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Best Back to School Teacher Clothes on Amazon

Blog Posts, Fall, Other/Misc, Seasonal, Teacher Tips

Written by: Jess Dalrymple

We’ve got such a FUN community on Facebook! The trending topic this month has been to share the best teacher clothes that can be found on Amazon. You’ll be shocked by how many fantastic options for new school clothes Amazon has for teachers!

Read on for a list of all the best of the best recommendations 1st and 2nd grade teachers have for stepping out in comfort and super cute style this school year!

best back to school teacher clothes on amazon

This post contains Amazon Affiliate links. If you purchase through these links, I will receive a commission at no extra cost to you.

Teacher Tops

1- Teachers recommend wearing this cute t-shirt with leggings.

2- This tunic top comes in every color of the rainbow!

3- All we can say is – this one is so C.U.T.E.!!!

4- Yep, this is just a comfy t-shirt, but no one has to know.

5- How about this boutique shirt for less than $20?!

6- This shirt is fantastic with dress pants or a skirt. Beautiful colors, beautiful details, and great quality!

7- Every teacher needs a cozy cardigan!

8- A super versatile shirt to have in your teacher wardrobe!

9- This is a great shirt to wear with jeans or pants – very versatile!

10- Use comfy kimonos or cardigans like this one to dress up your plain t-shirts.

11- This top is comfortable, flattering, and looks so cute with colored pants (see the green pants below for an adorable back to school outfit.)

12- This lightweight cardigan comes in a bunch of colors and works great to layer over all your tops!

13- These shirts are a teacher must-have!

14- This comfortable tunic comes in lots of fun patterns.

The Perfect Pants

1- Teachers are swearing by these high-waisted leggings. They tell us this brand has quality, thick material, and that they’re completely squat- proof!

2- Dress these yoga pants up (or down) easily!

3- High-waisted, stretchy, and these pants come in tons of fun colors!

4- 10/10 for comfort and style with these pants!

5- Jeggings for the win!

6- Such cute pants for when you want a casual but dressed up look!

Dresses (and a few skirts too)

1- The jersey dress below will make you feel like you’re wearing your PJ’s to school!

2- Teachers tell us these boho maxi dresses are well made and very comfortable!

3- This dress with a mix of floral and stripes is super flattering and comfy!

4- This dress has hidden pockets!

5- The reviews on this one rave about it’s flattering shape and super soft material.

6- Teacher clothes can be super comfy – and this dress goes on sale a lot too!

7- Cute & comfy dress that’s easy to throw on when you don’t feel like putting together an outfit and comes in SO many colors!

8- This little number is also great with leggings and boots with a cardigan in the winter.

9- This dress is beautiful and SO classy! Teachers also report that it’s soft and stretchier than you’d think!

10- Those buttons, though!

11- This dress is reported to be super soft and best of all – VERY forgiving for lots of different body shapes!

12- This skirt!!

13- SO fun and SO vintage! Hint – blouse #14 pairs perfectly with this skirt!

14- Super cute dress for fall and winter!

15- High quality material and great fit with this dress!


1- Several teachers shared that these were the most comfortable flats they’ve ever owned!

2- You can’t go wrong with the Soda brand for comfy shoes, booties, and sneaks!

3- Extremely lightweight and classy sandals for back to school cuteness!

If you’re as crazy about Amazon as we are, you might enjoy these posts:

11 Amazon Organization Tools For the Classroom

21 Amazon Teacher Finds

A special thank you to the AMAZING teachers in our Lucky 1st Grade Teachers and Lucky 2nd Grade Teachers Facebook Groups for these recommendations! Click on the link for your grade level and join the fun today!

best back to school teacher clothes on amazon


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Welcome, I’m Angie!

Hello there! I’m Angie Olson- a teacher, curriculum developer, educational blogger and owner of Lucky Little Learners.

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