Fall has always been one of my favorite seasons, not just because fall fashion trends never fail to surprise, but the season’s brisk change in weather requires some creativity with your closet. After all, it’s no easy feat to get dressed for days that fluctuate dramatically in temperatures which is why it’s essential to have outfit formulas that are fall-friendly. One fail-proof recipe? Jackets with dresses.
Not only does layering allow you to break out your jackets for fall, but if you haven’t had the chance to wear your favorite dress before the end of this summer, now is your chance. Ahead, we’ve rounded up the three best jacket styles to wear with dresses for fall. Keep reading for twenty-seven different ways to style your favorite dress this fall with key jackets.
The greatest thing about investing in a trench coat for fall is that you can also pair it with all of the dresses you haven’t gotten to wear as much this summer (including that midi-dress). Whether you opt for a sweater midi-dress like Ruva or pair your trench with a lighter-weight dress, you can rest assured that this is a look that will garner many compliments.
It’s an understatement to say summer 2020 has been unlike any other, so if you find yourself in a fashion rut, we suggest is slipping into your favorite halter dress, with a matching trench coat and a statement shoe. Not only will you look chic like Grece Ghanem, but dressing up (even if there’s no occasion) can be fun, we promise.
Adding a jacket to any dress can immediately polish any look. Case in point, this outfit from Izzy Lou. Throwing on your oversized button-up dress with a trench and your rainboots is an effortless way to look chic this fall as it’s basically the embodiment of Cottagecore, just made for the outdoors.
F/W 2020’s runways were filled with trench coats with reworked details like pleats, two-tones, cutouts, and even deconstructed hems—a trend we love. After all, who wouldn’t want to embrace unique jackets by pairing them with your go-to dress? Just try to deny your craving to cop this look from Oumayma Elboumeshouli.
When discussing essential jackets, it doesn’t get better than a classic trench. Not only are they timeless, but they can meld well with trends of the moment. Don’t believe us? Look to Justyna Czerniak’s look for proof that you can mix the poppin’ things of the moment—like puff-sleeved dresses—with timeless pieces for a look as crisp as the fall air.
WHAT: River Island Trench Coat and Dress; Topshop mules.
WEAR: Nude trench coat + printed body con dress + mules.
Not sold yet on the idea of throwing your trench jacket over your dress? Let Karina’s bodycon dress outfit be a reminder that this look is as timeless as ever. While she wore this look pre-COVID, it’s a look that’s still fresh today.
If the classic khaki trench isn’t your style, then we recommend taking a cue from Naomi Ross and pairing a printed trench coat with a silk dress and combat boots for fall. (Pro tip: keep the colors in the same palette to make it look extra-expensive).
WEAR: Trench coat + Sweater Dress + Chelsea Boots.
Pairing a jacket with a dress isn’t just a look you can wear during the fall; you can wear it well into the winter too. Just opt for a chunky full-length sweater dress like Charlotte and pair it with your trench and Chelsea boots for a cozy look.
WHAT: Arket Leather blazer; Balenciaga Oversized T-shirt; Zara boots.
WEAR: Leather blazer + over-sized t-shirt dress + Chelsea boots.
Blazers are another jacket style that you should definitely lean-on this season as suiting will continue to dominate your feeds. One style we’re placing bets on for fall? Leather, as seen here on Div Ravindran.
WEAR: Black blazer, black mini turtleneck, knee-high chocolate brown boots.
Not sure where to start when it comes to styling your blazer? Don’t overthink it. Try replicating Paulina Joaristi’s stunning-yet-straightforward outfit and pair your go-to black blazer with a turtleneck dress. Finish off the look with chocolate brown accessories, and you’ve got a fall-ready look that’s bound to turn heads.
WEAR: Chocolate brown blazer + neon mini tank dress.
If you love the idea of embracing fall’s most significant color trend but can’t figure out how to pair brown and black, we recommend looking to Kylee Walker for inspiration. When deciding what jacket to wear with a dress this fall, don’t be afraid to experiment with colors and pair neons with nudes. In the end, you’ll get not only to wear the trendiest colors but also to create a look like no other.
Live for color? Then this jacket and dress outfit idea from Nina Sandbech is right up your alley. Just pair a colorful blazer with an ombré dress, and you’ll be wearing the rainbow—bonus points for adding a bright clutch bag.
