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50 Fall Outfits for Women Over 50

Fall tends to bring fashion trends and changes with more impact than other seasons. It can be tricky to figure out what to wear if you are an older woman who worries that you can’t wear the trends.

Don’t worry. These 50 fall outfits for women over 50 will give you lots of ideas. You will always be stylish in the classics and it’s okay to experiment with the trends as well. There really is no age limit on style. It’s about dressing your body shape appropriately and staying true to your unique personal style.

Fall Fashion For Women Over 50

Flare Leg Jeans and a Pretty Top

Flare leg jeans are flattering to most body types. They are especially flattering to pear shapes and help bring balance. Pair flare leg jeans with a pretty top and some heeled clogs to be on trend for fall 2022 without trying too hard.

flare leg jeans fall outfit for women over 50Pin

Jeans- Target; top- Nordstrom; option necklace- JCrew Factory; earrings- JCrew Factory; clogs- Dr. Scholls

White button up + sweater vest + straight leg crop jeans + mule loafers

Basics like white button ups and white tanks are having a moment as a trend. Layer this classic with a sweater vest, which is also trending again this season. Pair with straight leg jeans for a modern look.

sweater vest outfit for women over 50Pin

Shirt- option; option; vest- Amazon; jeans- Loft; shoes- Amazon; similar; purse- option

Plaid top + black pants + denim jacket + lug sole loafers

Fall outfits for women over 50 should not exclude trendy shoes. These lug sole loafers are some of the most comfortable ever thanks to the memory foam insole. Pair up a brown top and black pants but keep it casual with a denim jacket and loafers.

denim jacket fall outfitPin

Top- Gap Factory; pants- Wit and Wisdom; option; option; jacket- Old Navy; shoes- Target

Gingham blazer + graphic tee + kick crop grey jeans + loafer mules

The grown up way to wear a graphic tee is to throw a blazer over. This works with jeans, skirts, or joggers. Any gingham, plaid or houndstooth blazer works with this formula too.

gingham blazer fall outfitPin

Blazer- option; option; tee- Walmart; jeans- Loft; option; shoes- option

Striped polo shirt + denim joggers + retro sneakers

Another trendy but comfortable option for shoes is retro sneakers. Pair them with a trending polo shirt (stripes are always in!) and denim joggers. Get this whole ensemble from JCrew Factory.

polo shirt fall outfitPin


Tunic Top + faux leather leggings + flats

Pair a pretty tunic top with faux leather leggings for a polished fall outfit over 50. You are not too old for faux leather leggings and they are a bit dressier and more polished than plain knit leggings.

faux leather leggings outfitPin

Top- Amazon; leggings- Amazon; similar; flats- Steve Madden

Cropped cardigan + white blouse + jeans + loafers

Top a white blouse or tshirt with a neutral cropped cardigan and pair them with girlfriend or boyfriend cut jeans. Finish the look with loafers. White lug sole loafers are one of the hottest footwear trends of the year.

cropped cardigan outfit for women over 50Pin

Sweater- Target; similar; top- Nordstrom; jeans- Nordstrom; similar; loafers- Target; earrings- JCrew Factory

Floral dress + cardigan + ankle boots

An easy one and done outfit for all ages is dress with a layer. Top a pretty floral dress with a coordinating cardigan. Bright colors will brighten up your skin and bright are on trend this fall.

fall dress and cardigan outfitPin

Dress – Amazon; cardigan- Amazon; boots- Amazon

Bomber Jacket + White Tee + Black jeans + Boots

Bomber jackets are trending again this fall. Throw one on with your basic black jeans and white tee. Accessorize with a colorful chunky chain necklace.

bomber jacket outfitPin

Bomber- Banana Republic Factory; tee- Target; jeans- Old Navy; boots- Mia

Plaid blazer + shift dress + ankle boots

Dress up a knit shift dress with a blazer. Add a belt to define your waist and a pair it with ankle boots.

dress and blazer outfitPin

Blazer- option; dress- Old Navy; boots- Amazon

Plaid blazer + sweater + suede pants + ankle boots

Elevate your work wear or an outfit for a semi dressy occasion like a bridal shower with a plaid blazer, suede pants and a unique color pairing. Lavendar and pinks pair beautifully with soft browns and camel.

