21 Outfits With Bootcut Jeans (With Style Advice for 2024)

Bootcut jeans outfits
Photo collage: lookbook/@miamiyu, lookbook/@jeannette

We’ve seen the skinny jeans style disappear, and looser styles are coming back into the limelight throughout the last few years. One style in particular that caught our attention is the bootcut jean!

You may remember bootcut jeans from the late 1990s and early 2000s. These casual pants offered a looser silhouette and straight-leg style too. They follow a similar design to flared jeans. However, bootcut styles are much more subtle and better for everyday fashion.

If you are interested in switching up your pants, these loose jeans may be perfect for you. Keep reading to find out more about this style and some on-trend bootcut pants outfits too!

Are Bootcut Jeans Still in Style in 2024?

Bootcut jeans are back with a vengeance! Whether you’re researching current trends or not, these pants should already be on your radar. With 2000s trends becoming popular on Tiktok and Instagram, we’ve seen a resurgence of old styles coming back to the forefront of fashion.

One of the reasons bootcut jeans are so popular is that they’re incredibly versatile. Denim is already a popular fabric to mix and match with different styles, but due to the laidback bootcut style, you can wear these jeans on any occasion and with most style aesthetics.

What Body Type Do Bootcut Jeans Suit Best?

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Many stylists suggest bootcut jeans best suit those with “pear” shaped bodies. Pear shape refers to any woman with a larger hip area. These jeans are often tight around the hip and upper thigh area, and then they flare out by the ankles. This balances your silhouette and compliments your figure.

Many women love bootcut pants because of their subtle flare effect; it is very slimming to many body types and can even make petite women look slightly taller.

Bootcut styles are most popular with high-waisted designs as these also emphasize your waist, but you can find some low-rise options as well for an authentic 2000s look.

Favorite Ways to Style Bootcut Jeans

Styling bootcut jeans is an easy task. Since these pants are one of the most versatile types, you can do whatever you want with them! That being said, there are some key styles you should try if you want to achieve a refined bootcut outfit.

A popular day-to-day style for bootcut jeans is a minimalist approach. As these jeans have a slimming effect, you can pair them with a well-fitting t-shirt or jumper in a neutral color and let the silhouette of the jeans do the talking. This also works well with minimal makeup and some heeled boots too.

If you want to try an office-ready style, pair your bootcut jeans with a feminine blouse and some heels for a smart-casual approach. It’s best to opt for black denim for the office as some workplaces may not appreciate you turning up in laidback blue jeans!

Want some more outfit inspiration? Scroll to see 21 bootcut outfit ideas!

What to Wear With Bootcut Jeans

There are some key staple garments that will always match these jeans. If you plan on integrating the bootcut style into your everyday wardrobe, make sure you invest in some of these pieces for easy styling.

What Top Suits With Bootcut Jeans?

A popular top style to pair with these pants is a halterneck top.

You can find these in cropped and longer styles, and they’re great for capturing the 2000s vibe. If you have high-waisted bootcut pants, you may want to add a cropped halterneck. However, if your jeans are low-rise, a longer halter might be more comfortable.

Best Shoes to Wear With Bootcut Jeans

Some bootcut jeans are designed with longer hems to accentuate the flared shape. This is great, but for those who don’t want to drag the end of their jeans along the floor, heels are a good shoe option.

Heeled boots are best for street style looks as they can look casual. However, we have to admit that chunky wedge sandals also look great with blue bootcut jeans.

21 Bootcut Jeans Outfits

Never get stuck when styling bootcut jeans again! Here are our top outfit combinations for these signature pants.

1. Ripped Bootcut Jeans

Photo: fashionjackson.com

A benefit of wearing denim is that the fabric is highly durable. Not only does this make jeans a long-lasting garment, but it also allows them to look cool when ripped too. Ripped bootcut jeans are a perfect way to add some edge to your style.

2. Classic Look With Bootcut Jeans

Photo: ladyinviolet.com

Want to embrace denim but still look feminine and classic? Try buying bootcut pants in a dark navy shade and pair them with a black top for a cohesive look. Make sure the top has feminine details like off-the-shoulder details to ensure you have a timeless outfit.

3. Knitwear And Bootcut Jeans

Photo: sydnestyle.com

While you can dress bootcut jeans up and pair them with a crop for party events, you can also dress them down with a statement knitwear piece. Long Sleeve knits are most popular, and you can try tucking them in for extra styling points.

4. Casual Outfit For Lunch

Photo: rekaystyle.blogspot.com

Jeans are a great option if you’re off to a casual lunch with your friends. A fun and flirty ruffle top in a bright color will complement the jeans and give you an elegant overall look. Match the color of your top and bag for a consistent style.

