Fall fashion trends may come and go, but these classic outfit pairings are here to stay! Whether you love the fun, splashy pairing of leopard print and red or the preppy look of a blazer and plaid piece styled together, these fall looks are the best of what autumn has to offer. No matter your personal style, there’s sure to be a classic fall combo on this list that you love – and won’t want to stop wearing this season!
1. Red & Leopard Print
shoes | skirt | sweater | bag | earrings | sunglasses
There’s something so irresistibly cool about leopard print and red – there’s certainly a reason that our MCO team is always coming back to it! Whether it’s the perfect pop of a neutral pattern that the leopard print gives you or the cheerful, playful punch from a bright cherry red, these two styles naturally balance each other. That’s why this fall combo will never really go out of style!
And the best part? There’s no limit to the ways that you can style this pairing. Leopard print jeans with a red t-shirt. A leopard print skirt and a red sweater. Or maybe a red mini skirt and a leopard print cardigan! The options are truly endless, and don’t end at your outfit’s foundation – your accessories can play a big part, too. If you’re trying out leopard print for the first time, a pair of patterned shoes might be just what your fall wardrobe is calling for!
2. Rugby Stripes & Denim
loafers | socks | bag | skirt | shirt | earrings
For those who love a bit of preppiness and polish in their fall outfits, look no further than denim paired with rugby stripes. The rugby shirt has been a mainstay in sportswear and collegiate gear for decades, and it’s not going anywhere anytime soon. It’s the perfect way to add a bit of prep to your step. Plus, there are so many color options to choose from!
Classic denim perfectly complements the casual chic look of your top. Whether you prefer a pair of wide-leg jeans or a denim mini skirt, any denim option is timeless and neutral enough to complement even a brightly colored rugby shirt. Introduce some staple fall textures to your look, and you have a winning combination for game day or grabbing a fall coffee drink with friends.
3. Black & Brown Suede
boots | jeans | bag | sweater | jacket | earrings
Fall is the ideal time to play around with mixing and matching textures in your looks. Thanks to the cooler weather, cozy fabrics are a great option for styling in the cooler weather. Supple leather, soft suede, and thick knits are fall staples!
The autumn season is also an ideal time to wear suede, thanks to the fabric’s warm, rich nature and natural insulation. Suede comes in a variety of warm tones that are perfect for your fall outfits, like camel brown, olive green, and black. And as for what to pair with your suede pieces, black is a natural choice. There’s a perfect contrast between your bold black pieces and suede’s softness. The result is a cool, sophisticated look that would look right at home on the streets of New York City or while taking a walk through the English countryside, depending on how you wear it.
4. A Blazer & Plaid
skirt | loafers | socks | lipstick | top | blazer | earrings
Preppy style lovers, listen up! This outfit combination might just get an A+ in your book. That’s because this classic formula has not one, but two academia-inspired staples for your fall looks. Number one – the blazer. This workwear and collegiate uniform icon has stood the test of time, and happens to be the perfect piece to wear when all you need is a light jacket in the cool fall temperatures. Compared to a denim jacket, a blazer adds polish and class to any outfit rather than a casual touch.
Number two – plaid. This timeless pattern has a long history in preppy outfits, and also happens to be a staple in fall style. Reach for a plaid skirt, sweater, or pants to instantly complement the academic look of your blazer. This pairing is perfect for the office, but can be dressed down for the weekend, too.
5. A White T-Shirt & Leather Jacket
boots | jeans | t-shirt | jacket | purse | earrings
Need a fall outfit combo for your next happy hour, date night, or concert? You can’t go wrong with a t-shirt and a leather jacket. The leather jacket is the perfect weight for fall weather, with a bit more edge than the blazer we just covered. Meanwhile, a soft, understated tee balances out the look of your statement jacket. If you’re dressing for a concert, you can always swap out the solid tee for a band tee instead.
As for the rest of your look, go for a classic pair of jeans. If you want to add a feminine touch to your ensemble, you could also try a black mini skirt! Then, for your accessories, add a few more leather touches to complement the jacket. A leather bag or pair of ankle boots will do the trick. Finish your look with gold or silver jewelry – whichever metal matches the hardware of your jacket.
