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20 Teacher Outfit Ideas for Fall
I’m back for our third annual fall teacher workwear guide. In this edition, I am styling 20 looks to get you through your first month back in the classroom. These aren’t your typical teacher looks, they are filled with on-trend affordable pieces that can easily be mixed and matched to create endless outfits!
SHOP ALL LOVERLY GREY TEACHER LOOKS
SKIRTS & DRESSES
CARDIGAN | TOP | SKIRT | SHOES | BELT
This look is the perfect summer-to-fall transitional outfit! The printed maxi skirt is a piece that you can wear now with a chambray shirt. As the temperature drops, layer a cardigan over the top for added warmth.
TOP | SKIRT | FLATS
If you’re looking for another easy way to style this silk skirt, I recommend pairing it with a white blouse and gold flats. I purchased these square-toe flats from Amazon at the beginning of the year, and I wear them constantly. They have a memory foam insert, making them a great option for all-day wear!
DENIM JACKET | DRESS
If you’re on the hunt for a dress that can go from work to weekend, I’ve got you covered! This side-knot dress is comfortable and chic. Style it with pointed-toe flats for a workwear look. As you head into the weekend, throw on a denim jacket and sneakers for a casual look.
DENIM JACKET | DRESS | SNEAKERS | FLATS | BAG
A denim jacket is a must-have fall wardrobe staple. It’s the perfect layering piece to throw over a dress or add to an outfit with a sleeveless top. This one fits a little oversized, making it the perfect option for those days when you’re looking for all-day comfort.
TOP | DENIM JACKET | BELT | SKIRT
In this look, I’m showing you how to use a denim jacket to elevate your outfit. Drape your favorite denim jacket over your shoulders for an added touch of elegance. This can be done over a top paired with a skirt or dress!
TOP | DENIM JACKET | BELT | SKIRT | FLATS
This tiered maxi skirt is the epitome of comfort! It has great movement and features an elastic waistband. Not to mention, the color is perfect as we move into fall! I styled it here with a thin gold-trimmed belt and a classic striped t-shirt. To complete the look, I added gold flats and a tan handbag.
TOP | SKIRT | BAG
This Amazon skirt is so versatile! For a quick on-the-go look, pair this skirt with a chambray top and pair it with printed flats to complete the look.
TOP | SKIRT | BAG | SHOES
One of my favorite ways to elevate my workwear looks is with a fun pair of shoes! These printed pointed-toe flats are a great way to bring a pop to your outfit.
DRESS | BAG | SHOES
This denim pocket dress was an instant yes for me! I love the button front collar detail. Style is with leopard print shoes for an easy workwear look you can wear now and later!
DRESS | CARDIGAN | SHOES
This leopard print Amazon dress is gorgeous. Style it with a lady cardigan and neutral pointed-toe heels for an elevated look. I’ve also styled this with a denim jacket and sneakers for a casual weekend outfit!
TOP | SKIRT | FLATS
Can we talk about the scalloped detail on this skirt? It’s too cute to pass up. Pair it with a classic white t-shirt like this one from J. Crew Factory. To complete the look I recommend adding a woven belt and gold flats!
DRESS | BAG
Every woman needs a little black dress in her wardrobe! This shirt dress is the perfect addition if you’re looking for a piece you can wear throughout the seasons. Wear it on its own now with flats and a woven bag.
DRESS | CARDIGAN | BAG | SHOES
As we move into fall, layer a long-line cardigan over the top and complete the look with a black tote bag. Another way to style this dress is to add a sweater over the top and pair it with knee-high boots for a winter look!
DRESS | BAG
If you don’t have a chambray dress in your closet yet, this is a great affordable option from Amazon! I love the drop waist skirt. It adds a playful touch, while still staying professional.
DRESS | BAG | FLATS
I recommend styling this with my favorite gold flats from Amazon. To take this look into fall, layer a cardigan or blazer over the top and add suede booties.
DRESS | BAG | BELT | SHOES
This Target dress is so comfortable! I love that the fabric is lightweight and breathable. Style it with a thin belt and heels for an elevated workwear look!
THE ESSENTIAL BLACK PANT
One of my most-worn workwear pieces is a pair of classic black pants. I love this cropped kick flare pair! They are flattering and feature just the right amount of stretch, making them ultra comfortable.
SWEATER | TOP | PANTS | BAG | FLATS
This look is perfect for a warm day. Layer a sweater vest over the top of a collared shirt to get the same look. I love the way the denim and camel colors look together. It’s giving me classic french girl vibes.
CARDIGAN | PANTS | BAG | FLATS
This chunky button-front cardigan is a must-have. The ribbed texture and bold color are a great addition to your fall wardrobe. I styled it on its own with a twisted front tuck. You can also style this cardigan with jeans and booties for a fall date night look.
CARDIGAN | PANTS | SHOES
The lady cardigan has officially made a comeback and I’m here for it! I love the patch pockets and gold-trimmed buttons on this one. It’s a piece that can stand alone or be used for layering. I also love the look of tying this over your shoulders!
MUST-HAVE DRESS PANTS
TOP | PANTS | BAG | SHOES
These blue pants are another wardrobe staple. For a classic look, pair them with a cream sweater and neutral heels. Grab your favorite tote bag and minimal jewelry to complete the look.
I love a pair of wide-leg pants for workwear. It’s a style that I’ve worn for years! This pair from Amazon is a great affordable option. It comes in multiple colors and is less than $40. I love the way the red pops with the chambray top. Another easy way to style these pants is to pair them with a striped lady cardigan!
CARDIGAN | TOP | PANTS | FLATS
As you get ready for the new school year ahead, I recommend taking inventory of your closet. What items do you have, and what items do you need? Use this post as inspiration and pre-plan outfits for those mornings when you’re in a pinch!
Which look are you planning to recreate this fall?
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