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 without trying too hard.
Jeans- Target; top- Nordstrom; 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.
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 (now sold out but these are similar) 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.
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.
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.
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.
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.
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.
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- 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.
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.
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- 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.
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- 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.
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.
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- 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.
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.
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.
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.
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.
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.
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.
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.
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.
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- 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.
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 – 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.
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- 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.
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.
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.
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.
Cardigan + chambray shirt + skirt + loafers
Another classic outfit with a updated twist from the lug sole loafers.
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.
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.
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.
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.
Cardigan- Target; top- Amazon– option
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.
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.
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.
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.
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- 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.
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.
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.
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.
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.
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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