Women’s Fall Fashion Guide 2019

Summer is ending and for many, women’s fall fashion is a favorite in terms of clothing and personal style. It’s time to put away the shorts and tank tops and pull out the cozy sweaters and trousers. The best thing about women’s fall fashion is that in many areas of the country, your fall trends will take you through fall and into winter allowing you to get more wear out of the fall outfits you acquire. Check out our favorite brands for some great fall pieces.

Women’s Fall Fashion Outfits

Of / Mercer

Women’s Fall Fashion Guide 2019

With fall comes shorter days, packed with both work and school. When it feels like you are constantly on the go, what you wear is something you don’t want to have to worry about every day. For busy mom’s we love comfortable yet fashionable looks that can easily transition from an afternoon meeting with the CEO to picking kids up at the drop-off line.

This season we are loving the NYC made items from Of / Mercer. Constructed with high-quality fabrics you’ll look and feel in charge no matter what your daily to-do list looks like. Of / Mercer was founded to help solve the workwear problem for busy women, enabling you to be both comfortable and confident in the women’s fall fashion you wear to the office.

Women’s Fall Fashion Guide 2019

Blazers are our favorite women’s fall fashion addition and the Montgomery Blazer is perfect for refreshing your typical office style. Soft and stretchy it feels like wearing your favorite cardigan with a silhouette that tells coworkers you mean business. Designed without a collar or buttons you’ll be comfortable doing everything from running a brown bag training to loading up the gear from a trade show. Available in five colors the ivory is our favorite for versatility. Dress up your favorite jeans on a girl’s night or pair with the Of / Mercer Lexington Pants for a polished and professional look.

Our new go-to daily slack is the Lexington Pant. Designed with a flattering straight leg fit and relaxed natural waist you will love how these pants look and feel. Classic suit pants have a reputation for being bulky and unflattering. The Lexington Pant is none of those things. Comfortable Italian wool and a full proper pocket give you everything you need to rock your next client meeting.

Finding a flattering top that you can wear all day is an important part of dressing for the office. The Morris Top fits all the needs of a woman on the go. Designed with a stretch chiffon material, the Morris will not bunch or wrinkle no matter how many hours you have to sit in front of a computer. Flattering draping makes it perfect for wearing either tucked in or loose, and the sleeveless look is both modest enough to be worn alone or under a blazer.

For important meetings, nothing sends a bigger statement than a ‘power dress’. We love the Sterling Dress in royal blue because it sends a message that you can handle whatever the world throws at you. Tailored in a body shaping sheath silhouette, the fit is powerful and professional.

Montgomery Blazer | Lexington Pant | Morris Top | Sterling Dress
Of / Mercer | Facebook | Twitter | Instagram 


Women’s Fall Fashion Guide 2019

You don’t have to live in the south to feel like a southern belle in this maxi dress. The ruffled material is intricately layered to make you feel sweet and flirty while extremely comfortable at the same time. A deep V-neck line leaves enough room for your favorite accessories without revealing too much bust while the smocked waistline accentuates your curves. Go ahead, twirl around and around, because beautiful is just the beginning of how you’ll feel in this piece.

Strike a pose and show some leg, a boot leg that is. Made with genuine suede, this Irelyn Lace-Up Leather Boot is a show-stopper the moment you walk into the room. Experience ultra comfort as it ideally adjusts to your calf size with killer, stop-and-swoon, kind of lace-up detail that mimics a historical fashion trend. A conservative look with a historical flare can make any autumn event turn heads, day or night.

Cooler weather coming your way but not quite ready for a jacket to be a part of your women’s fall fashion? The Ashlyn Top wraps and snugs around your body keeping in just the right about of warmth without sabotaging your look with a bulky coat. It’s easily paired with your favorite casual pair of leggings or this feminine and flowy midi skirt.

READ MORE: Fall Fashions for the Stylish Mom

New and unique this fall season is the handkerchief-style hem midi skirt. It’s definitely flirty, feminine, and fun. Twirl, spin, strut, and look incredibly fabulous at work or on a wine date with your girlfriends. It’s lightweight and easy to wear, it’s sure to become one of your favorite wardrobe pieces this fall.

Ivy Maxi Dress | Irelyn Lace-up Leather Boot | Ashlyn Top | Jocelyn Midi Skirt
Joy Folie | Facebook | Instagram | Pinterest

Soft Surroundings

Women’s Fall Fashion Guide 2019

Scarves and sweaters, cardigans and coats, boots galore, fall is here and for some of us, this season means the very best in style, fashion, and comfort. If you love all things fall from pumpkin spice lattes to the leaves changing on the trees, you are sure to love this year’s fall fashions from Soft Surroundings. Cozy sweaters, casual jackets, comfy pants, and contemporary dresses make Soft Surroundings the go-to shop for everything from weekend to workwear this season of change.

