How Many Bags Do You Bring to Work (And: What Does Your Schlep Look Like?)

We've talked a lot about the commute to work over the years, but we just got a great question about how many bags you should bring to work — specifically, how many do you carry, how large, what stuff do you bring to work, and WHICH bags. Reader A literally just wrote in to ask this question, wondering how many bags you should bring to work, but it's such a good one that I can't wait to hear what the readers say:  what DOES your schlep look like, what do you bring to work each day, and do you bring one large bag or several smaller ones?

Are the days of taking a work bag (lady briefcase type thing) + handbag over? I'm about to become a fully admitted lawyer and my totes just aren't working – plus it's a lot to take with me for client meetings! in my mind, two smaller bags is easier than a giant overstuffed one, and it does make it easy for spontaneous lunch and drinks plans, plus can be a little trendier. I want to invest in something really nice but am I missing something?

Such an interesting question, and I think this is going to vary HUGELY based on what everyone's commutes look like — and what your jobs look like. How many bags should you bring to work? When chiming in, please share a little about what your commute looks like:

(Pictured above: yeah, not like that. Photo credit: Stencil.)

  • how do you USUALLY get to and from work — drive? subway? taxi/Uber/Lyft? walk?
  • do you have a lot of meetings or other events that require travel during the day?
  • on a USUAL day how many bags do you carry with you — and what do you bring?
  • what does an unusual day look like for you — e.g., what bags do you take with you for court appearances or big presentations, or how do you bring bags to or from work if you're planning for, say, a long weekend at home with a lot of work?
  • what bags do you keep at the office for “last minute” things, either from a “last minute drinks!” perspective or a “yay I have to take home these three binders and review them asap tonight” perspective

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Psst: some of our favorite roomy totes!

Some of the best work bags for women as of 2024 include great totes from Cuyana (with a zipper), Tumi, Tory Burch, Lo & Sons, and Madewell (north/south). Also try this highly-rated organizing insert or these clever pouches with some of the less structured bags! If you're looking for a budget tote (or one in a specific color) check this Amazon seller (22K+ good reviews) or this Amazon seller (60K+ good reviews).

(Looking for a luxury work bag? Here's our latest roundup…)

For my $.02, going on my BigLaw days in NYC, here are my thoughts on how many bags you should bring to work:

  • My usual commute was a taxi to work in the mornings (definitely not great for the budget) or, weather and time permitting, a walk to work, followed by my working late enough at work to get the complimentary car home. (I usually considered my quitting time to be around 10:30 pm unless I really needed to stay later, so the “you can bill your client for a car home after 8 PM” deadline wasn't a problem.)
  • I rarely left the office during the day for client meetings or court appearances or things like that — almost everything was onsite, in which case I would leave my bag in my office and carry a padfolio or binder to the meeting or have documents sent to the conference room ahead of time.

Some of our favorite office padfolios for 2024 are below! If you want something monogrammed, check out Etsy, Leatherology, Levenger, Case-it, or (for a splurge), Smythson — you can still find them at Amazon, Target, or Walmart. (Also check out our roundup of executive clutches and leather document holders, as well as women's briefcases!)

  • I usually just carried a hobo or shoulder bag because when I was taking work home with me it was often because I just couldn't stand to be at work any more and needed to take boxes of docs or huge binders home with me, in which case a little tote bag would not have been of any help. (And if I did bring papers home it was usually things that didn't need to look presentable for anyone but me, such as Westlaw printouts for review or a draft of a memo or brief for my markup — so I would just fold them or roll them and stick them in my bag.) Every so often I would toss a sandwich, yogurt, or other food for work in my bag (string cheese, whatever) but they went right into the fridge once I got to work so I didn't really feel like they needed a special lunch bag.

Here are some of our favorite laptop bags for work in 2024: 

collage of 6 of the best laptop totes for women in 2023
Looking for the best laptop totes? These are reader favorites: one / two / three / four / five / six
  • An “unusual” day for me either looked like getting out of work early enough for a night out with friends or a date — if I was single and going out with girlfriends, or in a relationship with a guy, I might bring a second outfit to change into (a lower cut top, dangly earrings, cuter shoes, jeans, whatever) in a tote bag — but if it was a first date or an impromptu night out with friends I just wore whatever I had worn to work. Another unusual day for me: finishing work early enough that there was no point staying to get the car home, in which case I would usually walk home, weather permitting. (I remember figuring out once that a subway ride took 20 minutes, a taxi ride took 30 minutes, and a walk home took 40 minutes — so wherever possible I opted for the exercise and fresh air instead!)
  • Bags I kept at the office: so many! I kept a fully-packed gym bag, a few very large tote bags (like my Longchamp or the tote bags you get at conferences), as well as a tiny “lunch money” bag where I kept all of my customer reward cards for local restaurants, some cash and change, as well as having space for a credit card and my building ID.

