23 Easy Jeans-and-Boots Outfits That Always Look Good

One of the winter fashion's most faithful, fail-safe and easy-to-master outfit formulas is a jeans-and-boots combo. Depending on your choice of elements, looks can range from artfully casual to fashion week–ready. But as with all fashionable outfits, trends and styling, the details are constantly evolving—and a combo as enduring as jeans and boots bares no exception.

We've consulted our street style catalogue for all the ways to wear jeans and boots together as we head into 2019. Take special note of Giedre Dukauska's white boots and dark-wash denim (a shortcut to chic); write down the best denim cut for cowboy boots (we guarantee you already have a pair in your wardrobe); and get to know the unlikely denim choice for slouch boots, which goes against our every inner fashion instinct.

Scroll through for 23 foolproof style tips when stepping into jeans and boots.

1. Straight-leg jeans and cowboy boots are a match made in heaven.
Jeans and boots outfits: straight leg jeans and cowboy boots

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Style du Monde

Style Notes: The bottom line is that there's no better denim cut to pair with cowboy boots than a pair of straight-leg jeans. Make sure they're just the right length to artfully overlap the top of your boots so as to not conceal their fabulousness.

2. Cropped denim requires taller boots.
Jeans and boots outfits: cropped jeans and boots

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Style du Monde

Style Notes: We're all here for calf-skimming denim, but just make sure your boots come up high enough so as to not show too much skin (legs always look longest when there's a seamless transition from hem to boot).

3. Heavy-duty flat boots look great with light-wash denim.
Jeans and boots outfits: flat boots and light-wash denim

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Style Notes: There's something brilliantly American high school about Veronika Heilbrunner's denim worn with boots and a cardigan (in the best way possible, obviously).

4. Suede slouch boots work with all your skinny jeans.
Jeans and boots outfits: suede boots and trench coat

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Style Notes: Kate Moss still wears her suede boots with jeans tucked in, so why shouldn't the rest of us?

5. Consider your layering when it comes to thigh-high boots.
Jeans and boots outfits: metallic thigh high  boots worn with skinny jeans

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Style Notes: Thigh-high boots, by nature, have a tendency to dominate an entire outfit. Our tip? Add interest elsewhere with some choice layering.

6. Dark-wash denim and white boots are a shortcut to chic.
Jeans and boots outfits: wearing dark bootcut jeans with white pointed-toe boots

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Style du Monde

Style Notes: You have to tread carefully when it comes to wearing white boots (both metaphorically and literally). Veer away from tacky realms with pavement-grazing dark-wash denim, just like Giedre Dukauska. This outfit is everything.

7. Cowboy boots work well with skinnies, too.
Jeans and boots outfits: Cowboy boots with skinny jeans

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Style Notes: We may have harped on about cowboy boots and straight-leg denim just a few short slides ago, but the key boot style also works well with skinnies tucked in. Just look.

8. Double-up the slouch factor.
Jeans and boots outfits: slouch boots with mom jeans

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Style Notes: We still have a lot of time for slouch boots, which have been sauntering around ever since the autumn/winter 2017 shows. Silence your instinct to pair with slim-fitting denim, and instead opt for mom jeans. Slouch squared.

9. Kick-flares and ankle boots are best friends.
Jeans and boots outfits: Alexa Chung in kick-flare jeans, ankle boots and a bomber jacket

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Style Notes: We're into Alexa's indigo blue kick-flares paired with embellished ankle boots. Nicely done, Chung.

10. Thigh-high boots and super-skinnies were made for each other.
Jeans and boots outfits: thigh high boots and super skinnies worn with a blanket coat

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Style du Monde

Style Notes: Thigh-high boots and paint-on skinny jeans were made to go together. There's really no other way to reach the sassiness level.

12. Soften matchy-matchy vibes with light-wash denim.
Jeans and boots outfits: Matchy matchy with light-wash denim with a blazer and tan boots

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Style Notes: In our opinion, this outfit wouldn't work quite as well with black jeans. Why? Matching your boots with a key outfit piece (in this case, the blazer) can risk looking too "done." Soften the look with some light-wash denim and the results speak for themselves.

13. For look-at-me boots, opt for all-black elsewhere.
Jeans and boots outfits: black jeans and black blazer with printed ankle boots

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Style Notes: If your boots are the star of your outfit (and you intend to keep them that way), wear with head-to-toe black.

14. It doesn't get much cooler than cream denim and cowboy boots.
Jeans and boots outfits: cowboy boots and cream denim

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Style Stalker

Style Notes: Sense the theme yet? Cowboy boots are so versatile. Perhaps their coolest pairing is with double vanilla-hued denim, as seen here.

15. We have a lot of time for snakeskin boots.
Jeans and boots outfits: snakeskin boots and dark denim worn with a parka coat

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Style Notes: Satisfying your animal-print cravings with a pair of snakeskin boots. Pick out tones your boots and match your outfit accordingly, such as with this khaki-green trench and dark-wash denim.

16. Pay attention to proportions.
Jeans and boots outfits: baggy jeans worn with a big jumper and cream ankle boots

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Style du Monde

Style Notes: If your boots fit tightly around the ankle, consider the proportions of the rest of your outfit. Nothing looks better than slim-fit boots with billowy knitwear and denim.

17. Sock boots and baggy jeans are a winner.
Jeans and boots outfits: sock boots and baggy jeans worn with a puffa coat

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Style Notes: Another win for contrasting proportions. Sock boots paired with oversized, baggy jeans never fail to impress. Go the extra mile and pair with a huge puffer for extra style points.

18. Have fun from the waist down, but stay plain on top.
Jeans and boots outfits: patchwork jeans and a t-shirt worn with mismatched ankle boots

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Style Notes: These mismatch boots are genius. If you're looking to copy, just ensure you keep it plain up top.

19. We love white knee-highs with dark denim.
Jeans and boots outfits: white slouchy boots worn with black jeans and a blue fur coat

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Style Notes: Complete with white knee-high slouch boots, a white tee and pale trench coat, this largely pale outfit was crying out to be broken up with some dark denim.

20. Commit to the look in a denim jumpsuit and cowboy boots.
Jeans and boots outfits: denim jumpsuit and cowboy boots

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Style Notes: Instead of being a fair weather cowgirl, get fully committed by rocking a denim jumpsuit with your favourite pair of rodeo-ready boots.

21. Chunky-soled boots and high-waisted jeans are a fail-safe option.
Jeans and boots outfits: flat boots and high waisted denim worn with a biker jacket

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Style Notes: Everyone has a pair of Dr Martens and high-waisted jeans, right? Just throw together for one of the easiest combos in the jean-boot catalogue.

22. Contrast high gloss with low gloss.
Jeans and boots outfits: high gloss knee boots with mom jeans and a white blouse

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Style Notes: High-gloss boots (such as these patent black knee highs) look excellent against casual denim.

22. Don't disregard the mid-calf boots.
Jeans and boots outfits: mid calf snake boots with skinny jeans

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Style Notes: Truth be told, mid-calf boots aren't a key style right now, but when paired with a powerful coat and attention-seeking accessories, they really work.

23. If you're bold enough, let loud thigh-highs fly solo.
Jeans and boots outfits: Loud thigh-high boots with skinny blue jeans and a sweatshirt

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Style du Monde

Style Notes: When it comes to loud thigh-highs, it pays to let them have their moment.

Next up, the spring 2019 trends to know now.

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