Women’s Fall Fashion Guide 2019

From work to weekend we love the St. James Plaid Jacket from Soft Surroundings this season. Paired with black pants, the Valentina Zip Sweater with its trendy gold accents, and heels, this outfit is professional perfection. Soft, comfy and cut loosely, the St. James Plaid Jacket is also easy to throw on with jeans and loafers for a casual brunch or weekend getaway making it a versatile staple in your fall closet this year.

Women’s Fall Fashion Guide 2019

Whether you love dresses or prefer pants, another fall must-have we guarantee you will love this season is the Santiago Dress from Soft Surroundings! Easy, breezy, and beautiful this soft cotton maxi dress is the ideal length for pairing with wedges, booties or boots this fall. Its tank top allows you to easily throw a jacket on with it for a cute and classic fall look. Plus, it has pockets! Comfortable and cut to cover any imperfections, this dress will become a favorite this fall (and we guarantee you’ll want more colors by spring). We love it paired with the Essential Denim Jacket

Women’s Fall Fashion Guide 2019

With a feminine cut and antique gold accents, this trendy jacket isn’t your typical denim jacket, but rather a classy and stylish option that can be worn from day to night. The Essential Denim Jacket is just as fitting for business casual wear as for a day at the pumpkin patch.

Women’s Fall Fashion Guide 2019

Finally, fall also means the beginning of the holiday season. From family dinners to holiday parties, we love Soft Surroundings for all of our holiday styles. While traditional white may be faux pas after Labor Day, winter white is a gorgeous stand out that will dress up any look giving it a definite touch of class. Turn heads this season with the Margulies Sweater paired with the Perfect Fit Leggings in Bisque for a gorgeous seasonal look. Featuring gold accents and a sexy back zipper, the Margulies Sweater features a longer length and style making it perfect for pairing with dressy leggings in a similar or contrasting color. Complete the look with gold jewelry and booties or high heels for all of your holiday or New Years’ parties.

St. James Plaid Jacket | Valentina Zip Sweater | Santiago Dress | Essential Denim Jacket | Margulies Sweater | Perfect Fit Leggings
Soft Surroundings | Facebook | Instagram | Twitter | Youtube | Pinterest

Paper Label

Women’s Fall Fashion Guide 2019

Wouldn’t it be amazing if it were socially acceptable to wear your pajamas all day whether you are lounging at home or going to work or running errands? Paper Label has answered our prayers and created an amazing range of “clever lounge and sleepwear” that can take you from “sleep to street”. A brand new piece from their women’s fall fashion Departures Lounge line is the Juno Overall. This thin, lightweight one-piece is a perfect addition to your women’s fall fashion wardrobe.

This 100% Tencel overall will look great over a simple, solid-colored long sleeve shirt like the Linda Top. The Linda is a rib crew neck that looks great on its own or layered with other pieces. This soft, versatile top is available in white, black, thistle, or moss.

Women’s Fall Fashion Guide 2019

The Aspen Sherpa is the cuddliest cardigan you will ever wear. Pair it over any fall outfit for an extra layer of warmth and style and your look will be complete. This sherpa jacket looks great both as an open front sweater or buttoned up as a cardigan. The Ochre color compliments any existing outfit but is also available in black.

Women’s Fall Fashion Guide 2019

The Alexandria Side Split Dress is a gorgeous sweater dress to wear all fall long. This comfy dress will look great as a casual tunic for daytime activities or dressed up as a fancy top for nighttime occasions. The Alexandria is functional for women of all body types and will fit and feel great for both pregnant and non-pregnant women.

With generous slits on both sides, this dress is made to wear as a true tunic over leggings, jeans, or slacks like the Havana Trouser. The Havana Trouser is a wide-legged pant with an elastic waistband that is comfortable enough to wear as a pajama pant or even a work slack.

Linda Top | Alexandria Side Split Dress | Aspen Sherpa | Juno Overall | Havana Trouser
Paper Label | Facebook | Instagram | Twitter | Pinterest

Cindy Karen

Women’s Fall Fashion Guide 2019

We love to travel and fall travel means always being prepared for any kind of weather or occasion. For our fall travel packing list we are loving the no-fuss women’s fall fashion of Cindy Karen. Inspired by runway looks, Cindy Karen’s jet-setter collection is perfect for all your fall adventures, even if those adventures are just heading into the office!

As comfortable as your favorite pair of loungers but stylish enough for the office, we are loving the Cape Town slacks. An elastic drawstring waist makes these professional-looking pants feel like you are cheating the office dress code! Available in five colors you’ll want to pick one up in each color so you never have to wear anything else.