fall work wear for women over 50Pin


Cardigan + floral top + light wash jeans + neutral ankle boots

Lighten up your fall outfit with a light colored neutral cardigan and light wash jeans. Dark washes are flattering but not every fall outfit needs to be dark and moody.

cardigan outfit for fallPin

Cardigan- Target; top- Amazon; jeans- Gap; option; boots- Vince Camuto; option

Cardigan + chambray top + faux leather pants + loafers

You know that classic chambray top you’ve had in your closet forever? Pull it out and pair it with faux leather pants and lug sole loafers for an update on a classic outfit. Complete the look with a cardigan.

faux leather pants fall outfit for women over 50Pin

Cardigan- Old Navy; chambray shirt- Old Navy; option; pants- Target; similar; loafers- Target

Plaid flannel shirt + white tee+ jeans + sneakers

For a super easy casual look, wear a plaid flannel shirt as a topper over a classic white tee with your favorite jeans. Dress it up with boots or down with sneakers.

flannel shirt outfitPin

Flannel shirt- Old Navy; tee- Target; jeans- Wit and Wisdom; sneakers – JCrew Factory

Cropped cardigan + floral top + straight leg jeans + colored flats

A neutral cardigan is a workhorse for your fall wardrobe. Pair it with a floral top and jeans. Kick up the look with a pair of colored flats that coordinate with your top.

fall outfit with straight leg jeansPin

Cardigan- Target; option; top- option; jeans- Gap; shoes- option

Wide leg pants + bodysuit + black blazer + heeled sandals

Wide leg pants are popular this fall. Give them a try with a fitted top or bodysuit and black blazer. Add heeled sandals. This look can go from office to dinner or cocktails.

wide leg pants outfitPin

Pants- Amazon; bodysuit – Amazon; black blazer option; belt- Amazon; sandals- option

Knit tshirt dress + cardigan + white ankle boots

Pair a cute knit tshirt dress with a cardigan and ankle boots for another easy, out the door quick fall look.

dress and cardigan outfitPin

Dress- Amazon; cardigan- Old Navy; boots- Mia

Plaid blazer+ bright top+ grey kick crop jeans + ankle boots

Add a little interest with jeans in a kick crop flare cut. Dress up with look with a bright solid top (hot pink is the color of the season) and a plaid blazer.

plaid blazer fall outfits for women over 50Pin

Blazer- Thred Up; top- Nordstrom; jeans- Loft; boots- Nordstrom similar

Sweater + slip skirt + strappy heels

Create a simple but elegant look with a matching sweater and slip skirt for a fall outfit over 50 for a dressy occsasion.

slip skirt outfitPin


Denim jacket + bright top + faux leathe pants

Add casual vibes to a dressy top and faux leather pants with a denim jacket. Add some interest with leopard flats.

denim jacket and faux leather pantsPin

Jacket – Old Navy; top Nordstrom; pants- similar; shoes- Steve Madden

Plaid top + boyfriend jeans + ankle boots

Switch things up with grey denim instead of blue.

plaid blouse outfit with white ankle bootsPin

Top- Gap Factory; jeans- Old Navy; boots- Amazon

Cropped cardigan + flannel shirt + flare leg jeans + clogs

Flare leg jeans and clogs are a natural pairing. Keep your outfit from looking overly “hippie” by pairng them with a flannel plaid and cropped cardigan.

flare leg jeans outfitPin

Cardigan- Target; shirt- Old Navy; jeans- Nordstrom; clogs- Dr. Scholls

Cardigan + plaid top + flare jeans + ankle boots

If cropped cardigans aren’t your thing, pair a longer cardigan with a plaid blouse and flare jeans. Neutral or brown boots would certainly work, but white boots give an unexpected pop to an outfit.

flare legs jean outfit for women over 50Pin

Cardigan Old Navy; top- Gap Factory; jeans- Nordstrom; boots- Amazon

Cardigan + floral top + straight leg jeans + ankle boots

Another simple fall outfit for women over 50. Choosing a floral print that’s smaller and more dense (with less background) will be more slimming.

