While I am certainly loving the return of trousers and skirts for Fall – I will always be reaching for jeans again and again. I’m a jeans girl through and through and I love having a variety of styles in my wardrobe to put together casual outfits especially in the Fall season.
If you’re looking for ways to put together outfits for the forthcoming months using the jeans you have or are looking for some new styles to shop – this post is for you! Lots of cute outfit ideas coming your way for the fall season.
Jeans are of course a staple of my wardrobe year round but even more so in Fall when I start to wear darker washes along with my classic blue jeans. I also am a fan of wearing white jeans in the Fall with white sweaters! I always love a monochromatic look and never tire of casual wear looks featuring jeans.
As we know jeans are so versatile. You can dress them up with a great pair of heels and a dressier top, you can wear them with the most casual of pieces like hoodies and sneakers and you can have them be perfectly casually cool when worn with the right accessories or more tailored pieces.
Today’s post is filled with Fall style ideas – reliable casual outfit ideas on how to wear your casual jeans this Fall and many of these could also be translated and styled for winter outfits, too. Read on for plenty of cute Fall outfits!
Casual Fall Outfit Ideas With Jeans
The Jean That Can Be Business Casual
The most flattering jean ever – this one is high rise and perfectly tailored to pair with more business casual, work outfits. They also look great with a timeless pump. Wearing: Agolde Nico Jeans in size 27.
And is there anything better than a jean paired with a plain white tee? A forever combo that’ll always be in style.
This jean is great for wearing with blazers and more refined jackets as seen here:
Next up we have some color…
The White Jean
White jeans are not just for summer fashion in my opinion! I personally love to wear my white jeans well into Fall – most often in a monochromatic fashion. They pair perfectly with my collection of ivory sweaters.
This year I am loving more off-white denim. I recently picked up this pair in a pretty ecru and they are so good! I took my usual size 28.
With ecru or white jeans you also have the option of adding a classic denim jacket as a light layer.
The Dark Wash Straight Jean
Straight jeans are everywhere this season and I really like them in a dark wash pair to change things up. This is the Agolde Riley jeans in size 28.
I also love pairing this pair of jeans with a black blazer and a pair of Converse sneakers:
Jeans with Knee High Boots or Over the Knee Boots
Always a sleek outfit – add your favorite flat or heeled knee high boots or over the knee boots.
Want to update your look for the season with an on trend style? Try a slouchier boot like these.
Distressed Vintage Straight Jeans
These jeans feel lived in right away. They have a vintage vibe to them and some distressing perfect for casual or weekend wear outfits. I really like Madewell’s distressed styles.
The High Rise Stretch Skinny Jean
For the jean that will hug all your curves, provide some lift and not be too tight – look no further than these that’ll be perfectly dressed up or dressed down. Wearing: Everlane Authentic Stretch High Rise Skinny Jean in size 28.
Even if skinny jeans are less popular now, I still think they make sense with certain casual Fall outfits. And as you always should…wear what you want and what you like!
The Straight Leg Ankle Crop
High rise, fitted and cropped at the ankle with a straight let – the Agolde Riley jeans fit the bill for so many jeans looks in the Fall. I have them in a true blue wash and a dark wash, too. See the rest of the above outfit here: Navy Blazer and Striped Tee.
Check sizing on the various styles of this jean. Some have stretch, some don’t! I wear a size 28 in some styles and a size 27 in other depending on the jean fabric.
Another straight leg style I love is the Levi’s Wedgie Jeans. They hit me right above the ankle and I love them with flats or mules. I’m wearing a size 28.
I also own and love the Wedgie Icon Jeans and the 501 Crop Jeans. All size 28. Levi’s jeans are just so, so good and so well priced.
The Casual Dark Wash Jean
Bring some variety to your jeans outfits with a darker wash jean with some distressing. I love pairing my gray jeans with blazers and ivory knits this time of year.
The Chic Mom Jean
The Levi’s Wedgie Crop Straight Jeans are my mom jeans dreams come true. So flattering and great with a slingback or your favorite pair of pumps, these jeans are super comfy and soft. Wearing Levi’s Wedgie Crop Straight Jeans in size 28.
Or try a similar style:
The Cheeky Jean
The Cheeky Jean lifts your bootie and slims your hips! Wear them with your favorite tee and a pump or slingback. Great if you have a curvier frame. Wearing: Everlane Cheeky Straight Jean in 28.
The Classic Blue Jean
This do-it-all jean will never go out of style. With a high waist you’ll get a flattering fit and it’ll be able to be styled with a myriad of shoe types. I like the Madewell 10inch High Rise Jeans.