I can definitely see how someone who drives to and from work regularly would have different needs — as well as someone who, say, is pumping breastmilk or has to carry a firm-sanctioned laptop to and from work, or a working parent who has a hard deadline to get out of the office because of daycare pickup or whatnot but plans to sign back on after 8:00.

Readers, how many bags do you carry to work? What's your advice for Reader A on how many bags she should bring to work? 

These are some interesting products to help you cool down or stay cool on your commute… see more clever products like this in our Amazon shop! (If you're suffering from hot flashes or feel like throwing money at the problem, do check out the Embr Wave cooling bracelet…)

Huh: I never look this happy when I'm carrying multiple bags to work. Interesting discussion, though: how many bags SHOULD you carry to work? A new lawyer wonders if investing in a nice briefcase or tote bag for her commute is a bad idea.

95 Comments

  1. 3rd year associate in the Northeast here. I drive in to work every day and carry a lunch bag and a large tote-sized purse/bucket bag with me into work. I typically leave my briefcase in the office unless I have brought it home with work inside. My tote purse has a smaller wristlet wallet in it with all my essentials. When I go to a meeting or court, I put my files in my briefcase and then just include the wristlet wallet in my briefcase, while leaving my large tote purse in my office. I hate walking into meetings with a briefcase and large bag, so just transitioning the wristlet between them eliminates that.

  2. I drive to work everyday and drive 3 or 4 times a week to hearings. I travel up to three hours one way for hearings, but usually about an hour each way on average. I carry a large laptop bag from Target to my hearings because I have to carry an accordion file and my laptop into each hearing. I don’t spend too much money on my bags because the weight/ constant travel would be an abuse to any nicer of a bag. I also work in a legal aid type position where a nice bag would not be expected. I have a larger laptop because my administrative record is on a CD and therefore my laptop has to be big enough to have a CD rom thing.

    Unless leaving direct form home to a hearing, I don’t bring files or work laptop home. So, I stuff lunch, cardigan, etc in the bag to/from work. I also keep a “go bag” in my car that has essential toiletries, extra suit, extra shoes, cash etc. Life saver for anyone else who travels regularly by car.

  3. I drive to work, but I still feel like a bag lady. I carry my purse, which is a smallish cross body with short straps as well. I have a big quilted leather bag that usually has work in it or files. I often will stash my lunch bag inside the black bag because lunch is usually leftovers at my desk. Then I carry a Trader Joe’s reusable tote for my gym stuff, but at least that stays in my car so I usually only have the purse and the big black court/file bag to schlep. If I have to be in court I will just toss what I need in the big black bag and leave my purse at my desk. I’m not sure what the big black quilted bag is. I got it in a luggage shop because I had some specific needs that more traditional designer bags didn’t meet. If I have dance or am going riding in addition to regularly scheduled activities then there are more bags. Bags upon bags upon bags. My fiancé calls me the bag lady.

  4. Longchamp Le Pliage, Large, in the Gunmetal color. I bought this color because it works with both black and navy. It’s not necessarily the most professional bag, but the utility of it is unbeatable.

  5. I usually take the bus so I am not a bag lady. My Von Baer Business City Leather Laptop Bag is more than enough and the adjustable strap makes it easy to carry.

  6. I bike commute, so usually it’s a pannier with planner and often computer and purse stuff. I ride in work clothes unless it’s a business formal day. Then I pack a change. If it’s hot out, a second pannier with a change of clothes. Lunch usually goes in the Bike basket or strapped to the rear rack- I bring from home almost every day. My wallet is a wristlet clutch- it holds phone and cash and such, so if I need to leave the office, I take just that and my planner. There are also lots of bike panniers that look nice enough to take to a meeting, like Po Campo and Basil.

  7. I have a rolling under the seat tote that I use, and a crossbody bag with removable strap. If I need more than that, like a messenger bag, I slide it over the handles of the rolling under seat tote. All this is not a worry for me right now, though, because I had a STROKE at work. Did you know the FASTEST growing demographic of stroke victims is women in their 30-40’s? The major cause is not heart disease, it’s stress. Anyway, I am on my second rolling bag, and I do love it. Now used mostly for the hospital. Wonderfully lightweight, organized, and I don’t give a s**t what people think about me rolling it along. :D Beats an aching back any day. It’s main compartment can easily hold a big binder, it has water proof pockets great for the gym, two water bottle holders zip up, and large water proof pockets perfect for lunch/etc. https://www.amazon.com/s/ref=as_li_ss_tl?url=search-alias=fashion&field-keywords=samsonite+wheeled+underseater&linkCode=ll2&tag=smartrav-62998-20&linkId=98792fc650ca6455ddd04ccfe363b555

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