Casual Fall Outfit Ideas With Jeans

October 23, 2025

Fall Outfit featuring Veronica Beard Blazer, Agolde Straight Leg Jeans, Manolo Blahnik Ballerina Flats

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 putting together casual fall outfit ideas with jeans using a variety of styles in my wardrobe.

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 also 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.

Don’t miss my Wardrobe Staples Guide over on The Noteworthy Edit.

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. So, read on for plenty of cute Fall outfits!

Casual Fall Outfit Ideas With Jeans

J.Crew Fall Outfit

With a rollneck sweater + Ankle Boots

I love chocolate brown paired with denim this year. Seen above wearing the following from J.Crew: Rollneck Sweater (size S)  Midrise Jeans (size 28) + Stevie Ankle Boots.

Sezane Plaid Blazer | Casual Fall Outfit Ideas With Jeans

Jeans and a Oversized Plaid Blazer

Such an iconic Fall outfit that’s easy to style with items you likely already have sitting in your closet. The plaid is the perfect preppy element for the season. 

Seen styled with the Staud Wally boots I got last Winter pair so well with straight leg jeans. They also have a variety of styles and colors of the silhouette for this year!

Wearing Ecru jeans with Sezane knit and Inez boots.

The Ecru Jean

This year I am loving more off-white denim. I also like to style mine in a more monochromatic fashion usually. Wearing a Sezane knit and Inez boots above. 

With ecru or white jeans you also have the option of adding a classic denim jacket as a light layer.

Wit Whimsy in Barn Jacket, V-neck sweater, straight leg jeans, shoulder bag, suede boots, and ball cap.

Barn Jacket + Ball Cap

Casual, off duty style for fall personified. 

Above I’m wearing the following from J.Crew: Barn Jacket (size M) + V-Neck Cashmere Sweater (size L) + Straight Leg Nipped Jeans (size 28) + Berkley Small Shoulder Bag + Suede Square Toe Boot + Ball Cap.

Fall Outfit Ideas with Jeans: Barbour Beadnell Jacket

With a Barbour Jacket

An iconic style to pair with your jeans all Fall long. Wearing this Barbour in a US 8. And I also own this classic Barbour jacket style.

Wit Whimsy wearing Sezane Christie Blazer, jeans, and black blazer

With casual sneakers

I like the juxtoaposition of a blazer with sneakers and jeans. Wearing above this Sezane blazer (size 6) and these La Ligne Jeans. And these Veja sneakers.

Agolde Riley Jeans and Bash Paris Jacket Fall Style

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 jean in size 28. Seen with this Bash Paris jacket and my favorite Chanel Ballet Flats.

I also love pairing this pair of jeans with a black blazer and a pair of Converse sneakers:

Whit Whimsy wearing jeans with a black blazer and converse leaning against a restaurant outdoor wall

Sezane Navy Blazer, Agolde Riley Jeans, Alex Mill Striped Tee and Margaux Mules

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. 

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. I would recommend sizing up if in between sizes!

Wearing fall outfit ideas with jeans: silk blouse, blazer, and high-rise straight leg Reformation jeans.

Business Casual with Jeans

This is a current go-to style for me. It’s versatile, on trend but not too out of my comfort zone.

Wearing above this silk blouse (M), this amazing blazer I can’t recommend enough (6) and these Reformation jeans that are a great high rise straight leg jean (sized up twice to a 29 as they run quite small!)

Whit Whimsy wearing a Levi's Wedgie Jeans Fall Outfit

Tweed Jacket + Jeans

I love wearing a little tweed jacket with a favorite pair of Levi’s like the 501s. Seen styled with the Sarah Flint Natalie Flat

Levi's Wedgie Crop Straight Jeans paired with a white button-down.

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. I’ve worn these for nearly ten years!

Paring your jeans with a white button down is a combination you can never go wrong with.

Wearing my favorite Sézane Tomboy Button Down. I sized up to an 8 in this style.

Or try a similar style of mom jeans:

Fall Outfit Ideas with Jeans: Everlane Drape Trench and Everlane Cheeky Straight Jean

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 Wide Leg Jean

The Wide Leg Jean

This silhouette is back in a big way this year. I eased into it with the Agolde Ren jeans (size 28).

I now own three colors! The dark Hush color being my newest acquisition. 

Here’s how I’ve dressed them up:

The Barrel Leg Jean

Fall Outfit Ideas with Jeans: Madewell Darted Barrel Leg Jean

The Barrel Leg Jean

A very of-the-moment style, the barrel leg jean is on trend and very street style born. I think they can be dressed up or dressed down but the shoe you pick really matters. 

Wearing above the Madewell Darted Barrel Leg Jean in size 28.

Wearing the Agolde Arc jeans.

Similar to a barrel jean, the Agolde Arc jeans also have an exaggerated leg. Wearing a size 28.

Sarah Flint Natalie Bow Flat in Nude with Black Skinny Jean

The Classic Black Skinny Jean

This year I am more into gray washes but I’ll keep my classic black jeans for whenever I want to pull them out. I know this style will come back in style soon.

Fall Outfit featuring Veronica Beard Blazer, Agolde Straight Leg Jeans, Manolo Blahnik Ballerina Flats

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.

Wit Whimsy wearing MM.LaFleur Textured Tweed Jacket and Silk Tank

With a Tweed Jacket and Silk Tank

Top your favorite jeans with a textured tweed jacket and silk tank. I think a good silk tank is an excellent Capsule Wardrobe Basic. I have them in both black and white and some with lace and some without lace.