The Weekend Jean
With a lived-in wash and ever so subtle distressing, these jeans are made for more casual looks. Wearing: Agolde Nico Distressed Jeans in size 27.
The Classic Black Skinny Jean
No wardrobe is complete without a classic black skinny jean in my opinion. So versatile and I wear mine all Fall & Winter. I love to pair them with my collection of ivory sweaters, a great coat and a favorite shoe. Shop a variety of styles here.
This year I am more into gray washes but I’ll keep my classic black jeans for whenever I want to pull them out.
The Casual Black Straight Jean
A casually – cool mom jean with a high waist and more room throughout the legs. A cropped ankle length makes this pair great with mules, loafers, sneakers or flats. Wearing: Levi’s Wedgie Straight Jeans in size 28. I also have this pair in blue.
The Straight Leg Jean
Hitting longer and below the ankle, this is a on trend style for this fall.
Jeans with a Ball Cap and Blazer
I love the preppy meets tomboy vibes when you combine wearing a plaid blazer with a ball cap and adding a more feminine shoe like a ballet flat.
Wearing above the Agolde Riley in MidRise – size 28.
Jeans with a Trench Coat
For Fall’s rainy days, pair your favorite shoes with a great trench coat. If you need more styling ideas, don’t miss my Cute Trench Coats for Fall post.
With a Lady Jacket
Pairing a lady jacket or knit cardigan buttoned up with a good pair of cropped, high waisted jeans is an easy outfit formula I follow regularly.
With Loafers and a Plaid Blazer
This is one of my most worn outfits every Fall! You can shop my collection of blazers HERE.
With Lug Sole Boots and a Quilted Jacket
Perfect for casual Fall adventures spent making memories outdoors, I love to add a practical, waterproof lug sole Chelsea boot with an oversized quilted jacket and a favorite cashmere sweater.
With a Kitten Heel Mule
This timeless shoe style always looks so elegant and I love to pair it with jeans with a slightly distressed hem that hits at the ankle.
With an Oversized Wrap Coat
As Fall temperatures take a dip, add. a stylish oversized coat atop your favorite casual Fall outfits. Seen wearing this one above in a size Small.
With a Turtleneck
With the return of jeans weather in the Fall comes the return of turleneck weather. Add a turtleneck sweater in a pretty neutral with a gray pair of denim for autumnal vibes. I also really like pairing black and brown this time of year as an alternative. It’s such a chic and timeless color combination.
With Kitten Mules
If you’re like me and often avoid the element of a pop of color, try a tonal look with a wide leg jean and kitten mules.
Even More Cute Casual Fall Outfit Ideas with Jeans
Related: Jenni Kayne Mules Review
Ankle Crop jeans with a Trench Coat and Mules
AGolde Riley Cropped Straight Jeans – size 27
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You can see even more of my favorite jeans here, see all my favorite Agolde jeans here (my favorite denim brand), read a full review of Evelane’s denim here and get the scoop on all my favorite pairs of shoes here.
And when you’ve had your fill of jeans, there’s always a return to leather legging season, too!
Loved all of these! Thank you for all your hard work putting this together! I’ll be referencing this post for my fall outfits 🙂
This comment made my day – thank you for it, Hannah!
Hi! I love jeans too! You look great in all your outfits! I see you’re a fan of Agolde. I’ll have to try them on in-store. The dark pair looks great on you. I have a question. I have tried Everlane once. I bought a washed black pair with the zipper. The pair I bought bagged out really bad after just hours of wear. I see you have the button fly. Do they bag out at all? Thank you for this post. ??
In the styles I own I haven’t had any issue with over-stretching (that drives me crazy!) The Button fly ones are very structured as well!
This is a great post! Lots of good ideas! Thanks!
So glad you enjoyed it! Thanks for letting me know!
Out of all the things I missed during the pandemic, wearing real clothes is definitely high on the list. It’s been so nice to have occasions to get dressed more often.
I love your style btw; it’s the perfect mix of classic and casual.
I agree! It’s been so nice getting dressed again. And thank you so very much!!
This is awesome, thank you! I feel like every fall there’s a new denim cut and shoe in style…would love your take on the 2-3 must have shoes for the fall/winter and which denim cut to pair them with!
Wear what you like! I no longer follow trends and instead just wear what makes me feel good.
You have such great jean style! I’m more inspired to make monochromatic looks this fall.
So glad you liked the post! Thanks so much for taking time to leave a comment!
Hi Meghan, I just wanted to tell you how I love your style! Your blog and Instagram account is the place to go for me when I need inspiration, cheering up… Have a great week!
Aw this made my day – thank you so much!!