I absolutely love the effortlessly chic look of bootcut jeans. There’s just something about the slight flare at the bottom that creates such a flattering silhouette. Bootcut jeans outfit ideas seem endless, with options for dressing them up or down for any occasion.
In this blog post, I’ll share 22 of my favorite casual outfits with bootcut jeans. You’ll find ideas for tops, shoes, and accessories to pair with bootcut jeans for a variety of stylish looks. I’ll also provide my personal recommendations for how to style bootcut jeans based on what I find most flattering.
Whether you’re looking for a daytime outfit, night out look, or something in between, I’ve got you covered with these bootcut jeans outfit ideas. Let’s dive in!
1. Light Button Up Shirt & Dark Bootcut Jeans
I love the contrast of a light button up shirt paired with dark bootcut jeans. It creates such a sharp, polished look. For this outfit, go with a light blue button up shirt tucked into a pair of dark wash bootcut jeans.
I recommend styling the jeans with black ankle boots to elongate your legs. The boots also dress up the look a bit for a chic daytime outfit. This is one of my favorite casual outfits with bootcut jeans for running errands or meeting up with friends during the day.
2. White Flowy Top & Black Bootcut Jeans
A flowy white peasant top looks amazing with black bootcut jeans for an effortlessly stylish look. Tuck just the front of the top in to define your waist a bit while still keeping some flow and movement.
Of course, you’ll want to style the black jeans with black ankle boots. I love the monochromatic look from head to toe. It creates such an elongating effect. This bootcut jeans outfit works perfectly for a casual dinner out or date night.
3. Animal Print Top & Bootcut Jeans
Animal print is a neutral in my book, meaning it truly goes with everything! For this look, pair a leopard or snake print top with your favorite bootcut jeans. I prefer a sleeveless style in the warmer months.
Finish the outfit with platform sandals to give you a bit of added height. Platform shoes are the perfect way to make bootcut jeans more stylish. I find this to be such a fun and flirty bootcut jeans outfit for weekend activities like brunch.
4. Tube Top & Bootcut Jeans
For hot summer days, a simple tube top looks so chic with bootcut jeans. Whether you opt for black, white, or a pop of color, this outfit combination is effortlessly stylish.
I recommend pairing strappy heels with this look to really dress it up. The heels elongate your legs for a super flattering silhouette with the bootcut jeans. This outfit works perfectly for summer parties, weddings, or nights out on the town.
5. Denim Jacket & Bootcut Jeans
You can never go wrong with double denim! A medium or dark wash denim jacket looks amazing with a lighter pair of bootcut jeans. I love how the raw hem of the jacket contrasts with the clean look of the jeans.
For this denim-on-denim outfit, silver ankle boots add the perfect metallic touch. The gray tone of the boots prevents the look from feeling overly matchy-matchy. It’s one of my go-to casual outfits with bootcut jeans for weekend activities.
6. Black Bootcut Flare Jeans & Black Crop Denim Vest
Cropped denim vests have made such a comeback lately and they look absolutely amazing paired with black bootcut jeans. Go for a high waisted pair to accentuate your curves.
I recommend a frayed hem denim vest in a light or medium wash. Pair it with black strappy heels to let the flared jeans really shine. This outfit works perfectly for a night out dancing with friends.
7. Graphic Tee & Bootcut Jeans
Dress down your bootcut jeans with a graphic tee for the ultimate casual outfit. Go for a band tee, pop culture reference, or punny phrase that shows off your personality.
Keep this outfit comfortable with white sneakers like Converse or Vans. This is my go-to for running errands or casual weekend activities when I still want to look stylish but don’t want to wear anything too dressy.
8. Tweed Blazer & Bootcut Jeans
Give your bootcut jeans outfit a sophisticated upgrade with a colorful tweed blazer. I love the texture contrast of the thick tweed fabric paired with the sleek denim jeans.
Go for an autumnal color palette like mustard yellow, olive green, or burnt orange. Finish the outfit with brown ankle booties and you have the perfect stylish outfit for attending weddings or events in the fall.
9. Off-Shoulder Bodysuit & Bootcut Jeans
An off-the-shoulder bodysuit instantly elevates basic bootcut jeans into a going-out outfit. I love the sultry shoulder-baring look contrasted with the casual jeans.
For shoes, opt for barely-there sandals with skinny stiletto heels. The dainty shoes balance out the volume of the flared jeans. I also recommend adding a clutch bag. This entire outfit combination is perfect for cocktails or a night out dancing.
10. Denim Jacket, Bootcut Jeans, Handbag & Sunglasses
I absolutely love an all-black outfit paired with light wash denim as a neutral pop of color. Go for a classic denim jacket with distressed details layered over a black turtleneck bodysuit and black bootcut jeans.
Finish this look with black platform ankle boots or shoes. I also recommend adding a black designer handbag like the iconic Chanel flap bag. And don’t forget your go-to pair of black sunglasses! This outfit works for any occasion, from brunch to running errands.
11. Oversized Ribbed Sweater & Bootcut Jeans
As soon as the weather turns cool, I can’t wait to break out cozy oversized sweaters. An oversized ribbed sweater looks so chic tucked into bootcut jeans. Play with proportions by choosing an extra long sweater style.
I love the look of gray paired with black jeans and accessories for a tonally complementary outfit. Finish with black platform ankle boots. And add a pop of color with a bright red shoulder bag! This outfit is perfect for transitional weather when you need light layers.
