It’s time to revamp your teacher wardrobe! And, of course, comfort is key. Since we can’t wear our preferred T-shirt and shorts (aka, the spring and summer uniform) to work, we’ve rounded up some dresses that are a close second. These super comfy and casual dresses for teachers are awesome. Plus, they have pockets! Choose your favorite to get compliments galore from fellow teachers.
(Just a heads up, WeAreTeachers may collect a share of sales from the links on this page. We only recommend items our team loves!)
1. We love polka dots!
Who wants to feel like they are in a soft T-shirt all day but also hide snacks in their pockets and channel Julia Roberts at the same time? This option is so flowy, and it comes in over 40 pattern options! You’re sure to find a favorite.
Buy it: Polka Dot Dress/Amazon
2. When a dress feels like pajamas, you buy it
Here are so many perks about this dress: The length makes it perfect for cooler weather, and pockets bring joy to any Monday. Imagine wrapping yourself up in jersey sheets, throwing on some gladiator sandals, and calling it a day. You can bring that vision to life with this dress.
Buy it: V-Neck Split Hem Dress/Amazon
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3. If your classroom is freezing, long sleeves are the way to go
If your classroom is like most, you have to layer up, no matter the time of year. This dress solves the comfort problems you may face if your room can feel like the frozen section at the grocery store. (Psst: We also recommend layering up with a shacket!)
Buy it: Long Sleeve T-Shirt Dress/Amazon
4. A good vintage flair is hard to resist
This could be a casual, a happy hour, or even a party dress. It has a puffy skirt, and there are many great designs to choose from.
Buy it: Vintage Flair Dress/Amazon
5. This swing dress can be dressed up or down
This classic black dress can easily be dressed up or down with a scarf or bold jewelry. It’s perfect for adding your favorite colorful shoes or teacher bag!
Buy it: Sleeveless Vintage Mini T-Shirt Swing Dress/Old Navy
6. These stripes are chic
This dress will look like you tried hard to look good. It’s definitely the kind of dress that will bring on some compliments. Check out navy, green, and bright colored options too!
Buy it: Chic Striped Dress/Amazon
7. Floral is always in
Want to look like you’re ready to head to the Kentucky Derby or high tea but also be comfortable and have a hiding spot for snacks? Then you need this dress. There are many floral options for you to choose from.
Buy it: Navy Floral Dress/Amazon
8. Tie-dye isn’t just for kids!
Show your students how cool you are with this fun swing dress. It comes in different tie-dye colors and a plain T-shirt dress option too.
Buy it: Tie-Dye Dress/Amazon
9. Ruffles are too cute
The puffy sleeves and ruffle hems are too fashionable to resist!
Buy it: Women’s Puff Short Sleeve Ruffle Collar Dress/Target
10. Prance around your classroom with this fun geometric pattern
Extra points if you wear this to teach geometry lessons!
Buy it: ZANZEA Bohemian Geometric Printed A-Line Dress/Walmart
11. Basics are a must
This dress comes in so many great solid colors. This dress is also perfect to wear with a pair of fun leggings, a statement necklace, or bright shoes. (Need some leggings ideas? We have some for you!) We even asked some teachers we know to test it out, and they loved it (check out the photos below)!
Buy it: Tunic Pocket Dress/Amazon
12. Denim is always in style
A sneaky twist on regular jeans! Plus, the material is lightweight and comfy, ready for hours of wear.
Buy it: Women’s Long Sleeve Button-Down Denim Dress/Target
13. We’re loving this lace detail
This dress is one that is unique in its design with adorable lace. Choose from multiple color options or long-sleeves for cooler days!
Buy it: Lace Detail T-Shirt Dress/Amazon
14. Be teacher-ready in a smock dress
This smocked-look is teacher ready! Your co-workers will be asking where you purchased this one.
Buy it: Women’s Flutter Short Sleeve Shift Dress/Target
15. Channel your inner hippie
Add a belt, some cute earrings, and a pair of comfy sandals, and you’ve got an outfit even your students will compliment.
Buy it: Women’s Long Sleeve Embroidered Dress/Target
16. Everyone needs a maxi dress in their life
This boho style is great for the start of the school year. This dress is a true mix of being a maxi and still being casual. Choose from over 40 variations, including florals, animal prints, and solids.
Buy it: Boho Maxi Dress/Amazon
17. This is a teacher go-to
This Amazon bestseller is hard to beat. Pick your favorite color stripes, and you’re ready to rock this day in this super comfy dress.
Buy it: Waist Tie Striped Dress/Amazon
18. Bring out the rosy hues
Toss on your favorite matching cardigan, and your outfit is ready to go!
Buy it: Women’s Sleeveless Knit Ballet Dress/Target
19. Time for some color in your closet
Grab this super colorful option or opt for a more muted, solid tone if you love this dress’s style.
Buy it: Colorful Striped Dress/Amazon
20. Patterns make outfits fun
So many patterns to choose from! Our faves? Leafy ferns, snakeskin, or tie-dye!
Buy it: Green Fern Dress/Amazon
21. You can never have too many florals
Especially when the blooms are as colorful as this delightful midi-dress pattern!
Buy it: Floral-Print All-Day Midi Swing Dress/Old Navy
22. Add some chic utility-style to your wardrobe
The cinched waist on this all-cotton design is flattering on everyone. It also comes in a fun striped earth-tone option.
Buy it: Free Assembly Women’s Femme Utility Dress/Walmart
23. Say hello to lovely subtle details
The lattice embellishments and tortoise shell buttons are too sweet on this dress!
Buy it: Women’s Short Sleeve Lattice Detail Dress/Target
24. Embrace bold sleeves
As if those gorgeous sleeves weren’t enough, the pockets seal the deal for this boho look.
Buy it: Free Assembly Women’s Shift Dress with Bell Sleeves/Walmart
25. Did we mention we love a good flower pattern?
This darker take on the classic floral design can go from the classroom to date night!
Buy it: Puff-Sleeve Smocked Floral-Print Mini Swing Dress/Old Navy
