How do you get out during the day 
I'm currently expressing for dd2 who is 4 weeks but trying to express every 2 hours and then feed her makes it difficult to get out. Do you have a portable pump?
I use a hospital grade double pump at home but really didn't want to have to express when out and about.
Fwiw I bf dd1 and didn't have a problem with feeding when out. I just have a love /hate relationship with expressing!