Every woman needs a tailored blazer to dress up a comfortable pair of jeans or embrace your inner CEO for an important meeting at the office. The San Francisco blazer is the perfect solution. Designed from fabric that won’t wrinkle, frequent fliers can feel confident that they can jump off the plane and right into a client meeting without needing to find an iron!

Cape Town Slacks | San Francisco Blazer
Cindy Karen | Facebook | Instagram

Lou Lou Boutique

Women’s Fall Fashion Guide 2019

Autumn days are care-free and get-out-of-the-house-and-go-for-a-walk kind of days. For those laid-back afternoons, toss on the loose-fitting Kerisma Ryu Sweater. This is the kind of sweater that is easy to layer and piece together your own unique look and style. It flatters any body type in 3 fun and fashionable ways: off-shoulder, short-dolman, or long-dolman.

If the idea of having the softest silk caress your body in warmth sounds delightful, then you won’t want to stop at just gifting yourself one fall color to pair with your favorite skirts or leggings. It may feel thin and lightweight, but the heavy softness will never weigh you down. The stylish and practical designs flow over any body type that loves to dress up or take it easy for the casual occasion. Now it’s only a matter of determining which color of the Kerimsa Ryu Slope Top looks best on you. However, we think a back up is always in order in case one needs laundering, so get two!

Feminine and flattering, it’s just way too easy to look chic and comfortable in the She + Sky High Low Cuff Sweater. With a variety of unique colors, matching this top to your current wardrobe will be the least of your problems; now it’s just a matter of which one? The asymmetrical loose back creates a bit of mystery and conservativeness all around your feminine curves. We love that!

READ MORE: I Love Fall and There Is Nothing Basic About It

Kerisma Ryu Sweater | Kerimsa Ryu Slope Top | She + Sky High Low Cuff Sweater
Lou Lou Boutique | Facebook | Instagram


Women’s Fall Fashion Guide 2019

Autumn leaves and cool winds inspire people everywhere to bring out their most beloved pieces of women’s fall fashion. Warm scarves, sturdy boots, and hats are a given, but luxury does not have to be sacrificed when it comes to fall fashion. Lulus offers a wide variety of affordable, high-end selections that are both chic and elegant. Lulus is sure to fulfill your desire for something especially fashionable.

Women’s Fall Fashion Guide 2019

Looking to make a bold statement? The Lulus Lainie Red High-Waisted Wide-Leg Pants are light and cool, and easy to wear with any type of top. The linen blend is breezy and light, so you can wear them all day, whether you are spending a long day at the office, or taking the family to find some fall foliage for the afternoon. The waistband is high, but thankfully, the zipper is hidden with a clasp on the side. Wear your favorite blouse tucked in or your coziest oversized sweater for a golden evening outing.

Lulus Cathleen Ivory Long Sleeve Ruffled Peplum Top is a sheer woven chiffon blouse. It boasts pleated ruffles and ornate long sleeves, with elastic bands at the cuff. The flirty neckline adds to the character of this delicate top. Dress it up with your favorite scarf, or make an exciting statement by wearing a cute bodice underneath! This top is perfect for fall family photos or a romantic date night.

Women’s Fall Fashion Guide 2019

Fall makes its way into our wardrobes on every level, so our office wardrobes deserve a chic upgrade, too! Lulus Miss Punctuality Blazer is no-nonsense and all style! This woven polyester blazer has skinny tuxedo-style lapels in the front that help to frame the open-front design, leading to a pointed hem.

Women’s Fall Fashion Guide 2019

The lightly padded shoulders are only the beginning of the bold, long sleeves, perfect for those chilly walks into the office (early, of course!) This blazer is available in three colors, so you can stay punctual and chic all Autumn long.

This season, take your fall wardrobe to the next level of chic with Lulus. Offering a wide variety of clothing, Lulus represents affordable luxury and satisfaction-guaranteed shopping experience for every fashion sensibility.

Lulus Lainie Red High-Waisted Wide-Leg Pants | Cathleen Ivory Long Sleeve Ruffled Peplum Top | Miss Punctuality Black Blazer | Miss Punctuality Taupe Blazer
Lulus | Facebook | Instagram | Twitter | Pinterest


Women’s Fall Fashion Guide 2019

Trendy, stylish and fashionable clothing is at your fingertips with Tribal Fashion this Fall. Here to make a statement this season, the transitional summer to fall casual, dress and workwear from Tribal Fashion will be a favorite among women who love to feel chic and fabulous, yet don’t have a ton of time to spend getting ready every day. Whether she’s a grad student, mom on the go or professional woman, Tribal’s versatile styles have something everyone will love.

