downwards or you have beautifully slim ankles, this could work, particularly if you choose shoes in the same color as your pants or your want to go for a more edgy look.

Select more dainty looks, such as structured pointy toe pumps, a loafer, and minimal mules.

Ramy Brook Marguerite Crop Pants – SoftWalk Hartley Sandals – FLY London Tull Wedge Sandals – Naturalizer Vera Block Heel Sandals – Sam Edelman Bianka Slingback Pumps

Straight leg pants

Most shoes will flatter the straight leg, so the choice ultimately falls on the tone of the look you’re going for and the type of top you are wearing.

They are fuller than bootcut style pants, and some styles can cover the shoe more so than bootcut style pants.

Our favorite looks are strappy sandals, pointed toe pumps, boots (keep the shaft a bit taller to avoid a bunching look), and low key sneakers.

If Only Studio Pinstripe Cotton-Linen Pants – Dolce Vita Kanika Low Heeled Sandal – Sam Edelman Bianka Slingback Pumps – LAUREN Ralph Lauren Lanette Pumps – Superga 2750 COTU Classic Sneakers

Jona @the50plusgirl above pairs neutral sandals with her suit. A pair of beige sandals will go with everything.

Check out this similar top, blazer, trousers (set here), sandals, bag and sunglasses.

Wide leg pants

Wide leg pants will always look best below the ankle bone and/or skimming the floor. Completely flat shoes can be paired with this pant style, but we definitely recommend ensuring that if you go that route you keep it well tailored.

A very slouchy look is not flattering on all body types, and the casual chic vibe can quickly turn into a sloppy and unflattering look.

Whether you select a very minimal 1-inch heel or 3-inch heels, a bit of height will help create a longer silhouette.

For this look, we recommend block style heels, chunky heels, wedges, and strappy sandals. Pointed toe pumps can work great, as well, just make sure the pants are not so long that the toe of your pump continuously gets caught on the material.

rag & bone Sofie High-Stretch Wide-Leg Jeans – SoftWalk Hartley Sandals – Naturalizer Vera Block Heel Sandals – Superga 2750 COTU Classic Sneakers – LifeStride Blake Boots

Utility pants

If you prefer a more casual look, you don’t have to opt for jeans. A pair of utility pants could also give you the look you want.

You have lots of shoe choices that will go with utility pants. You can choose a casual shoe such as a sneaker or chunky boot. Or you could opt for a dressier shoe to contrast with your pant style.

Abi @stealmystyle40 above shows how you can keep your look casual yet stylish with a pair of sandals teamed with utility pants.

Recreate her outfit with this similar top, pants, sandals, tote and hat.

Citizens of Humanity Agni Utility Trousers – FLY London Tull Wedge Sandals – LAUREN Ralph Lauren Lanette Pumps – Sam Edelman Bianka Slingback Pumps – Superga 2750 COTU Classic Sneakers

Leggings

It’s hard to find a more comfortable pant style than a pair of leggings.

There are plenty of ideas here on how to wear your leggings.

But what shoe style should you opt for?

Statying within a sporty style with sneakers and brogues often works well.

Booties are also a great option with leggings as are ballerinas.

Zella Live In High Waist Leggings – FLY London Tull Wedge Sandals – Superga 2750 COTU Classic Sneakers – Lucky Brand Mofira Woven Peep Toe Booties – Naturalizer Rena Knee High Riding Boots –

Best shoes to wear with jeans

How about the types of shoes you should wear with jeans? Do you need to think about this any differently to wearing shoes with pants?

The short answer is ‘no’. You’ll see above that I’ve featured both jeans and pants. The key is to consider the shape of your jeans in the same way as any other pair of pants. So, think about whether they are skinny, straight, bootcut, boyfriend, wide or cropped and then apply the shoe guidelines to the shape.

You can wear anything from formal shoes with jeans to more casual shoes for women with jeans. The looks you can create are endless.

You’ll find more jeans inspiration in this article on the most flattering jeans for women over 40.

shop the pants and shoes featured above here:

What pant-shoe combination are your struggling to master? What is your favorite pair of shoes to wear with different styles of pants?

Continue reading:

1. The Most Comfortable Heels That Look Hip AND Are Comfortable To Wear
2. Best Shoes With Arch Support – Comfortable Walking Shoes To Walk In All Day!
3. How To Wear Jeans Over 40 – Guidelines And Lots Of Ideas

Like this article on what shoes to wear with different styles of pants? Save it on Pinterest!

Feature Image by Emms @beautifuleveryday_uk

Want to get more articles from 40+style in your inbox, subscribe here.

You can also connect with 40+style on Facebook, Instagram or Pinterest.

Support 40+style by using the links in our articles to shop. As an associate for Amazon and many other brands, we receive a small commission (at no cost to you) on qualifying purchases which enables us to keep creating amazing free content for you. Thanks!