5. Bootcut Jeans With Winter Coats

Nothing pairs better than well-tailored winter coats and figure-hugging denim. While these jeans work with standard winter coats like puffers or trench coats, a blazer-style coat is the best for a sleek outfit.

6. Bootcut Jeans With High Heels

Photo: honeywerehome.com

Heels are an ideal pairing with these pants as they make your legs look even longer! If you’re a fan of patterns, pair some animal print heeled pumps with these jeans for a flirty and fun outfit. These work best with blue or navy-colored jeans.

7. How To Wear Bootcut Jeans To Work

Photo: tovogueorbust.com

Bootcut jeans can work well in the workplace, but you should make sure your outfit isn’t too loud.

Most workplaces allow casual denim now, so try pairing your pants with neutral colors like gray, cream, or beige. If you want to add a pop of color, try layering a bright shirt under a pullover for a subtle effect.

8. Business Meeting Outfit With Jeans

Want to walk into a meeting and own it? Bootcut jeans are your best friend. Match a tailored blazer with the pants and layer it over a feminine blouse. Keep the outfit monochrome with dark heels and swoop your hair into a high pony for a sophisticated style moment.

9. Modern Work Attire With Bootcut Jeans

Photo: stylishlyme.com

Not all offices indeed require us to wear business-casual clothes now. If you’re lucky enough to work in a business that allows you more choice over your outfits, bootcut jeans are stylish and comfortable in the workplace. Add a tailored blazer and shirt to complete the workwear style.

10. Business casual in bootcut jeans

Photo: hisugarplum.com

Unlike more rigid workplace dress codes, business casual lets us play around with color and print. If you’re a fan of bold colors, you can spice up your denim outfit with a bright blouse like in this photo.

11. Hippie Style Outfit With Bootcut Jeans

Photo: upbeatsoles.com

Hippy and boho styles are perfect for the bootcut jean styles. You may usually associate these aesthetics with more dramatic flared jeans, but a casual bootcut works well. Add a fringe bag, a loose tee, and some hippy patterns for a complete boho outfit.

12. Casual Sweater With Bootcut Jeans

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If you want an everyday look that you can wear to college or the mall, invest in a good-quality sweater to pair with your denim pants. This outfit works best when the sweater is oversized and the pants are cropped, as this plays out the silhouette nicely.

13. Bootcut Jeans And Boots

Unsurprisingly bootcut jeans were designed to be paired with… boots!

If you want to wear these pants with boots, try opting for a colorful boot to create a contrast. We love square toe boots, so make sure these are on your list for the new year.

14. Blue Jeans And A Feminine Cardigan

Photo: strawberriesnchampagne.com

The street style gives us a chance to experiment with clothes, so why don’t you mix your dainty cardigans with these on-trend trousers? Though they don’t always go together on paper, this duo looks great for a city-ready outfit.

15. Plus Size Bootcut Outfit

Photo: themomedit.com

If you want to embrace your curves, pair these complimentary jeans with a simple black turtleneck and a chic blazer. This style is on-trend, and it can be worn to a range of different events too!

16. Alternative Denim Colors

Denim is indeed most popular in the light blue color, but alternative colors can be very effective too. Think copper and burgundy! Make sure you grab some denim in these shades to be ahead of the trend.

17. Embrace Beige

Photo: cyndispivey.com

Beige is a color that’s been on the hot list for a year now, and it’s not going away anytime soon. For a timeless look, keep your top, shoes, and accessories shades of beige, and let the blue denim do the talking.

RELATED: 11 Perfectly Matching Accessories For Jeans

18. Add Some Flannel

Photo: cristincooper.com

Flannel or plaid shirts appear in many of our lists, but for a good reason! Like the jeans, these shirts are easy to mix and match, so buy some now if you haven’t got any already.

19. Swap You Jackets For Long Cardigans

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There’s nothing like some extra comfort. With that in mind, why don’t you swap any structured jackets for long and cozy cardigans?

These work well with bootcut jeans as they’re both laidback pieces, and you can add some structure with sandals, heels, or chunky boots!

20. Layers, Layers, Layers!

Since these jeans give you an attractive flared silhouette, you can play with this by adding extra layers. Whether you opt for a knitted vest or a shirt, different fabrics, textures, and lengths will make your pants outfit more interesting.

21. All Black Outfit

You can’t go wrong with an all-black look. This complements all figures, looks sophisticated, and you don’t need to put too much thought into styling it. If you want to add extra detail, opt for black and white patterns or shades of gray.


The new year is an ideal time to clear out your wardrobe and replace older items with new and improved pieces. This is a sign of getting rid of any old and tatty skinny pants and investing in different styles instead!

Whether you pick loose bootcut jeans or ones with larger flares, there are many different outfit combinations you can create with them.

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