Our Top Picks for the Best Rolling Bags for Teachers

Save your back with a bag that does the hard work for you.

Rolling backpacks feature

Teachers work hard, and they need bags that can keep up with them without being a burden. That’s why we’re in love with rolling bags for teachers! These workhorses carry everything you need, without weighing you down. We’ve found options in every price range and style, so there’s something here for every kind of educator.

(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. Everything Mary Collapsible Rolling Craft Bag

Tan rolling bag

This cart is big enough to hold all sorts of bulky and heavy items like books and art projects. The included insert has a lot of pockets and sections for keeping you organized. Plus, the cart folds down flat when you’re not using it.

Buy it: Everything Mary Collapsible Rolling Craft Bag on Amazon

2. Kroser Rolling Laptop Bag

Floral print rolling briefcase with extendable handle

If you’re looking for a bag with a dedicated space for your laptop, this is a pretty choice. One reviewer even notes that it’s great for teachers, saying, “I love this little bag! I have loaded it with books, papers, and items that I usually keep in my purse and it is still holding up great.”


Buy it: Kroser Rolling Laptop Bag on Amazon

3. Kenneth Cole Reaction Runway Call Wheeled Tote

Wheeled tote back with front zipper pocket, top straps, and extendable handle (Best Rolling Bags for Teachers)

It may be one of the pricier rolling bags for teachers on the list, but this wheeled tote is built to last. We love the professional look and telescoping handle that tucks into its own pocket when not in use.

Buy it: Kenneth Cole Reaction Runway Call Wheeled Tote on Amazon

4. Hautmec Wide-Mouth Tool Bag

Large black rolling bag with pockets and central open compartment (Rolling Bags for Teachers)

This rolling bag is nothing fancy to look at, but boy, is it tough. It’s built to hold tools, so it will definitely hold up to heavy books and other teacher gear.

Buy it: Hautmec Wide-Mouth Tool Bag on Amazon

5. Matein Rolling Business Backpack

Blue backpack with extendable handle and rolling wheels

The telescoping handle on this pack folds down when needed for use as a regular backpack. One reviewer notes, “My wife and I are school teachers. We needed a bag that could double up as a backpack on days when we didn’t have so much weight because of the books, and the option of rolling it when we were loaded with books.”

Buy it: Matein Rolling Business Backpack on Amazon

6. Fineget Folding Shopping Bag

Woman carrying a collapsible striped tote bag with wheels and backpack straps

This affordable tote gives you lots of options. Fill it up and roll it with the extendable handle. Need to go up some stairs? Use the straps to carry it on your back. You can also collapse it and move it around with the shoulder handle.

Buy it: Fineget Folding Shopping Bag on Amazon

7. Damask Rolling Computer Laptop Bag

Rolling bag with laptop compartment in a black and white damask pattern

Easy on your back and fashionable to boot! This rolling briefcase is heavy-duty and fully padded with lots of room for everything you need to carry back and forth. Need to switch between rolling and carrying? No problem! This bag also comes with a removable shoulder strap.

Buy it: Damask Rolling Computer Laptop Bag on Amazon

8. Olympia Luggage Cosmopolitan Rolling Shopper Tote

Rolling tote bag with extendable handle and a world map print (Rolling Bags for Teachers)

Here’s another reasonably priced rolling tote with plenty of room in its large open compartment. One reviewer says: “I researched many rolling bags after my physical therapist told me I had to stop carrying my heavy school bags on my shoulder. I’m a teacher who has to walk two blocks from parking to the school. I didn’t want a ‘suitcase’-looking bag, but I wanted something sturdy and roomy. I often carry lots of books, or, as a drama teacher, lots of other odd things! This bag is PERFECT for me! It’s sturdy but amazingly light when empty. SO much room!”

Buy it: Olympia Luggage Cosmopolitan Rolling Shopper Tote on Amazon

9. Rockland Luggage Rolling Backpack

Black and white polka-dotted rolling backpack with extendable handle (Rolling Bags for Teachers)

If you like the idea of a rolling backpack but don’t want to spend a fortune, this is a great option. It comes in 25 cute and vibrant patterns and colors, making it one of our favorite rolling bags for teachers.

Buy it: Rockland Luggage Rolling Backpack on Amazon

10. Vera Bradley Lighten Up Rolling Duffel

Blue flowered rolling duffel bag with bottom zipper compartment (Rolling Bags for Teachers)

Vera Bradley fans, here’s your rolling bag! It collapses down when not in use, and the separate bottom compartment is a great place for your laptop or stacks of papers to grade.

Buy it: Vera Bradley Lighten Up Rolling Duffel on Amazon

11. Olympia Rolling Overnighter

Black bag with purple piping, rolling wheels, and extendable handle (Rolling Bags for Teachers)

One reviewer calls this her new favorite teacher bag. “I am SO happy with this bag. I love the big zippered top, the spacious front pocket (where I store my personal items, like my wallet and keys), and the flexibility of the shell (so I can stuff oddly shaped items in there if needed). The bag also has an inner laptop pocket to protect and secure my laptop, plus ample interior space for my iPad and many folders and textbooks.”

Buy it: Olympia Rolling Overnighter on Amazon

12. Alpine Swiss Rolling Lawyer’s Case

Boxy leather briefcase with rolling wheels and extendable handle

The classic leather rolling bag. Sturdy, roomy, and professional, this bag is king when it comes to heavy papers or books. Stash your laptop (up to 17 inches) in the special padded compartment, and you’ll still have plenty of room for binders, snacks, and more. This bag also locks, so you can keep everything inside safe.

Buy it: Alpine Swiss Rolling Lawyer’s Case on Amazon

13. Pacific Coast Rolling Chevron Shopper Tote

Aqua chevron striped shopping bag with wheels and extendable handle

This rolling shopper tote is available in five great patterns, including a zebra print and Hawaiian daisies. It’s lightweight but sturdy, so you can trust it with all your teacher stuff.

Buy it: Pacific Coast Rolling Chevron Shopper Tote on Amazon

14. Cowinbest Collapsible Tote

Striped tote bag with top handles that expands to be taller and includes rolling wheels

At less than 20 bucks, this tote is such a bargain that everyone should buy one just to keep on hand for emergencies. It has shoulder straps, it’s expandable, and it includes wheels. Reviewers note that it may not hold extremely heavy loads, so be cautious if you’re hauling stacks of books or something similar.

Buy it: Cowinbest Collapsible Tote on Amazon

Have questions about the best rolling bags for teachers? Come chat with others to see what they think on the WeAreTeachers HELPLINE on Facebook.

Plus, don’t miss our favorite teacher bags and the best teacher backpacks!

Save your back with one of these well-reviewed rolling bags for teachers. We found sturdy professional options in every price range.