20 Comfy Loungewear Pieces That Work in the Classroom, Too

We’ve got you covered. Literally!

20 Loungewear Pieces That Bring Comfy To The Classroom

We’ve all been spoiled with lounging in our comfiest clothing this summer. Now it’s time to return to the classroom, and you just can’t seem to want to put those work pants on. These sweaters and leggings bring loungewear to the classroom in a presentable way to keep you cozy all day. Here are 20 of our favorite loungewear pieces that will totally transition to the classroom as you return to a sense of routine this year.

(Just a heads up, WeAreTeachers may collect a share of sales from the links on this page. We only recommend items our team loves!)

Loose Jumpsuit

Women's navy jumpsuit

One-pieces are the easiest clothing items to throw on in the morning and walk out the door with a put-together style. This super-soft, pajama-like feel will keep you happy all day. Throw a structured sweater or blazer on top for a chic and polished look.

Buy it: Loose V-Neck Jumpsuit/Amazon


Printed Kimono Cardigan


Printed kimono

Kimonos are our ultimate favorite loungewear staple. This lightweight, airy piece is perfect to add to any basic outfit. Dress it up for the classroom by layering it over a dress or a solid top paired with a classic pair of straight-leg trousers.

Buy it: Printed Kimono Cardigan/Amazon

Long Line Cardigan with Pockets

Long line tan cardigan with pockets from Old Navy

Cardigans are perfect for layering. A long, comfy sweater can easily feel like a blanket on chilly classroom days. It’s comfortable when layered over a cute dress and will make the perfect piece to throw on when running out to recess duty on a crisp fall day.

Buy it: Long Line Cardigan with Pockets/Old Navy

2-Pocket Knit Leggings

2-Pocket Knit Leggings
If you haven’t worn jeans in over a month, these are for you. A step up from your everyday leggings, the ponte-knit holds its shape for all-day comfort. Plus, they are available in a variety of colors and inseam options. These will make the transition to getting dressed for work every day a bit easier as they are a totally acceptable option for the classroom.

Buy it: 2-Pocket Knit Leggings/Amazon

Wide Leg Pants

White wide leg pants from Target

Wide-leg pants are popping up everywhere this year, and we couldn’t be more thankful because they are SO comfortable and forgiving. Pair them with your favorite blouse for a perfectly on-trend look.

Buy it: Wide Leg Pants/Target

Casual Maxi Dress

Floral maxi dress with pockets from Amazon

Enter this beautiful print maxi dress available in over 20 different color combinations and prints, including tie-dye, polka dots, and leopard. It’s soft, stretchy, lightweight, and just as comfortable as your favorite pair of leggings. Plus, it has pockets!

Buy it: Casual Maxi Dress/Amazon

Soft Chunky Knit Sweater

Chunky knit sweater

You will want to live in this perfectly soft and oversized sweater. It’s one of our favorite loungewear items. It’s super versatile and can be worn on cool summer nights or brisk fall mornings in the classroom.

Buy it: Soft Chucky Knit Sweater/Amazon

Short-Sleeve Flare Midi Dress with Pockets

Midi dress

When you put this dress on, you will feel confident and prepared for the day! In solid colors, this dress serves as a blank slate for endless accessorizing options. Think statement necklaces, blazers, cute waist belts, and more. Check out the 30 plus color and pattern options.

Buy it: Short Sleeve Flare Midi Dress with Pockets/Amazon

Henley V-Neck Pleated Tunic

Tunic teacher comfy loungewear teachers

Not ready to ditch the leggings? Us either. Pick up a long tunic with these colorful prints to make leggings work-appropriate. Also, pair it with slim-cut trousers or tucked into a pencil skirt or a cute look.

Buy it: Henley V-Neck Pleated Tunic/Amazon

Mule Sneakers

 Mule sneakers

This sneaker mule is the ultimate blend of fashion and comfort. Slip these on just like you would your slippers. You’ll be thankful to have these in your daily wardrobe arsenal.

Buy it: Mule Sneakers/Amazon

Lightweight Ankle Pant

Brooklyn ankle work pant in black from Athleta

Athleta also offers super comfortable work options that are just like their workout gear. These pants are made of a lightweight material with a ribbed waistband. The stretch fabric is wrinkle-resistant, so you can save time in front of the iron.

Buy it: Lightweight Ankle Pant/Athleta

V-Neck Chiffon Blouse

Red v-neck chiffon blouse with mesh arm detail

Bring flowy into your wardrobe. This adorable top is work-ready but airy enough to make you forget you’re wearing a blouse. Choose from a range of solids or patterns to fit your style.

Buy it: V-Neck Chiffon Blouse/Amazon

Color Block Top

Color block t-shirt

Yes, you can pull off a t-shirt at work! This adorable color block top can easily be dressed up with some ankle pants and chunky jewelry.

Buy it: Color Block Top/Amazon

Maxi Skirt

Charcoal maxi shirt from Amazon

Forget your old, tight work pants. Opt for a maxi skirt to feel free-flowing all day. Pair this with your favorite blouse, and you’re ready to rock.

Buy it: Maxi Skirt/Amazon

Knit Flats

Black and white knit flats

Wearing flats all day again? No thanks. Try these breathable, knit flats to keep your feet happy.

Buy it: Knit Flats/Amazon

Tie Headbands

Assorted colored tie headbands

For those mornings when you wish nobody had to see you in person, pop on one of these cute headbands to match your outfit. No one has to know you didn’t wash your hair… shh.

Buy it: Tie Headbands/Amazon

Wide Leg Jumpsuit

Women's wide leg jumpsuit in red from Amazon

This is another versatile and comfortable jumpsuit option. This design is simple but can easily be dressed up. You won’t have to think twice about your outfit with an easy one-piece.

Buy it: Wide Leg Jumpsuit/Amazon

Stretchy Dress Pants

Grey plaid stretchy dress pants

Give me all of the stretchy pants! This option feels like you’re at home in loungewear with its high-waisted, soft feel. Chose from over 30 colors and patterns to match with your favorite top.

Buy it: Stretchy Dress Pants/Amazon

Sanuk Sandals

Women's Sanuk sandals in black

Walk on a cloud with yoga mat Sanuk sandals. They’re the most comfortable, and you’ll almost forget you aren’t at home in slippers.

Buy it: Sanuk Sandals/Amazon

Twist Knot Tunic Top

Twist knot tunic top from Amazon

This is a staple top for a teacher’s wardrobe. Pick up one of the patterned stretch pants to go with this long top and you’ll be comfortable all day in the classroom!

Buy it: Twist Knot Tunic Top/Amazon

What are your favorite loungewear items? Share in the comments below or on our WeAreTeachers DEALS forum!

Also, check out 30 Ways Teachers Can Treat Themselves for Less Than $5!

20 Comfy Loungewear Pieces That Work in the Classroom, Too