rust cardigan outfitPin

Cardigan- Target; top- Loft; jeans- Loft; tote- Amazon; boots- Vince Camuto

Denim jacket + white tshirt + skirt + sneakers

The skirt with sneakers can be a little tricky to pull off, especially in outfits for women over 50. Pick sneakers in a low or slim profile over chunky sneakers.

sneakers and skirt outfitPin

Denim jacket- Old Navy; tshirt- Target; skirt- JCrew Factory; sneakers- JCrew Factory

Jumpsuit + Cardigan

A jumpsuit can be a great fall outfit when layered with a cardigan. Add a felt hat for more fall vibes.

fall jumpsuit outfitPin

Jumpsuit- Amazon

Print dress + cardigan + clogs

Don’t pack away those summer dresses, especially the ones with darker backgrounds. Add some fall elements like a cardigan and fall footwear like clogs.

cardigan and floral dress outfitPin

Cardigan- Old Navy; dress- Old Navy; clogs- Dr. Scholls

Bright cardigan+floral top + straight leg crop jeans + ankle boots

Add a bright color caridgan to an outfit with a floral top and jeans. Finish it off with ankle boots.

bright cardigan fall outfitPin

Cardigan- option; option

Tshirt dress + cardigan + leopard mules

Earthy tones like olive and rust are perfect for fall. Layering a cardigan over a tshirt dress is an easy way to get more wear out of that dress.

cardigan and tshirt dress outfitPin

Cardigan – similar; Dress- Amazon; shoes- option; option

Black blazer+ striped tee+ grey jeans + loafer mules

A black blazer is a great staple to have in your wardrobe. It can elevate fall outfits for women over 50, adding polish and structure to a jeans and tee outfit.

black blazer fall outfitPin

Knit dress + denim jacket + sneakers

Another variation of the one and done easy outfit. The best thing about this dress is its amazing puff sleeves. If you have to take your jacket off on a warm afternoon, it’s still got elevated style.

dress and denim jacketPin

Dress- Amazon; jacket- Old Navy; necklace- JCrew Factory; shoes- JCrew Factory

Cardigan + camisole+ boyfriend jeans +hat + ankle boots

For those in warmer climates, a camisole is the perfect layer under a cardigan. A hat and fun ankle boots like leopard boots elevate the look.

bright cardigan outfit Pin

Hat- similar; boots- option; cardigan- option

Plaid shirt + leggings + puffer vest + tall boots

Tall boots are back in style and puffers have never gone away. Layer up a tunic length flannel shirt and puffer vest over leggings. Add a pair of tall boots for polish.

puffer vest outfit Pin

Shirt- option; vest- option; boots- option

Moto Jacket + tank+ boyfriend jeans+ chelsea boots

The moto jacket pictured here is knit but a faux leather moto will work in this look as well. Chelsea boots are a great choice for fall outfits for women over 50 who prefer lower heel shoes.

moto jacket outfitPin

Jacket- similar; similar; similar; boots- option; option ; jeans- option option

Plaid shirt + grey jeans + lug sole loafers

Give a classic look of a plaid flannel shirt and jeans a modern twist with a half tuck and lug sole loafers.

flannel shirt outfit with lug sole loafersPin

Cardigan + chambray shirt + skirt + loafers

Another classic outfit with a updated twist from the lug sole loafers.

skirt and loafers outfiPin

Skirt- JCrew Factory

Button front top+ jeans + loafers

Early fall outfits don’t need layers and can still be stylish when you have an elevated button front top like this one. The textured material and the balloon sleeves beg for it to be worn as the star of your outfit. Comfy suede loafers give the look fall vibes.

jeans and loafersPin

Top- Target; jeans- Wit and Widsom; loafers- Nordstrom

Sweater Dress + tall boots

It doesn’t get any easier than this. For a simple but chic outfit, wear a sweater dress with tall boots.