Let’s be real: one of the most challenging parts of getting dressed in fall is deciding between wearing the dress you loved all summer or busting out your new boots. Luckily we don’t have to choose. You can wear your favorite mini dress and new combat boots, just don’t forget to throw on a blazer to finish the look.
You don’t necessarily have to buy new things for fall—just look to Franny Fyne’s outfit as proof. Whether you already own a pretty printed button-up dress, or you shop one-second hand, pairing a vintage blazer with a printed dress and sneakers is the smartest look to try for your wallet, the weather, and the planet.
A reminder that vintage pieces don’t mean dated looks. Proof lies in this jacket and dress ensemble from Caroline Lin. This classic oversized blazer paired with a button-up dress and boots is not only fresher than ever, but it’s easy to replicate no matter your budget or where you find the pieces.
WHAT: H&M Blazer; Zara Shoulder bag; Nasty Gal boots.
WEAR: Black leather blazer, over-sized t-shirt, white knee-high boots.
Not to sound like a broken record here, but leather blazers are very-much are a trend we’re riding with since it’s a jacket that can be styled with just about any type of dress. But if you’re still unsure about this look, we recommend pairing it with an oversized t-shirt dress and matching boots (like Caroline). We promise you’ll love it.
Blazers are the jacket that reigns supreme: you can wear them with just about anything, anywhere, and anyone can pull them off. But if you’re looking for a casual blazer and dress pairing, look to Rianna Mara’s look for inspiration. Throw on your tank dress, a lightweight blazer, and your slides for a day or errands or relaxing. No matter what you do, you can’t go wrong with a blazer and your favorite everyday dress.
Layering is the key to nailing any fall look, and there’s no better way to embrace the outfit formula than pairing a leather trench jacket with your favorite slip dress. To take this look to the next-level look to Naomi Paris for inspiration, and layer a sheer turtleneck under your slip dress, and opt for either a faux croc or snake trench with your sneakers.
Not a fan of full-length leather trench coats, but still want to incorporate animal print into your fall wardrobe? Look to Brittany Mercer for inspiration. Pair your classic leather motorcycle jacket with a snake print dress and over-the-knee boots this fall.
If animal print isn’t your thing but you still want your motorcycle jacket to be your fall wardrobe hero? Look to Huma Karim’s chic but straightforward outfit as your guiding light and pair your jacket with a slip dress and cowboy boots.
Leather jackets don’t have to be limited to neutral tones. In fact, we encourage you to embrace a little color this fall when it comes to your coats. Just make sure you pick a color you love, and like Maria Mafarlane, pair your jacket with a dress and boots in the same color wheel to pull off the statement look with ease.
WEAR: Black leather trench coat + Black turtleneck dress + white shoes.
Not a fan of colorful leather trenches? Let Marylin’s outfit serve as a reminder that you don’t have to opt for color (if it’s not your thing) to be able to pair this iconic jacket style with a dress. You can keep it neutral, and let the coat do all the talking, or pair the piece with a different colored shoe for a pop.
Still not sold on leather blazers? That’s ok, just hang on to that old motorcycle jacket for fall. But if you’re looking for a fresh way to style your jacket, we recommend copying Grace-Caroline Larcade and pairing it with a colorful maxi dress (of any kind) and mules. It’s a fail-proof look for fall, trust us.
The best jackets to wear with dresses accentuate your personality, which is why we recommend taking a cue from Hanna Stefansson and getting bold with your pairings. Consider this your free-pass to ditch the rules and mix up the pieces you love the most. Having fun with it is all that matters.
Yes, if you’ve made it this far, you’ve realized there are a few repeat pieces—but that’s the point. The smartest (and most stylish pieces might we add) can be worn in various ways (ahem, like full-length leather jackets and slip dresses). These staple pieces are far from overdone. All you have to do is style them your way with your favorite boots for a winning outfit combo that even an editor would wear.
Ok, so it may seem counterintuitive at this point, but if you’re still not sure what jacket to wear with your dresses for fall, may we suggest something mind-blowing? Wear your leather trench as a dress. No matter if you choose to wear a jacket that doubles as a dress or pair your jacket with your favorite dress, there are so many ways to utilize the items that are already in your closet. All it takes is a little ingenuity and some great staple pieces.