12. White Turtle Neck & Black Bootcut Jeans xxx
A white turtle neck bodysuit makes a perfect crisp, winter base layer to pair with black bootcut jeans. Tuck the bodysuit in to accentuate your shape.
I recommend completing this wintery outfit with beige or tan ankle boots. The neutral boot color allows the black and white top and jeans to really stand out. It’s such a sharp, sophisticated monochromatic look perfect for any winter occasion.
13. White Sleeveless Top & Blue Bootcut Jeans
White tops are perfect for summer and this sleeveless style looks gorgeous paired with classic blue bootcut jeans. I love the bright, summery vibe of this outfit combination.
Since this look shows a decent amount of skin, go for dressier shoes like bold stiletto heels. The heels balance out the volume of the jeans for a leg-lengthening effect. It’s the ideal summer outfit for daytime weddings or special occasions.
14. Knitted Sweater & Bootcut Jeans
An oversized knit paired with bootcut jeans creates such a stylish but cozy outfit. Play with textures by choosing a cable knit or open knit sweater style.
Then pair with suede ankle booties for a rich, seasonal look. This outfit combination works perfectly for casual winter activities like apple picking or taking a hay ride.
15. Oval Sunglasses, Blazer, T-Shirt & Bootcut Jeans
Channel 90s super model vibes with this outfit combo of oval sunglasses, a black blazer, white tee, and light wash bootcut jeans. The oval sunglasses really give it that retro aesthetic.
I recommend finishing the look with simple thong sandals to keep things casual. This outfit is great for attending outdoor music festivals or spending a day shopping around town. The bootcut jeans ensure you’ll be comfortable all day long.
16. Shaggy Faux Fur Coat, Halter Top & Bootcut Jeans
When temperatures really drop, a shaggy faux fur coat instantly elevates any outfit. For this look, layer a black faux fur coat over a black halter bodysuit and dark bootcut jeans.
Finish with black leather mules and a black shoulder bag so the texture of the faux fur can really stand out. It’s such a glamorous wintery outfit for a night out on the town. The bootcut jeans keep everything comfortable as you go about your evening.
17. Colorful Cardigan, Tank & Bootcut Jeans
Colorful crochet and knit cardigans are so popular this year and instantly add a fun pop to any outfit. Layer a brightly colored open knit cardigan over a simple black tank top and blue bootcut jeans.
I recommend completing the look with black ankle boots to allow the colors of the cardigan to stand out. It’s such a vibrant, artsy outfit combination that works perfectly for gallery openings or creative events.
18. Denim Shirt & White Bootcut Jeans
A denim button down shirt looks amazing paired with white bootcut jeans. I love the contrast of the texture of the denim shirt with the crisp white jeans.
For shoes, go with classic pointed white pumps. The white shoes seamlessly blend into the white jeans to create the illusion of longer legs. This outfit is perfect for summer weddings or special occasions like bridal showers.
19. Coat, Turtleneck & Bootcut Jeans
When winter weather hits, this outfit combination of a wool coat, black turtleneck, and bootcut jeans is my cold weather uniform. Choose an oversized coat for plenty of layering room.
I recommend finishing the outfit with black leather belt, black leather ankle boots, and a colorful scarf for a pop of color. It’s such a stylish way to stay warm and cozy all winter long while running errands or commuting around town.
20. Leather Vest, Button-Down & Distressed Bootcut Jeans
Give your outfit an edgy upgrade with a black leather vest layered over a white button-down shirt and distressed bootcut jeans. I love the contrast of the sleek leather vest with the destroyed denim.
Complete everything with brown leather loafers for a sophisticated touch. This outfit works perfectly for art gallery openings or a nice dinner out with friends. The bootcut jeans keep everything comfortable enough for an evening on the town.
21. Sweater Dress & Cowboy Boots
My favorite way to style bootcut jeans in the winter is pairing them with a turtleneck sweater dress and cowboy boots! The sweater dress keeps your top half warm while the jeans cover your legs. Cowboy boots pull everything together for the perfect winter outfit.
I love to add fun accessories like a colorful beanie and scarf. You’ll be stylish and cozy all season long in this outfit. It’s great for winter activities like ice skating or spending a night under the stars by a bonfire.
22. Kimono Cardigan & Bootcut Jeans
Finish off your favorite tank or crop top and bootcut jeans outfit with a breezy kimono cardigan. Choose one in a vibrant print or color to complement the tank top.
I recommend strappy sandals to show off your feet and keep things casual. It’s such a comfortable and stylish summer outfit. The bootcut jeans provide enough coverage if you get chilly in the evening. Wear this outfit anywhere from summer BBQs to outdoor concerts.
Conclusion
As you can see, bootcut jeans outfits ideas are truly endless! With the right combination of tops, jackets, sweaters, shoes, and accessories, you can style bootcut jeans for any occasion and look effortlessly stylish.
I love how flattering bootcut jeans are on all body types thanks to the slight flare at the bottom. Whether you prefer to wear them dressed up or down, bootcut jeans always look chic!
So next time you put on your favorite pair of bootcut jeans, reference this article for outfit inspiration. Try out some of my recommendations to look and feel your best. Most importantly, have fun getting creative mixing and matching pieces to come up with your own perfect bootcut jeans outfits!