Unfortunately, if you’re still in the earlier stage of pumping, you cannot really afford to drag because your boobs will feel like they are about to explode. You can consider hand expressing / use handsfree pump. But you will still need to bring cooler bag to store the pumped milk. Else what I do sometimes is I pump before I go out and make sure I’m back before the next session so I don’t have to bring anything out.
I pump right before I leave the house but I can only stretch up to 4 hours plus then it gets quite uncomfortable