The jacket shown here is from M.M.LaFleur.

Fall Outfit Ideas with Jeans: lady jacket or knit cardigan buttoned up with a good pair of cropped, high waisted jeans.

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.

Alex Mill cardigan pairs perfectly with jeans and Chanel ballet flats

Cardigan Jacket

Similar to a lady jacket a cardigan knit jacket this one from Alex Mill pairs perfectly with jeans and Chanel ballet flats.

Fall Outfit Ideas with Jeans: Gucci Loafer and a Plaid Blazer

With Loafers and a Plaid Blazer

This is one of my most worn outfits every Fall! You can shop my collection of blazers HERE.

Above I am wearing the oh so timeless Gucci horsebit classic loafer, too seen below. Similar look for less.

Wearing the Sezane Brut Sexy Jeans

With a Mary Jane

The Sezane Brut Sexy Jeans are a great skinny-meets-straight jean from the Sezane fall collection. If you want to venture into more straight leg from skinny – definitely try these. 

Shop My Sezane Fall Collection Favorites

Paris Fall Outfit in the Palais Royal Gardens featuring Gucci loafers and a striped sweater by LaLigne and blazer

With an Oversized Wool Blazer

The new Sezane Jack Jacket is so good. Part outerwear, part blazer and so chic. Wearing a size 6. 

For a bit of Parisian flare, add a striped knit underneath. And consider adding a sheer sock with your loafers.

Fall outfit ideas with jeans: suede mules, silk cashmere sweater, and an on-trend shoulder bag.

With a Slingback

An easy way to elongate your leg and give yourself a slimmer silhouette, pair a slingback with your favorite jeans that hit at or just above the ankle.

Wearing above theses suede mules (size down half a size if in between sizes), this silk cashmere sweater that is so versatile (size L) and this on trend shoulder bag.

Gucci loafer mules paired with an ankle crop jean.

With a mule

These Gucci loafer mules pair so well with an ankle crop jean.

I sized up a half size. A similar affordable style.

Wearing Lug Sole Boots and a Quilted Jacket

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

Fall Outfit Ideas with Jeans: Kitten Heel Mule

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.

Wearing Agolde Jeans and cropped jacket

Dark Wash Jeans and Sheer Socks

A chic way to wear your favorite dark wash jeans and loafers is to add a sheer sock

Above, I am wearing the best little cropped jacket. Size M.

Fall Outfit Ideas with Jeans: Oversized Wrap Coat

Oversized Wrap Coat

As Fall temperatures take a dip, add. a stylish oversized coat atop your favorite casual Fall outfits. Seen wearing this & Other Stories coat.

They do such good coats! I size down to a Small in nearly every style I own from them. I own this coat in both black and navy and they are hands down my most worn Fall and Winter Coats.

Fall Outfit Ideas with Jeans: Cashmere Turtleneck

With a Turtleneck

With the return of jeans weather in the Fall also comes the return of turtleneck weather. Add a turtleneck sweater in a pretty neutral then 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.

Jenni Kayne has some beautiful turtleneck styles and code MEGHANDONO10 will get you 10% off.

Wit Whimsy wearing La Ligne Striped Sweater and jeans.

With a striped knit

This La Ligne sweater (M) I love so much I now own three pairs well with my favorite denim. 

Code MEGHAND10 for 10% off your first La Ligne order. 

Wit Whimsy wearing Sezane Trench Coat and jeans.

With a trench coat

An iconic combination of course.

This classic Sézane Scott Trench Coat that’s beautifully made and so timeless and pairs so well with jeans. Wearing size 6.

If you need more styling ideas, don’t miss my Cute Trench Coats for Fall post.

Wit Whimsy wearing Toteme quilted jacket

With a quilted jacket

Easy and effortless to throw together this athleisure-inspired look. Wearing above this Toteme quilted jacket (size S). And also dark wash Agolde Riley jeans (size 28).

Wit Whimsy wearing Everlane Link Stich Sweater

With a leather jacket

I always love the leather and denim combo. 

If you’re looking for a good investment of real leather, I suggest this Madewell leather jacket or this Sezane leather jacket

Wit Whimsy wearing classic car coat from Sezane.

With a car coat

A classic car coat will always pair well with jeans. I also recommend sizing up in this Sezane Johnson Coat. I’m wearing an 8. 

Even More Cute Casual Fall Outfit Ideas with Jeans

Wit Whimsy wearing LaLigne sweater

Fall Outfit Ideas with Jeans: Veronica Beard blazer

Wit Whimsy wearing a lady jacket

Wit Whimsy wearing blazer jacket in Paris.

Casual Fall Outfit Ideas With Jeans

Wit Whimsy wearing Black Converse shoes in Paris

. . .

Looking for More Fall Outfit Ideas with Jeans?

If you’re searching for fall outfit ideas with jeans, you’re in the right place! 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.

Shop Fall Outfit Ideas with Jeans

 

SHOP MORE OF MY CLOSET

 

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comments +

  1. Hannah says:

    Loved all of these! Thank you for all your hard work putting this together! I’ll be referencing this post for my fall outfits 🙂

  2. 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. ??

  3. Melissa says:

    This is a great post! Lots of good ideas! Thanks!

  4. Lauren says:

    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.

  5. Whitley says:

    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!

  6. Katie says:

    You have such great jean style! I’m more inspired to make monochromatic looks this fall.

  7. Maiju says:

    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!

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