6. A Turtleneck & Mini Skirt
boots | skirt | turtleneck | bag | coat | earrings
If your fall bucket list is a mile long every year, add a turtleneck and mini skirt to your autumn outfit rotation. This is the perfect foundation to style an outfit for every item on your fall activity list – from browsing your fall festival to grabbing a pumpkin spice latte to going on a walk to spot the changing leaves.
Headed to brunch with friends? Reach for a mini skirt and turtleneck in your favorite autumn shades. Layer on a Mac coat for added warmth, and a pair of knee-high boots. Accessorize with a croc-embossed bag and a pair of gold hoop earrings to round out your look.
7. Tall Boots & Skinny Jeans
boots | jeans | sweater | jacket | bag
Don’t believe everything you hear – skinny jeans aren’t a forgotten trend of the past! If you’ve always loved the figure-hugging look of this classic denim style, you can make them feel fall-ready for a modern look by pairing them with knee-high boots. This combo fits right in with the trending British countryside aesthetic, and would be the perfect look for a muddy Sunday walk through the Cotswolds.
Complete your countryside chic look with a few more fall-ready layers, like a barn jacket and cozy sweater. And don’t forget a suede bag – it might just be one of the best accessories to round out your favorite fall looks this season.
8. Stripes & A Trench Coat
shoes | jeans | coat | bag | shirt | necklace
This next outfit combo might seem familiar – and that’s because it’s one that you can style year-round with a few adaptations! French women know the drill and are the perfect inspiration when it comes to styling stripes and a trench coat. They wear this pairing almost all year long. In the springtime, they might style it with white jeans, in the early summer or transition season, a pair of shorts, and in the wintertime with a thicker sweater and a warm scarf.
Fall is the perfect time to choose a Mariner tee with deeper colors – like navy and red. Add another red accent with a pair of ballet flats, and accessorize with a roomy tote and a pendant necklace. Now you have the perfect Parisian-inspired fall outfit ready to go!
9. An Oxford Shirt & Sweater Vest
shirt | sweater vest | jeans | bag | loafers | headband
Here’s another fall outfit combo perfect for the preppy style lovers! If you’re looking for a casual Friday look for autumn, try this combination. An Oxford shirt and a sweater vest instantly give off sophisticated, academic vibes that are ideal for the office. Try styling a tonal duo in varying shades of the same color for a monochromatic look that appears even more polished – like a light blue shirt paired with a navy vest.
You probably want to go for trousers on a regular business day, but on Friday, keep things casual with a pair of straight-leg jeans. Just make sure they don’t have any holes or distressing! Then, choose more elevated accessories to keep things classy. A tortoiseshell headband is a great trick for an easy hairstyle on a busy morning, and loafers keep things professional when it comes to your footwear. As for your laptop bag, a Longchamp Le Pliage is a favorite of the MCO team!
10. A Sweater Dress & Boots
dress | coat | boots | socks | bag
Last, but certainly not least, a sweater dress and boots might just be one of the most well-known fall outfit combos… and with good reason! When you want to look put-together and a little dressed up, this combination never fails. And the great thing about it is that you can just as easily make it more casual with the right layers and accessories.
For a casual chic look that hits all of the right autumn notes, pair your mini sweater dress and tall boots with a plaid barn jacket and a leopard print tote. The colors mesh well on these two accessories, so the two different patterns work here! Then all you need is a pair of cozy cable knit socks to wear underneath your boots, and you’re ready to enjoy a crisp fall day, grabbing coffee and shopping for new fall decor.
Fall in Love with Classic Autumn Outfit Combos
When fall weather hits and you’re not sure what to wear, these outfit combos will always be there for you! They make the most of a classic fall capsule wardrobe. And the best part is, you can tailor them in a way that feels true to your personal style. Whether it’s with your layers or accessories, these formulas are just the starting point to creating the perfect fall look for you.
Do you live in a warm climate where fall weather feels more like summer temperatures? Check out how Carolyn is styling chic transitional looks this season. Up Next: What I Wore: 7 Days of Transitional Fall Outfits
You are always such an inspiration!
Thank you so much for the kind words!
Let’s have more outfits for women of a certain age…your showings are great, but on me look like I’m trying too hard…just sayin
We have a whole section of fashion for women over 50, if that’s what you are referring to!