A must-have staple in every woman’s closet no matter the season is a denim jacket and we absolutely love the Maxi Denim Jacket from Tribal Fashion. Perfect for pairing with everything from jeans to a cute dress, this transitional jacket featuring a slightly longer length and a bit more stretch than a traditional jean jacket will quickly become a favorite. Wear it all season long over layers, sweaters, and more for a cute and fashionable look.

Women’s Fall Fashion Guide 2019

For a more professional day to night look, we love the Accent Stitch Sweater Coat for transitioning from summer to fall and even fall to winter. Pair with a trendy tank for the warmer days, but wear with a cute cowl or turtleneck when it is cold outside for a classy and polished look. Paired with the Compression Knit Pull-On Palazzo for a stylish, on-trend look this fall whether spending the day at work or heading out for the evening. These pull-on pants hug the body in all the right places while still offering optimal coverage from their forever black knit material, maintaining their shape and fit all day long.

Maxi Denim Jacket | Accent Stitch Sweater Coat | Compression Knit Pull On Palazzo
Tribal | Facebook | Instagram | Twitter | Youtube | Pinterest

Measure & Made

Women’s Fall Fashion Guide 2019

Denim is a staple for any women’s fall fashion, but the idea of shopping for jeans (or clothes of any kind for that matter) makes most of us want to hide. Measure & Made recognize that the joy of shopping could be better realized by providing all women with clothes that feel as if they were custom made and to take the guesswork (and headaches) out of shopping. No more wasted hours trying on clothes that leave you disappointed – just high-quality pants that fit you like a dream.

Measure & Made’s products are powered by FITLOGIC®, a unique patented sizing system that not only takes into account your size but more importantly your unique shape. We took their short survey and were a little hesitant of the number presented to us, but decided to trust the system and see what happened. We were pleasantly surprised at how well our new pants fit.

The Skinny Ankle Jeans are one of Measure & Made’s bestsellers and for good reason. They fit exactly the way jeans were intended to fit, hug all the right curves and don’t slide off your after a long day of chasing the kids. In our book, we feel like we finally spotted a unicorn!

Women’s Fall Fashion Guide 2019
READ MORE: How To Handle Fall Activities Like a Boss

The Ankle Slim Front Zip Pants in wine are perfect for work or a night out on the town because they go with everything! Designed with comfort and fashion in mind, these pants are your go-to for everyday wear. Furthermore, Measure & Made carries triple the sizes that traditional brands offer to give you your perfect fit! And if it doesn’t fit, you have 30 days to return for your money back!

Skinny Ankle Jeans | Ankle Slim Front Zip Pants
Measure & Made | Facebook | Instagram | Youtube

Heidi Kagan Designs

Women’s Fall Fashion Guide 2019

All women’s fall fashion choices need to include at least one shawl in their closet. A shawl is a great transition piece as the weather begins to get cooler but it’s not quite time for a winter coat. The Heidi Kagan Designs’ 4 Way Shawl Vest is unlike any shawl you have ever come across. Instead of just being basically a large piece of fabric that you drape over your shoulders, it has 4 different ways you can style it. In addition to being worn as a regular shawl, it can also be worn as a vest, as a poncho, or belted.

What sets the Heidi Kagan Designs’ 4 Way Shawl Vest apart from traditional shawls is that it has armholes. Most shawls do not have holes for your arms which sometimes make it difficult to keep on and constantly adjust. This Shawl will look great over a long sleeve shirt and jeans for a casual look or even over a dress for a more formal affair. The Shawl Vest is 100% acrylic, comes in a wide variety of colors, and has the option for a ruffle trim or a fur trim.

4 Way Shawl Vest with Ruffle Trim
Heidi Kagan Designs | Facebook | Instagram


Women’s fall fashion doesn’t have to all be heavy jackets and flannel. As you can see from these beautiful collections above, fall fashion can be anything from maxi-dresses to overalls to business wear to jeans. It’s all about how you style those versatile pieces to make them into your own fall outfit.

For more women’s fall fashion, check out Fall Trends You’ll Love with Love, Kuza.

Women’s Fall Fashion Guide 2019



We don’t spam! Read our privacy policy for more info.

Sasha, mother of one, never has a dull moment with her wild child and prefers it that way! Previously a law enforcement officer, she is now the spokesperson for a fire department. Sasha lives in Daytona Beach, Florida and enjoys running, shopping, and pool parties.



What you Need to Know: Adapting to the Changing Workplace and...

So much has changed in the last year from the way we shop to the way we socialize to the workplace culture.  Most employees...