sweater dress outfitPin

Dress- option; boots- option

Corduroy jacket + solid bright top +girlfriend jeans + loafers

Two trending colors for fall are olive and rose violet. Pair the hot pink color in a top with an olive jacket and a pair of your favorite jeans. Add some on trend lug sole loafers. Finish the look with a bright necklace.

fall outfits for women over 50Pin

Jacket- option; option; top- Vince Camuto; jeans- Wit and Widsom; necklace- JCrew Factory; shoes – Target

Cardigan + floral top + straight leg crop jeans + ankle boots

Earthy brown and green tones make perfect fall outfits. Pair a floral or print top with these colors with a coordinating cardigan and jeans. Wide leg cropped pants would also be cute in place of jeans.

straight leg cropped jeans fall outfitPin

Cardigan- Target; top- Amazonoption

Cardigan + striped tee + faux leather leggings + sneakers

No need to give up stripes for fall outfits for women over 50. Stripes are classic and fun for any age. Layer with a longer solid cardigan for a slimming affect. Pair with faux leather leggings and sneakers for a casual look.

faux leather leggings outfitPin

Top- option; leggings- option

Denim Jacket + floral top + ankle pants + sneakers

For a casual look that doesn’t include jeans, try chino ankle pants with a print top. Add a denim jacket and sneakers for a casual vibe.

ankle pants outfitPin

Denim jacket- Old Navy; pants- option

Corduroy jacket + solid top + straight leg jeans + loafers

A very similar look to one of the looks above. The bright top is replaced with a rust top, a more traditional fall color and the cut of the jeans are different. An olive utility jacket would work with this look in place of the corduroy jacket.

fall outfit with corduroy jacketPin

Jacket- option; top – Amazon

Solid top + dark wash jeans + white ankle boots

Dark wash jeans should be in your closet for flattering fall outfits for women over 50. Flare cuts flatter pear shapes and lengthen short legs. Pair them with a rich solid autumn color top and add a modern twist with white ankle boots.

flare leg jeans outfitPin

Jeans- Old Navy; boots- Amazon

Shacket + mock neck body suit + crop jeans + ankle boots

Pair a shacket over a fitted mock neck top or body suit and cropped jeans. Add ankle boots with a asymmetrical cut to flatter wider ankles (straight cut boots can chop off your legs and make you look larger). Add a hat for a fun accessory.

shacket outfit for women over 50Pin

Shacket- Amazon; purse- Amazon; boots- Amazon

Leggings + twist top + puffer vest + sneakers

Athleisure doesn’t have to be limited to the younger crowd. Just make sure you wear classic, well fitting pieces and not sloppy, oversized items when you are over 50. Proper fit always fatters.

leggins and puffer vestPin

Puffer vest- option

White blouse + pull in skirt + colored heeled sandals

A pretty white blouse paired with a pull on skirt makes a simple but elegant outfit for dressy occasions. Add a pop of color with a fun colored heeled sandal or pump.

fall skirt outfitPin

Blouse- Nordstrom; skirt- JCrew Factory; sandals- option; option

Cardigan + button up shirt + boot cut jeans + ankle boots

If flare leg jeans aren’t your favorite cut, boot cut jeans are also flattering and will always be classic. Pair them with a button up blouse and cardigan.

boot cut jeans outfitPin

Cardigan- Amazon

Vneck top + floral midi skirt + ankle boots

A pretty look for any age is a midi skirt and top. Lavendar is a bit unexpected for fall but it works on the dark background of the skirt and with the addition of neutral suede ankle boots.

midi skirt fall outfitPin

Top- Amazon; skirt- Amazon; boots- Amazon

Fleece top + light wash flare leg jeans + white ankle boots

Pair a cozy boatneck fleece top in a neutral color or pattern with light wash flare jeans. Add white ankle boots for a fresh look.

light wash flare leg jeans outfitPin

Jeans- Target; boots- Amazon

There you have it! 50 fall outfits for women over 50! You may see a pattern in some of the formulas but that’s the beauty of style and fashion. Find a formula that works for you and tweak with colors, textures, different cuts of jeans or bottoms and different types of shoes.


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50 fall outfits for women over 50Pin